1.0 2020-05-06 19:38:42 UTC 2020-05-07 14:45:01 UTC BMDB0109690 LysoPC(20:2(11Z,14Z)/0:0) 1-[(11Z,14Z)]-Eicosadienoyl-sn-glycero-3-phosphocholine 1-Dihomo-linoleoyl-GPC 1-Dihomo-linoleoyl-GPC (20:2) 1-Eicosadienoylglycerophosphocholine GPC(20:2) GPC(20:2/0:0) LPC(20:2) LPC(20:2/0:0) LPC(20:2n6/0:0) LPC(20:2W6/0:0) LyPC(20:2) LyPC(20:2/0:0) LyPC(20:2n6/0:0) LyPC(20:2W6/0:0) LysoPC(20:2(11Z,14Z)) LysoPC(20:2) LysoPC(20:2/0:0) LysoPC(20:2n6/0:0) LysoPC(20:2W6/0:0) Lysophosphatidylcholine(20:2) Lysophosphatidylcholine(20:2/0:0) Lysophosphatidylcholine(20:2n6/0:0) Lysophosphatidylcholine(20:2W6/0:0) 1-Eicosadienoyl-glycero-3-phosphocholine 1-(11Z,14Z-Eicosadienoyl)-glycero-3-phosphocholine C28H54NO7P 547.7046 547.363789599 (2-{[(2R)-2-hydroxy-3-[(11Z,14Z)-icosa-11,14-dienoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium (2-{[(2R)-2-hydroxy-3-[(11Z,14Z)-icosa-11,14-dienoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium [H][C@@](O)(COC(=O)CCCCCCCCC\C=C/C\C=C/CCCCC)COP([O-])(=O)OCC[N+](C)(C)C InChI=1S/C28H54NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-28(31)34-25-27(30)26-36-37(32,33)35-24-23-29(2,3)4/h9-10,12-13,27,30H,5-8,11,14-26H2,1-4H3/b10-9-,13-12-/t27-/m1/s1 YYQVCMMXPIJVHY-ZOIJLGJPSA-N belongs to the class of organic compounds known as 1-acyl-sn-glycero-3-phosphocholines. These are glycerophosphocholines in which the glycerol is esterified with a fatty acid at O-1 position, and linked at position 3 to a phosphocholine. Organic compounds Lipids and lipid-like molecules Glycerophospholipids Glycerophosphocholines 1-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 Secondary alcohols Tetraalkylammonium salts 1-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 Quaternary ammonium salt Secondary alcohol Tetraalkylammonium salt Aliphatic acyclic compounds Monoacylglycerophosphocholines lysophosphatidylcholine 20:2 logp 2.81 ALOGPS logs -6.58 ALOGPS logp 2.25 ChemAxon pka_strongest_acidic 1.86 ChemAxon pka_strongest_basic -3.4 ChemAxon iupac (2-{[(2R)-2-hydroxy-3-[(11Z,14Z)-icosa-11,14-dienoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium ChemAxon average_mass 547.7046 ChemAxon mono_mass 547.363789599 ChemAxon smiles [H][C@@](O)(COC(=O)CCCCCCCCC\C=C/C\C=C/CCCCC)COP([O-])(=O)OCC[N+](C)(C)C ChemAxon formula C28H54NO7P ChemAxon inchi InChI=1S/C28H54NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-28(31)34-25-27(30)26-36-37(32,33)35-24-23-29(2,3)4/h9-10,12-13,27,30H,5-8,11,14-26H2,1-4H3/b10-9-,13-12-/t27-/m1/s1 ChemAxon inchikey YYQVCMMXPIJVHY-ZOIJLGJPSA-N ChemAxon polar_surface_area 105.12 ChemAxon refractivity 162.91 ChemAxon polarizability 63.93 ChemAxon rotatable_bond_count 26 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 14086 Specdb::CMs 39501 Specdb::CMs 281637 Specdb::CMs 306848 Specdb::MsMs 297070 Specdb::MsMs 297071 Specdb::MsMs 297072 Specdb::MsMs 338497 Specdb::MsMs 338498 Specdb::MsMs 338499 Specdb::MsMs 2317697 Specdb::MsMs 2317698 Specdb::MsMs 2317699 Specdb::MsMs 2593681 Specdb::MsMs 2593682 Specdb::MsMs 2593683 Specdb::MsMs 2618054 Specdb::MsMs 2618055 Specdb::MsMs 2618056 Specdb::MsMs 2652299 Specdb::MsMs 2652300 Specdb::MsMs 2652301 Specdb::MsMs 2694033 Specdb::MsMs 2694034 Specdb::MsMs 2694035 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 21403157 FDB027543 52924053 83055 PHOSPHATIDYLCHOLINE C04230