1.0 2018-08-29 17:09:30 UTC 2020-06-04 19:39:24 UTC BMDB0062658 BMDB62658 PC(0:0/16:0) (2R)-3-Hydroxy-2-(palmitoyloxy)propyl 2-(trimethylazaniumyl)ethyl phosphate 2-Hexadecanoyl-sn-glycero-3-phosphocholine 2-Palmitoyllysophosphatidylcholine PC(0:0/16:0) (2R)-3-Hydroxy-2-(palmitoyloxy)propyl 2-(trimethylazaniumyl)ethyl phosphoric acid 2-Palmitoyl-sn-glycero-3-phosphocholine 2-Palmitoyl-lysophosphatidylcholine 2-Palmitoyl-GPC LysoPC(16:0) LPC(0:0/16:0) LPC(16:0) Lysophosphatidylcholine(0:0/16:0) Lysophosphatidylcholine(16:0) 2-Hexadecanoylglycerophosphocholine 2-Palmitoylglycerophosphocholine GPC(0:0/16:0) GPC(16:0) LysoPC(0:0/16:0) C24H50NO7P 495.638 495.332489952 (2-{[(2R)-2-(hexadecanoyloxy)-3-hydroxypropyl phosphono]oxy}ethyl)trimethylazanium (2-{[(2R)-2-(hexadecanoyloxy)-3-hydroxypropyl phosphono]oxy}ethyl)trimethylazanium 66757-27-5 CCCCCCCCCCCCCCCC(=O)O[C@H](CO)COP([O-])(=O)OCC[N+](C)(C)C InChI=1S/C24H50NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-24(27)32-23(21-26)22-31-33(28,29)30-20-19-25(2,3)4/h23,26H,5-22H2,1-4H3/t23-/m1/s1 NEGQHKSYEYVFTD-HSZRJFAPSA-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 lysophosphatidylcholine 16:0 logp 1.82 ALOGPS logs -6.16 ALOGPS logp 1.19 ChemAxon pka_strongest_acidic 1.86 ChemAxon pka_strongest_basic -3 ChemAxon iupac (2-{[(2R)-2-(hexadecanoyloxy)-3-hydroxypropyl phosphono]oxy}ethyl)trimethylazanium ChemAxon average_mass 495.638 ChemAxon mono_mass 495.332489952 ChemAxon smiles CCCCCCCCCCCCCCCC(=O)O[C@H](CO)COP([O-])(=O)OCC[N+](C)(C)C ChemAxon formula C24H50NO7P ChemAxon inchi InChI=1S/C24H50NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-24(27)32-23(21-26)22-31-33(28,29)30-20-19-25(2,3)4/h23,26H,5-22H2,1-4H3/t23-/m1/s1 ChemAxon inchikey NEGQHKSYEYVFTD-HSZRJFAPSA-N ChemAxon polar_surface_area 105.12 ChemAxon refractivity 142.27 ChemAxon polarizability 57.51 ChemAxon rotatable_bond_count 24 ChemAxon acceptor_count 4 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon number_of_rings 0 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::CMs 133790 Specdb::CMs 141524 Specdb::MsMs 2812880 Specdb::MsMs 2812881 Specdb::MsMs 2812882 Specdb::MsMs 2895747 Specdb::MsMs 2895748 Specdb::MsMs 2895749 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 Placenta Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 21403165 15061532 76078