1.0 2016-10-03 17:26:19 UTC 2020-06-04 19:27:23 UTC BMDB0008656 BMDB08656 PC(22:5(4Z,7Z,10Z,13Z,16Z)/14:0) 1-Osbondoyl-2-myristoyl-sn-glycero-3-phosphocholine GPCho(22:5/14:0) Phosphatidylcholine(22:5/14:0) GPCho(36:5) Phosphatidylcholine(36:5) Lecithin PC(36:5) 1-(4Z,7Z,10Z,13Z,16Z-Docosapentaenoyl)-2-tetradecanoyl-sn-glycero-3-phosphocholine PC(22:5/14:0) PC(22:5(4Z,7Z,10Z,13Z,16Z)/14:0) C44H78NO8P 780.0658 779.546504989 (2-{[(2R)-3-[(4Z,7Z,10Z,13Z,16Z)-docosa-4,7,10,13,16-pentaenoyloxy]-2-(tetradecanoyloxy)propyl phosphonato]oxy}ethyl)trimethylazanium lecithin CCCCCCCCCCCCCC(=O)O[C@]([H])(COC(=O)CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCCC)COP([O-])(=O)OCC[N+](C)(C)C InChI=1S/C44H78NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-24-25-27-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-26-17-15-13-11-9-7-2/h14,16,19-20,22-23,25,27,30,32,42H,6-13,15,17-18,21,24,26,28-29,31,33-41H2,1-5H3/b16-14-,20-19-,23-22-,27-25-,32-30-/t42-/m1/s1 AJLDCHCYUANNSO-WMUBFXSWSA-N belongs to the class of organic compounds known as phosphatidylcholines. These are glycerophosphocholines in which the two free -OH are attached to one fatty acid each through an ester linkage. Organic compounds Lipids and lipid-like molecules Glycerophospholipids Glycerophosphocholines Phosphatidylcholines Amines Carbonyl compounds Carboxylic acid esters Dialkyl phosphates Dicarboxylic acids and derivatives Fatty acid esters Hydrocarbon derivatives Organic oxides Organic salts Organopnictogen compounds Phosphocholines Tetraalkylammonium salts Aliphatic acyclic compound Alkyl phosphate Amine Carbonyl group Carboxylic acid derivative Carboxylic acid ester Diacylglycero-3-phosphocholine Dialkyl phosphate Dicarboxylic acid or derivatives Fatty acid ester Fatty acyl Hydrocarbon derivative 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 Tetraalkylammonium salt Aliphatic acyclic compounds Diacylglycerophosphocholines Solid logp 5.63 ALOGPS logs -7.44 ALOGPS logp 8.08 ChemAxon pka_strongest_acidic 1.86 ChemAxon pka_strongest_basic -6.7 ChemAxon iupac (2-{[(2R)-3-[(4Z,7Z,10Z,13Z,16Z)-docosa-4,7,10,13,16-pentaenoyloxy]-2-(tetradecanoyloxy)propyl phosphonato]oxy}ethyl)trimethylazanium ChemAxon average_mass 780.0658 ChemAxon mono_mass 779.546504989 ChemAxon smiles CCCCCCCCCCCCCC(=O)O[C@]([H])(COC(=O)CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCCC)COP([O-])(=O)OCC[N+](C)(C)C ChemAxon formula C44H78NO8P ChemAxon inchi InChI=1S/C44H78NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-24-25-27-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-26-17-15-13-11-9-7-2/h14,16,19-20,22-23,25,27,30,32,42H,6-13,15,17-18,21,24,26,28-29,31,33-41H2,1-5H3/b16-14-,20-19-,23-22-,27-25-,32-30-/t42-/m1/s1 ChemAxon inchikey AJLDCHCYUANNSO-WMUBFXSWSA-N ChemAxon polar_surface_area 111.19 ChemAxon refractivity 239.85 ChemAxon polarizability 91.98 ChemAxon rotatable_bond_count 39 ChemAxon acceptor_count 4 ChemAxon donor_count 0 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::MsMs 294454 Specdb::MsMs 294455 Specdb::MsMs 294456 Specdb::MsMs 335182 Specdb::MsMs 335183 Specdb::MsMs 335184 Specdb::MsMs 2383838 Specdb::MsMs 2383839 Specdb::MsMs 2383840 Specdb::MsMs 2433226 Specdb::MsMs 2433227 Specdb::MsMs 2433228 Specdb::MsMs 2763454 Specdb::MsMs 2763455 Specdb::MsMs 2763456 Specdb::MsMs 2854288 Specdb::MsMs 2854289 Specdb::MsMs 2854290 Specdb::MsMs 2942455 Specdb::MsMs 2942456 Specdb::MsMs 2942457 All Tissues 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 Ruminal Fluid 0.018 +/- 0.019 uM Samples have been collected from 8 healthy primiparous Holstein cow, no barley grains in diet. Metabolite measured DFI-MS/MS. Fozia Saleem, Souhaila Bouatra, An Chi Guo, Nikolaos Psychogios, Rupasri Mandal, Suzanna M. Dunn, Burim N. Ametaj, David S. Wishart. The Bovine Ruminal Fluid Metabolome. Metabolomics (2013) 9:360–378. 53479275 88843