1.0 2016-10-03 17:16:26 UTC 2020-05-11 18:42:48 UTC BMDB0008220 BMDB08220 PC(18:3(9Z,12Z,15Z)/22:5(4Z,7Z,10Z,13Z,16Z)) PC(18:3(9Z,12Z,15Z)/22:5(4Z,7Z,10Z,13Z,16Z)), also known as pc(18:3(9z,12z,15z)/22:5(4z,7z,10z,13z,16z)) or pc(18:3(9z,12z,15z)/22:5(4z,7z,10z,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. PC(18:3(9Z,12Z,15Z)/22:5(4Z,7Z,10Z,13Z,16Z)) is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). PC(18:3(9Z,12Z,15Z)/22:5(4Z,7Z,10Z,13Z,16Z)) participates in a number of enzymatic reactions, within cattle. In particular, S-Adenosylhomocysteine and PC(18:3(9Z,12Z,15Z)/22:5(4Z,7Z,10Z,13Z,16Z)) can be biosynthesized from S-adenosylmethionine and pe-nme2(18:3(9Z,12Z,15Z)/22:5(4Z,7Z,10Z,13Z,16Z)); which is mediated by the enzyme phosphatidylethanolamine N-methyltransferase. Furthermore, Cytidine monophosphate and PC(18:3(9Z,12Z,15Z)/22:5(4Z,7Z,10Z,13Z,16Z)) can be biosynthesized from CDP-choline and DG(18:3(9Z,12Z,15Z)/22:5(4Z,7Z,10Z,13Z,16Z)/0:0); which is catalyzed by the enzyme choline/ethanolaminephosphotransferase. Finally, PC(18:3(9Z,12Z,15Z)/22:5(4Z,7Z,10Z,13Z,16Z)) and L-serine can be converted into choline and PS(18:3(9Z,12Z,15Z)/22:5(4Z,7Z,10Z,13Z,16Z)); which is mediated by the enzyme phosphatidylserine synthase. In cattle, PC(18:3(9Z,12Z,15Z)/22:5(4Z,7Z,10Z,13Z,16Z)) is involved in a couple of metabolic pathways, which include phosphatidylcholine biosynthesis PC(18:3(9Z,12Z,15Z)/22:5(4Z,7Z,10Z,13Z,16Z)) pathway and phosphatidylethanolamine biosynthesis pe(18:3(9Z,12Z,15Z)/22:5(4Z,7Z,10Z,13Z,16Z)) pathway. GPCho(18:3/22:5) PC(18:3/22:5) Phosphatidylcholine(18:3/22:5) PC(40:8) Phosphatidylcholine(40:8) Lecithin 1-a-linolenoyl-2-osbondoyl-sn-glycero-3-phosphocholine GPCho(40:8) 1-(9Z,12Z,15Z-octadeatrienoyl)-2-(4Z,7Z,10Z,13Z,16Z-docosapentaenoyl)-sn-glycero-3-phosphocholine PC(18:3(9Z,12Z,15Z)/22:5(4Z,7Z,10Z,13Z,16Z)) C48H80NO8P 830.1245 829.562155053 (2-{[(2R)-2-[(4Z,7Z,10Z,13Z,16Z)-docosa-4,7,10,13,16-pentaenoyloxy]-3-[(9Z,12Z,15Z)-octadeca-9,12,15-trienoyloxy]propyl phosphonato]oxy}ethyl)trimethylazanium lecithin CCCCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCC(=O)O[C@]([H])(COC(=O)CCCCCCC\C=C/C\C=C/C\C=C/CC)COP([O-])(=O)OCC[N+](C)(C)C InChI=1S/C48H80NO8P/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/h9,11,14-17,20-22,24-26,29,31,35,37,46H,6-8,10,12-13,18-19,23,27-28,30,32-34,36,38-45H2,1-5H3/b11-9-,16-14-,17-15-,22-20-,25-24-,26-21-,31-29-,37-35-/t46-/m1/s1 QOKBCERXHPVQTM-PSFXPYCLSA-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 Solid logp 5.66 ALOGPS logs -7.40 ALOGPS logp 8.77 ChemAxon pka_strongest_acidic 1.86 ChemAxon pka_strongest_basic -6.7 ChemAxon iupac (2-{[(2R)-2-[(4Z,7Z,10Z,13Z,16Z)-docosa-4,7,10,13,16-pentaenoyloxy]-3-[(9Z,12Z,15Z)-octadeca-9,12,15-trienoyloxy]propyl phosphonato]oxy}ethyl)trimethylazanium ChemAxon average_mass 830.1245 ChemAxon mono_mass 829.562155053 ChemAxon smiles CCCCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCC(=O)O[C@]([H])(COC(=O)CCCCCCC\C=C/C\C=C/C\C=C/CC)COP([O-])(=O)OCC[N+](C)(C)C ChemAxon formula C48H80NO8P ChemAxon inchi InChI=1S/C48H80NO8P/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/h9,11,14-17,20-22,24-26,29,31,35,37,46H,6-8,10,12-13,18-19,23,27-28,30,32-34,36,38-45H2,1-5H3/b11-9-,16-14-,17-15-,22-20-,25-24-,26-21-,31-29-,37-35-/t46-/m1/s1 ChemAxon inchikey QOKBCERXHPVQTM-PSFXPYCLSA-N ChemAxon polar_surface_area 111.19 ChemAxon refractivity 261.61 ChemAxon polarizability 96.83 ChemAxon rotatable_bond_count 40 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(18:3(9Z,12Z,15Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0080689 Phosphatidylethanolamine Biosynthesis PE(18:3(9Z,12Z,15Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0082495 Specdb::CMs 195673 Specdb::MsMs 611566 Specdb::MsMs 611567 Specdb::MsMs 611568 Specdb::MsMs 2456433 Specdb::MsMs 2456434 Specdb::MsMs 2456435 Specdb::MsMs 2479207 Specdb::MsMs 2479208 Specdb::MsMs 2479209 Specdb::MsMs 2609750 Specdb::MsMs 2609751 Specdb::MsMs 2609752 Specdb::MsMs 2637817 Specdb::MsMs 2637818 Specdb::MsMs 2637819 Specdb::MsMs 3097486 Specdb::MsMs 3097487 Specdb::MsMs 3097488 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 24766882 53478839