1.0 2016-10-03 17:14:53 UTC 2020-06-04 19:13:49 UTC BMDB0008152 BMDB08152 PC(18:2(9Z,12Z)/22:2(13Z,16Z)) PC(18:2(9Z,12Z)/22:2(13Z,16Z)), also known as pc(18:2(9z,12z)/22:2(13z,16z)) or pc(18:2(9z,12z)/22:2(13z,16z)), 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(18:2(9Z,12Z)/22:2(13Z,16Z)) is considered to be a glycerophosphocholine lipid molecule. PC(18:2(9Z,12Z)/22:2(13Z,16Z)) is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. PC(18:2(9Z,12Z)/22:2(13Z,16Z)) exists in all eukaryotes, ranging from yeast to humans. PC(18:2(9Z,12Z)/22:2(13Z,16Z)) participates in a number of enzymatic reactions, within cattle. In particular, S-Adenosylhomocysteine and PC(18:2(9Z,12Z)/22:2(13Z,16Z)) can be biosynthesized from S-adenosylmethionine and pe-nme2(18:2(9Z,12Z)/22:2(13Z,16Z)); which is mediated by the enzyme phosphatidylethanolamine N-methyltransferase. Furthermore, Cytidine monophosphate and PC(18:2(9Z,12Z)/22:2(13Z,16Z)) can be biosynthesized from CDP-choline and DG(18:2(9Z,12Z)/22:2(13Z,16Z)/0:0) through the action of the enzyme choline/ethanolaminephosphotransferase. Finally, PC(18:2(9Z,12Z)/22:2(13Z,16Z)) and L-serine can be converted into choline and PS(18:2(9Z,12Z)/22:2(13Z,16Z)); which is mediated by the enzyme phosphatidylserine synthase. In cattle, PC(18:2(9Z,12Z)/22:2(13Z,16Z)) is involved in a couple of metabolic pathways, which include phosphatidylcholine biosynthesis PC(18:2(9Z,12Z)/22:2(13Z,16Z)) pathway and phosphatidylethanolamine biosynthesis pe(18:2(9Z,12Z)/22:2(13Z,16Z)) pathway. GPCho(18:2/22:2) PC(18:2/22:2) PC(18:2(9Z,12Z)/22:2(13Z,16Z)) Phosphatidylcholine(40:4) Lecithin Phosphatidylcholine(18:2/22:2) GPCho(40:4) 1-linoleoyl-2-docosadienoyl-sn-glycero-3-phosphocholine 1-(9Z,12Z-octadecadienoyl)-2-(13Z,16Z-docosadienoyl)-sn-glycero-3-phosphocholine PC(40:4) C48H88NO8P 838.188 837.624755309 (2-{[(2R)-2-[(13Z,16Z)-docosa-13,16-dienoyloxy]-3-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propyl phosphonato]oxy}ethyl)trimethylazanium lecithin CCCCC\C=C/C\C=C/CCCCCCCCCCCC(=O)O[C@]([H])(COC(=O)CCCCCCC\C=C/C\C=C/CCCCC)COP([O-])(=O)OCC[N+](C)(C)C InChI=1S/C48H88NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-29-31-33-35-37-39-41-48(51)57-46(45-56-58(52,53)55-43-42-49(3,4)5)44-54-47(50)40-38-36-34-32-30-28-26-21-19-17-15-13-11-9-7-2/h14-17,20-22,26,46H,6-13,18-19,23-25,27-45H2,1-5H3/b16-14-,17-15-,22-20-,26-21-/t46-/m1/s1 STQUXYWUPXSBHS-NMUBDWGHSA-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 6.29 ALOGPS logs -7.51 ALOGPS logp 10.22 ChemAxon pka_strongest_acidic 1.86 ChemAxon pka_strongest_basic -6.7 ChemAxon iupac (2-{[(2R)-2-[(13Z,16Z)-docosa-13,16-dienoyloxy]-3-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propyl phosphonato]oxy}ethyl)trimethylazanium ChemAxon average_mass 838.188 ChemAxon mono_mass 837.624755309 ChemAxon smiles CCCCC\C=C/C\C=C/CCCCCCCCCCCC(=O)O[C@]([H])(COC(=O)CCCCCCC\C=C/C\C=C/CCCCC)COP([O-])(=O)OCC[N+](C)(C)C ChemAxon formula C48H88NO8P ChemAxon inchi InChI=1S/C48H88NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-29-31-33-35-37-39-41-48(51)57-46(45-56-58(52,53)55-43-42-49(3,4)5)44-54-47(50)40-38-36-34-32-30-28-26-21-19-17-15-13-11-9-7-2/h14-17,20-22,26,46H,6-13,18-19,23-25,27-45H2,1-5H3/b16-14-,17-15-,22-20-,26-21-/t46-/m1/s1 ChemAxon inchikey STQUXYWUPXSBHS-NMUBDWGHSA-N ChemAxon polar_surface_area 111.19 ChemAxon refractivity 257.14 ChemAxon polarizability 101.43 ChemAxon rotatable_bond_count 44 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(18:2(9Z,12Z)/22:2(13Z,16Z)) SMP0080648 Phosphatidylethanolamine Biosynthesis PE(18:2(9Z,12Z)/22:2(13Z,16Z)) SMP0082453 Specdb::MsMs 639388 Specdb::MsMs 639389 Specdb::MsMs 639390 Specdb::MsMs 2437882 Specdb::MsMs 2437883 Specdb::MsMs 2437884 Specdb::MsMs 2527833 Specdb::MsMs 2527834 Specdb::MsMs 2527835 Specdb::MsMs 2686125 Specdb::MsMs 2686126 Specdb::MsMs 2686127 Specdb::MsMs 3063586 Specdb::MsMs 3063587 Specdb::MsMs 3063588 Specdb::MsMs 3119500 Specdb::MsMs 3119501 Specdb::MsMs 3119502 Specdb::CMs 237626 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 24766814 52922755