1.0 2016-09-30 23:50:49 UTC 2020-06-04 19:51:05 UTC BMDB0008097 BMDB08097 PC(18:1(9Z)/14:0) PC(18:1(9Z)/14:0), also known as gpcho(18:1/14:0) or ompc CPD, 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. Thus, PC(18:1(9Z)/14:0) is considered to be a glycerophosphocholine lipid molecule. PC(18:1(9Z)/14:0) is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. PC(18:1(9Z)/14:0) exists in all eukaryotes, ranging from yeast to humans. 1-Oleoyl-2-myristoyl-sn-glycero-3-phosphocholine GPCho(18:1/14:0) GPCho(18:1n9/14:0) GPCho(18:1W9/14:0) PC(18:1/14:0) PC(18:1n9/14:0) PC(18:1W9/14:0) Phosphatidylcholine(18:1/14:0) Phosphatidylcholine(18:1n9/14:0) Phosphatidylcholine(18:1W9/14:0) OMPC CPD Lecithin GPCho(32:1) Phosphatidylcholine(32:1) PC(32:1) 1-(9Z-Octadecenoyl)-2-tetradecanoyl-sn-glycero-3-phosphocholine PC(18:1(9Z)/14:0) C40H78NO8P 732.023 731.546504989 trimethyl(2-{[(2R)-3-[(9Z)-octadec-9-enoyloxy]-2-(tetradecanoyloxy)propyl phosphonato]oxy}ethyl)azanium lecithin CCCCCCCCCCCCCC(=O)O[C@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C InChI=1S/C40H78NO8P/c1-6-8-10-12-14-16-18-19-20-21-23-24-26-28-30-32-39(42)46-36-38(37-48-50(44,45)47-35-34-41(3,4)5)49-40(43)33-31-29-27-25-22-17-15-13-11-9-7-2/h19-20,38H,6-18,21-37H2,1-5H3/b20-19-/t38-/m1/s1 KIVAJCJTVPWSRJ-OQHNRNOKSA-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 phosphatidylcholine 32:1 Solid logp 5.26 ALOGPS logs -7.47 ALOGPS logp 7.75 ChemAxon pka_strongest_acidic 1.86 ChemAxon pka_strongest_basic -6.7 ChemAxon iupac trimethyl(2-{[(2R)-3-[(9Z)-octadec-9-enoyloxy]-2-(tetradecanoyloxy)propyl phosphonato]oxy}ethyl)azanium ChemAxon average_mass 732.023 ChemAxon mono_mass 731.546504989 ChemAxon smiles CCCCCCCCCCCCCC(=O)O[C@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C ChemAxon formula C40H78NO8P ChemAxon inchi InChI=1S/C40H78NO8P/c1-6-8-10-12-14-16-18-19-20-21-23-24-26-28-30-32-39(42)46-36-38(37-48-50(44,45)47-35-34-41(3,4)5)49-40(43)33-31-29-27-25-22-17-15-13-11-9-7-2/h19-20,38H,6-18,21-37H2,1-5H3/b20-19-/t38-/m1/s1 ChemAxon inchikey KIVAJCJTVPWSRJ-OQHNRNOKSA-N ChemAxon polar_surface_area 111.19 ChemAxon refractivity 216.98 ChemAxon polarizability 88.41 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 319588 Specdb::MsMs 319589 Specdb::MsMs 319590 Specdb::MsMs 366736 Specdb::MsMs 366737 Specdb::MsMs 366738 Specdb::MsMs 2302641 Specdb::MsMs 2302642 Specdb::MsMs 2302643 Specdb::MsMs 2309973 Specdb::MsMs 2309974 Specdb::MsMs 2309975 Specdb::MsMs 2351335 Specdb::MsMs 2351336 Specdb::MsMs 2351337 Specdb::MsMs 2655611 Specdb::MsMs 2655612 Specdb::MsMs 2655613 Specdb::MsMs 3054932 Specdb::MsMs 3054933 Specdb::MsMs 3054934 Specdb::CMs 214975 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 Milk 3.51 +/- 0.03 uM Commercial 1% milk by LC-HRMS Foroutan A, Guo AC, Vazquez-Fresno R, Lipfert M, Zhang L, Zheng J, Badran H, Budinski Z, Mandal R, Ametaj BN, Wishart DS: Chemical Composition of Commercial Cow's Milk. J Agric Food Chem. 2019 Apr 17. doi: 10.1021/acs.jafc.9b00204. 30994344 Milk 4.2 +/- 0.1 uM Commercial 2% milk by LC-HRMS Foroutan A, Guo AC, Vazquez-Fresno R, Lipfert M, Zhang L, Zheng J, Badran H, Budinski Z, Mandal R, Ametaj BN, Wishart DS: Chemical Composition of Commercial Cow's Milk. J Agric Food Chem. 2019 Apr 17. doi: 10.1021/acs.jafc.9b00204. 30994344 Milk 5.2 +/- 0.1 uM Commercial 3.25% milk by LC-HRMS Foroutan A, Guo AC, Vazquez-Fresno R, Lipfert M, Zhang L, Zheng J, Badran H, Budinski Z, Mandal R, Ametaj BN, Wishart DS: Chemical Composition of Commercial Cow's Milk. J Agric Food Chem. 2019 Apr 17. doi: 10.1021/acs.jafc.9b00204. 30994344 Milk 3.18 +/- 0.02 uM Commercial skim milk by LC-HRMS Foroutan A, Guo AC, Vazquez-Fresno R, Lipfert M, Zhang L, Zheng J, Badran H, Budinski Z, Mandal R, Ametaj BN, Wishart DS: Chemical Composition of Commercial Cow's Milk. J Agric Food Chem. 2019 Apr 17. doi: 10.1021/acs.jafc.9b00204. 30994344 86092 24778931 A. Foroutan et al. The Chemical Composition of Commercial Cow's Milk (in preparation)