1.0 2016-10-03 17:26:53 UTC 2020-05-11 18:49:13 UTC BMDB0008683 BMDB08683 PC(22:5(4Z,7Z,10Z,13Z,16Z)/24:0) PC(22:5(4Z,7Z,10Z,13Z,16Z)/24:0), also known as pc(22:5(4z,7z,10z,13z,16z)/24:0) or pc(22:5(4z,7z,10z,13z,16z)/24:0), 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(22:5(4Z,7Z,10Z,13Z,16Z)/24:0) is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). PC(22:5(4Z,7Z,10Z,13Z,16Z)/24:0) participates in a number of enzymatic reactions, within cattle. In particular, S-Adenosylhomocysteine and PC(22:5(4Z,7Z,10Z,13Z,16Z)/24:0) can be biosynthesized from S-adenosylmethionine and pe-nme2(22:5(4Z,7Z,10Z,13Z,16Z)/24:0); which is catalyzed by the enzyme phosphatidylethanolamine N-methyltransferase. Furthermore, Cytidine monophosphate and PC(22:5(4Z,7Z,10Z,13Z,16Z)/24:0) can be biosynthesized from CDP-choline and DG(22:5(4Z,7Z,10Z,13Z,16Z)/24:0/0:0); which is mediated by the enzyme choline/ethanolaminephosphotransferase. Finally, PC(22:5(4Z,7Z,10Z,13Z,16Z)/24:0) and L-serine can be converted into choline and PS(22:5(4Z,7Z,10Z,13Z,16Z)/24:0) through the action of the enzyme phosphatidylserine synthase. In cattle, PC(22:5(4Z,7Z,10Z,13Z,16Z)/24:0) is involved in a couple of metabolic pathways, which include phosphatidylcholine biosynthesis PC(22:5(4Z,7Z,10Z,13Z,16Z)/24:0) pathway and phosphatidylethanolamine biosynthesis pe(22:5(4Z,7Z,10Z,13Z,16Z)/24:0) pathway. 1-Docosapentaenoyl-2-lignoceroyl-sn-glycero-3-phosphocholine 1-Osbondoyl-2-lignoceroyl-sn-glycero-3-phosphocholine Gpcho(22:5/24:0) Gpcho(22:5n6/24:0) Gpcho(22:5W6/24:0) Gpcho(46:5) Lecithin PC(22:5/24:0) PC(22:5n6/24:0) PC(22:5W6/24:0) PC(46:5) Phosphatidylcholine(22:5/24:0) Phosphatidylcholine(22:5n6/24:0) Phosphatidylcholine(22:5W6/24:0) Phosphatidylcholine(46:5) 1-(4Z,7Z,10Z,13Z,16Z-Docosapentaenoyl)-2-tetracosanoyl-sn-glycero-3-phosphocholine PC(22:5(4Z,7Z,10Z,13Z,16Z)/24:0) C54H98NO8P 920.3316 919.703005629 (2-{[(2R)-3-[(4Z,7Z,10Z,13Z,16Z)-docosa-4,7,10,13,16-pentaenoyloxy]-2-(tetracosanoyloxy)propyl phosphonato]oxy}ethyl)trimethylazanium lecithin CCCCCCCCCCCCCCCCCCCCCCCC(=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/C54H98NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-27-29-31-33-35-37-39-41-43-45-47-54(57)63-52(51-62-64(58,59)61-49-48-55(3,4)5)50-60-53(56)46-44-42-40-38-36-34-32-30-28-25-23-21-19-17-15-13-11-9-7-2/h15,17,21,23,28,30,34,36,40,42,52H,6-14,16,18-20,22,24-27,29,31-33,35,37-39,41,43-51H2,1-5H3/b17-15-,23-21-,30-28-,36-34-,42-40-/t52-/m1/s1 ZHBLKKDORTYJBR-XGHFNEDPSA-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 7.18 ALOGPS logs -7.53 ALOGPS logp 12.53 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-(tetracosanoyloxy)propyl phosphonato]oxy}ethyl)trimethylazanium ChemAxon average_mass 920.3316 ChemAxon mono_mass 919.703005629 ChemAxon smiles CCCCCCCCCCCCCCCCCCCCCCCC(=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 C54H98NO8P ChemAxon inchi InChI=1S/C54H98NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-27-29-31-33-35-37-39-41-43-45-47-54(57)63-52(51-62-64(58,59)61-49-48-55(3,4)5)50-60-53(56)46-44-42-40-38-36-34-32-30-28-25-23-21-19-17-15-13-11-9-7-2/h15,17,21,23,28,30,34,36,40,42,52H,6-14,16,18-20,22,24-27,29,31-33,35,37-39,41,43-51H2,1-5H3/b17-15-,23-21-,30-28-,36-34-,42-40-/t52-/m1/s1 ChemAxon inchikey ZHBLKKDORTYJBR-XGHFNEDPSA-N ChemAxon polar_surface_area 111.19 ChemAxon refractivity 285.86 ChemAxon polarizability 113.41 ChemAxon rotatable_bond_count 49 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(22:5(4Z,7Z,10Z,13Z,16Z)/24:0) SMP0080854 Phosphatidylethanolamine Biosynthesis PE(22:5(4Z,7Z,10Z,13Z,16Z)/24:0) SMP0082662 Specdb::CMs 194406 Specdb::MsMs 658270 Specdb::MsMs 658271 Specdb::MsMs 658272 Specdb::MsMs 2305659 Specdb::MsMs 2305660 Specdb::MsMs 2305661 Specdb::MsMs 2617217 Specdb::MsMs 2617218 Specdb::MsMs 2617219 Specdb::MsMs 2675164 Specdb::MsMs 2675165 Specdb::MsMs 2675166 Specdb::MsMs 3062737 Specdb::MsMs 3062738 Specdb::MsMs 3062739 Specdb::MsMs 3085594 Specdb::MsMs 3085595 Specdb::MsMs 3085596 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 53479329 24767344 FDB025873 C00157 PHOSPHATIDYLCHOLINE