1.0 2016-10-03 17:21:00 UTC 2020-05-11 18:45:36 UTC BMDB0008421 BMDB08421 PC(20:3(8Z,11Z,14Z)/24:1(15Z)) PC(20:3(8Z,11Z,14Z)/24:1(15Z)), also known as pc(20:3(8z,11z,14z)/24:1(15z)) or pc(20:3(8z,11z,14z)/24:1(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. PC(20:3(8Z,11Z,14Z)/24:1(15Z)) is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). PC(20:3(8Z,11Z,14Z)/24:1(15Z)) participates in a number of enzymatic reactions, within cattle. In particular, S-Adenosylhomocysteine and PC(20:3(8Z,11Z,14Z)/24:1(15Z)) can be biosynthesized from S-adenosylmethionine and pe-nme2(20:3(8Z,11Z,14Z)/24:1(15Z)) through the action of the enzyme phosphatidylethanolamine N-methyltransferase. Furthermore, Cytidine monophosphate and PC(20:3(8Z,11Z,14Z)/24:1(15Z)) can be biosynthesized from CDP-choline and DG(20:3(8Z,11Z,14Z)/24:1(15Z)/0:0); which is catalyzed by the enzyme choline/ethanolaminephosphotransferase. Finally, PC(20:3(8Z,11Z,14Z)/24:1(15Z)) and L-serine can be converted into choline and PS(20:3(8Z,11Z,14Z)/24:1(15Z)); which is mediated by the enzyme phosphatidylserine synthase. In cattle, PC(20:3(8Z,11Z,14Z)/24:1(15Z)) is involved in a couple of metabolic pathways, which include phosphatidylcholine biosynthesis PC(20:3(8Z,11Z,14Z)/24:1(15Z)) pathway and phosphatidylethanolamine biosynthesis pe(20:3(8Z,11Z,14Z)/24:1(15Z)) pathway. GPCho(20:3/24:1) Phosphatidylcholine(44:4) PC(20:3/24:1) Lecithin 1-Homo-g-linolenoyl-2-nervonoyl-sn-glycero-3-phosphocholine GPCho(44:4) PC(44:4) 1-(8Z,11Z,14Z-Eicosatrienoyl)-2-(15Z-tetracosanoyl)-sn-glycero-3-phosphocholine Phosphatidylcholine(20:3/24:1) PC(20:3(8Z,11Z,14Z)/24:1(15Z)) C52H96NO8P 894.2943 893.687355565 (2-{[(2R)-3-[(8Z,11Z,14Z)-icosa-8,11,14-trienoyloxy]-2-[(15Z)-tetracos-15-enoyloxy]propyl phosphonato]oxy}ethyl)trimethylazanium lecithin CCCCCCCC\C=C/CCCCCCCCCCCCCC(=O)O[C@]([H])(COC(=O)CCCCCC\C=C/C\C=C/C\C=C/CCCCC)COP([O-])(=O)OCC[N+](C)(C)C InChI=1S/C52H96NO8P/c1-6-8-10-12-14-16-18-20-22-24-25-26-27-29-31-33-35-37-39-41-43-45-52(55)61-50(49-60-62(56,57)59-47-46-53(3,4)5)48-58-51(54)44-42-40-38-36-34-32-30-28-23-21-19-17-15-13-11-9-7-2/h15,17,20-23,30,32,50H,6-14,16,18-19,24-29,31,33-49H2,1-5H3/b17-15-,22-20-,23-21-,32-30-/t50-/m1/s1 WVPANEOMYIFPBY-UCFPVOFYSA-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 6.82 ALOGPS logs -7.55 ALOGPS logp 12 ChemAxon pka_strongest_acidic 1.86 ChemAxon pka_strongest_basic -6.7 ChemAxon iupac (2-{[(2R)-3-[(8Z,11Z,14Z)-icosa-8,11,14-trienoyloxy]-2-[(15Z)-tetracos-15-enoyloxy]propyl phosphonato]oxy}ethyl)trimethylazanium ChemAxon average_mass 894.2943 ChemAxon mono_mass 893.687355565 ChemAxon smiles CCCCCCCC\C=C/CCCCCCCCCCCCCC(=O)O[C@]([H])(COC(=O)CCCCCC\C=C/C\C=C/C\C=C/CCCCC)COP([O-])(=O)OCC[N+](C)(C)C ChemAxon formula C52H96NO8P ChemAxon inchi InChI=1S/C52H96NO8P/c1-6-8-10-12-14-16-18-20-22-24-25-26-27-29-31-33-35-37-39-41-43-45-52(55)61-50(49-60-62(56,57)59-47-46-53(3,4)5)48-58-51(54)44-42-40-38-36-34-32-30-28-23-21-19-17-15-13-11-9-7-2/h15,17,20-23,30,32,50H,6-14,16,18-19,24-29,31,33-49H2,1-5H3/b17-15-,22-20-,23-21-,32-30-/t50-/m1/s1 ChemAxon inchikey WVPANEOMYIFPBY-UCFPVOFYSA-N ChemAxon polar_surface_area 111.19 ChemAxon refractivity 275.54 ChemAxon polarizability 110.65 ChemAxon rotatable_bond_count 48 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(20:3(8Z,11Z,14Z)/24:1(15Z)) SMP0080786 Phosphatidylethanolamine Biosynthesis PE(20:3(8Z,11Z,14Z)/24:1(15Z)) SMP0082595 Specdb::MsMs 599464 Specdb::MsMs 599465 Specdb::MsMs 599466 Specdb::MsMs 2295714 Specdb::MsMs 2295715 Specdb::MsMs 2295716 Specdb::MsMs 2358027 Specdb::MsMs 2358028 Specdb::MsMs 2358029 Specdb::MsMs 2817606 Specdb::MsMs 2817607 Specdb::MsMs 2817608 Specdb::MsMs 2887364 Specdb::MsMs 2887365 Specdb::MsMs 2887366 Specdb::MsMs 2996201 Specdb::MsMs 2996202 Specdb::MsMs 2996203 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 53479023 FDB025611