1.0 2016-09-30 23:46:52 UTC 2020-05-21 16:28:17 UTC BMDB0007909 BMDB07909 PC(14:1(9Z)/18:3(9Z,12Z,15Z)) PC(14:1(9Z)/18:3(9Z,12Z,15Z)), also known as pc(14:1(9z)/18:3(9z,12z,15z)) or pc(14:1(9z)/18:3(9z,12z,15z)), 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(14:1(9Z)/18:3(9Z,12Z,15Z)) is considered to be a glycerophosphocholine lipid molecule. PC(14:1(9Z)/18:3(9Z,12Z,15Z)) is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. PC(14:1(9Z)/18:3(9Z,12Z,15Z)) participates in a number of enzymatic reactions, within cattle. In particular, S-Adenosylhomocysteine and PC(14:1(9Z)/18:3(9Z,12Z,15Z)) can be biosynthesized from S-adenosylmethionine and pe-nme2(14:1(9Z)/18:3(9Z,12Z,15Z)); which is catalyzed by the enzyme phosphatidylethanolamine N-methyltransferase. Furthermore, Cytidine monophosphate and PC(14:1(9Z)/18:3(9Z,12Z,15Z)) can be biosynthesized from CDP-choline and DG(14:1(9Z)/18:3(9Z,12Z,15Z)/0:0); which is catalyzed by the enzyme choline/ethanolaminephosphotransferase. Finally, PC(14:1(9Z)/18:3(9Z,12Z,15Z)) and L-serine can be converted into choline and PS(14:1(9Z)/18:3(9Z,12Z,15Z)); which is catalyzed by the enzyme phosphatidylserine synthase. In cattle, PC(14:1(9Z)/18:3(9Z,12Z,15Z)) is involved in a couple of metabolic pathways, which include phosphatidylcholine biosynthesis PC(14:1(9Z)/18:3(9Z,12Z,15Z)) pathway and phosphatidylethanolamine biosynthesis pe(14:1(9Z)/18:3(9Z,12Z,15Z)) pathway. GPCho(32:4) 1-Myristoleoyl-2-a-linolenoyl-sn-glycero-3-phosphocholine Phosphatidylcholine(14:1/18:3) PC(32:4) PC(14:1/18:3) Lecithin GPCho(14:1/18:3) 1-(9Z-Tetradecenoyl)-2-(9Z,12Z,15Z-octadeatrienoyl)-sn-glycero-3-phosphocholine Phosphatidylcholine(32:4) PC(14:1(9Z)/18:3(9Z,12Z,15Z)) C40H72NO8P 725.9753 725.499554797 trimethyl(2-{[(2R)-2-[(9Z,12Z,15Z)-octadeca-9,12,15-trienoyloxy]-3-[(9Z)-tetradec-9-enoyloxy]propyl phosphonato]oxy}ethyl)azanium lecithin CCCC\C=C/CCCCCCCC(=O)OC[C@]([H])(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/C\C=C/C\C=C/CC InChI=1S/C40H72NO8P/c1-6-8-10-12-14-16-18-19-20-21-23-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41(3,4)5)36-46-39(42)32-30-28-26-24-22-17-15-13-11-9-7-2/h8,10,13-16,19-20,38H,6-7,9,11-12,17-18,21-37H2,1-5H3/b10-8-,15-13-,16-14-,20-19-/t38-/m1/s1 BPBWECRGAITUAO-RPHNJZPISA-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 4.87 ALOGPS logs -7.35 ALOGPS logp 6.67 ChemAxon pka_strongest_acidic 1.86 ChemAxon pka_strongest_basic -6.7 ChemAxon iupac trimethyl(2-{[(2R)-2-[(9Z,12Z,15Z)-octadeca-9,12,15-trienoyloxy]-3-[(9Z)-tetradec-9-enoyloxy]propyl phosphonato]oxy}ethyl)azanium ChemAxon average_mass 725.9753 ChemAxon mono_mass 725.499554797 ChemAxon smiles CCCC\C=C/CCCCCCCC(=O)OC[C@]([H])(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/C\C=C/C\C=C/CC ChemAxon formula C40H72NO8P ChemAxon inchi InChI=1S/C40H72NO8P/c1-6-8-10-12-14-16-18-19-20-21-23-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41(3,4)5)36-46-39(42)32-30-28-26-24-22-17-15-13-11-9-7-2/h8,10,13-16,19-20,38H,6-7,9,11-12,17-18,21-37H2,1-5H3/b10-8-,15-13-,16-14-,20-19-/t38-/m1/s1 ChemAxon inchikey BPBWECRGAITUAO-RPHNJZPISA-N ChemAxon polar_surface_area 111.19 ChemAxon refractivity 220.33 ChemAxon polarizability 85.79 ChemAxon rotatable_bond_count 36 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 Phosphatidylcholine Biosynthesis PC(14:1(9Z)/18:3(9Z,12Z,15Z)) SMP0080468 Phosphatidylethanolamine Biosynthesis PE(14:1(9Z)/18:3(9Z,12Z,15Z)) SMP0082271 Specdb::MsMs 570304 Specdb::MsMs 570305 Specdb::MsMs 570306 Specdb::MsMs 2306316 Specdb::MsMs 2306317 Specdb::MsMs 2306318 Specdb::MsMs 2347712 Specdb::MsMs 2347713 Specdb::MsMs 2347714 Specdb::MsMs 2812016 Specdb::MsMs 2812017 Specdb::MsMs 2812018 Specdb::MsMs 2896626 Specdb::MsMs 2896627 Specdb::MsMs 2896628 Specdb::MsMs 3051377 Specdb::MsMs 3051378 Specdb::MsMs 3051379 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 52922268 BMDBP02841 Phosphatidylserine synthase 1 Q2KHY9 PTDSS1 Enzyme