1.0 2020-05-06 19:42:29 UTC 2020-05-07 14:45:00 UTC BMDB0109699 LysoPC(0:0/18:1(9Z)) 2-(9Z-Octadecenoyl)-sn-glycero-3-phosphocholine 2-18:1(Omega-9) LPC PC(0:0/18:1(9Z)) PC(0:0/18:1) 2-Oleoyl-GPC 2-Oleoyl-lysophosphatidylcholine 2-Oleoyl-sn-glycero-3-phosphocholine 2-Oleoyl-sn-glycero-3-phosphorylcholine GPC(0:0/18:1(9Z)) GPC(0:0/18:1n9) GPC(0:0/18:1w9) GPC(18:1(9Z)) GPC(18:1) GPC(18:1n9) GPC(18:1w9) LPC(0:0/18:1(9Z)) LPC(0:0/18:1n9) LPC(0:0/18:1w9) LPC(18:1(9Z)) LPC(18:1) LPC(18:1n9) LPC(18:1w9) LysoPC(0:0/18:1(9Z)) LysoPC(0:0/18:1n9) LysoPC(0:0/18:1w9) LysoPC(18:1(9Z)) LysoPC(18:1) LysoPC(18:1n9) LysoPC(18:1w9) Lysophosphatidylcholine(0:0/18:1(9Z)) Lysophosphatidylcholine(0:0/18:1n9) Lysophosphatidylcholine(0:0/18:1w9) Lysophosphatidylcholine(18:1(9Z)) Lysophosphatidylcholine(18:1) Lysophosphatidylcholine(18:1n9) Lysophosphatidylcholine(18:1w9) C26H52NO7P 521.676 521.348140016 (2-{[(2R)-3-hydroxy-2-[(9Z)-octadec-9-enoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium (2-{[(2R)-3-hydroxy-2-[(9Z)-octadec-9-enoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium [H][C@@](CO)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCCCCCC InChI=1S/C26H52NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-26(29)34-25(23-28)24-33-35(30,31)32-22-21-27(2,3)4/h12-13,25,28H,5-11,14-24H2,1-4H3/b13-12-/t25-/m1/s1 SULIDBRAXVDKBU-PTGWMXDISA-N belongs to the class of organic compounds known as 2-acyl-sn-glycero-3-phosphocholines. These are glycerophosphocholines in which the glycerol is esterified with a fatty acid at O-2 position, and linked at position 3 to a phosphocholine. Organic compounds Lipids and lipid-like molecules Glycerophospholipids Glycerophosphocholines 2-acyl-sn-glycero-3-phosphocholines Amines Carbonyl compounds Carboxylic acid esters Dialkyl phosphates Fatty acid esters Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Organic salts Organopnictogen compounds Phosphocholines Primary alcohols Tetraalkylammonium salts 2-acyl-sn-glycero-3-phosphocholine Alcohol Aliphatic acyclic compound Alkyl phosphate Amine Carbonyl group Carboxylic acid derivative Carboxylic acid ester Dialkyl phosphate Fatty acid ester Fatty acyl Hydrocarbon derivative Monocarboxylic acid or derivatives Organic nitrogen compound Organic oxide Organic oxygen compound Organic phosphoric acid derivative Organic salt Organonitrogen compound Organooxygen compound Organopnictogen compound Phosphocholine Phosphoric acid ester Primary alcohol Quaternary ammonium salt Tetraalkylammonium salt Aliphatic acyclic compounds Monoacylglycerophosphocholines oleoyl-sn-glycero-3-phosphocholine logp 2.37 ALOGPS logs -6.36 ALOGPS logp 1.72 ChemAxon pka_strongest_acidic 1.86 ChemAxon pka_strongest_basic -3 ChemAxon iupac (2-{[(2R)-3-hydroxy-2-[(9Z)-octadec-9-enoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium ChemAxon average_mass 521.676 ChemAxon mono_mass 521.348140016 ChemAxon smiles [H][C@@](CO)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCCCCCC ChemAxon formula C26H52NO7P ChemAxon inchi InChI=1S/C26H52NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-26(29)34-25(23-28)24-33-35(30,31)32-22-21-27(2,3)4/h12-13,25,28H,5-11,14-24H2,1-4H3/b13-12-/t25-/m1/s1 ChemAxon inchikey SULIDBRAXVDKBU-PTGWMXDISA-N ChemAxon polar_surface_area 105.12 ChemAxon refractivity 152.59 ChemAxon polarizability 60.81 ChemAxon rotatable_bond_count 25 ChemAxon acceptor_count 4 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon number_of_rings 0 ChemAxon bioavailability 0 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::CMs 48999 Specdb::MsMs 2759954 Specdb::MsMs 2759955 Specdb::MsMs 2759956 Specdb::MsMs 2945715 Specdb::MsMs 2945716 Specdb::MsMs 2945717 Liver Metabolomics analysis was performed using GC-MS/LC-MS in multiparous Holstein dairy cows Shahzad K, Lopreiato V, Liang Y, Trevisi E, Osorio JS, Xu C, Loor JJ: Hepatic metabolomics and transcriptomics to study susceptibility to ketosis in response to prepartal nutritional management. J Anim Sci Biotechnol. 2019 Dec 18;10:96. doi: 10.1186/s40104-019-0404-z. eCollection 2019. 31867104 24823031 24779494 76071