1.0 2016-09-30 23:47:15 UTC 2020-06-04 19:20:00 UTC BMDB0007926 BMDB07926 PC(14:1(9Z)/24:0) PC(14:1(9Z)/24:0), also known as PC(38:1) or PC(14:1/24:0), 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(14:1(9Z)/24:0) is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). PC(14:1(9Z)/24:0) participates in a number of enzymatic reactions, within cattle. In particular, S-Adenosylhomocysteine and PC(14:1(9Z)/24:0) can be biosynthesized from S-adenosylmethionine and pe-nme2(14:1(9Z)/24:0); which is catalyzed by the enzyme phosphatidylethanolamine N-methyltransferase. Furthermore, Cytidine monophosphate and PC(14:1(9Z)/24:0) can be biosynthesized from CDP-choline and DG(14:1(9Z)/24:0/0:0) through the action of the enzyme choline/ethanolaminephosphotransferase. Finally, PC(14:1(9Z)/24:0) and L-serine can be converted into choline and PS(14:1(9Z)/24:0); which is mediated by the enzyme phosphatidylserine synthase. In cattle, PC(14:1(9Z)/24:0) is involved in a couple of metabolic pathways, which include phosphatidylcholine biosynthesis PC(14:1(9Z)/24:0) pathway and phosphatidylethanolamine biosynthesis pe(14:1(9Z)/24:0) pathway. 1-myristoleoyl-2-lignoceroyl-sn-glycero-3-phosphocholine Phosphatidylcholine(14:1/24:0) PC(38:1) PC(14:1/24:0) Lecithin GPCho(14:1/24:0) PC(14:1(9Z)/24:0) GPCho(38:1) 1-(9Z-tetradecenoyl)-2-tetracosanoyl-sn-glycero-3-phosphocholine Phosphatidylcholine(38:1) C46H90NO8P 816.1825 815.640405373 trimethyl(2-{[(2R)-2-(tetracosanoyloxy)-3-[(9Z)-tetradec-9-enoyloxy]propyl phosphonato]oxy}ethyl)azanium lecithin CCCCCCCCCCCCCCCCCCCCCCCC(=O)O[C@]([H])(COC(=O)CCCCCCC\C=C/CCCC)COP([O-])(=O)OCC[N+](C)(C)C InChI=1S/C46H90NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-46(49)55-44(43-54-56(50,51)53-41-40-47(3,4)5)42-52-45(48)38-36-34-32-30-28-17-15-13-11-9-7-2/h13,15,44H,6-12,14,16-43H2,1-5H3/b15-13-/t44-/m1/s1 CGKBIHDFAQJNDL-KTKPPDABSA-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 6.22 ALOGPS logs -7.67 ALOGPS logp 10.42 ChemAxon pka_strongest_acidic 1.86 ChemAxon pka_strongest_basic -6.7 ChemAxon iupac trimethyl(2-{[(2R)-2-(tetracosanoyloxy)-3-[(9Z)-tetradec-9-enoyloxy]propyl phosphonato]oxy}ethyl)azanium ChemAxon average_mass 816.1825 ChemAxon mono_mass 815.640405373 ChemAxon smiles CCCCCCCCCCCCCCCCCCCCCCCC(=O)O[C@]([H])(COC(=O)CCCCCCC\C=C/CCCC)COP([O-])(=O)OCC[N+](C)(C)C ChemAxon formula C46H90NO8P ChemAxon inchi InChI=1S/C46H90NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-46(49)55-44(43-54-56(50,51)53-41-40-47(3,4)5)42-52-45(48)38-36-34-32-30-28-17-15-13-11-9-7-2/h13,15,44H,6-12,14,16-43H2,1-5H3/b15-13-/t44-/m1/s1 ChemAxon inchikey CGKBIHDFAQJNDL-KTKPPDABSA-N ChemAxon polar_surface_area 111.19 ChemAxon refractivity 244.59 ChemAxon polarizability 102.57 ChemAxon rotatable_bond_count 45 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)/24:0) SMP0080485 Phosphatidylethanolamine Biosynthesis PE(14:1(9Z)/24:0) SMP0082288 Specdb::CMs 212516 Specdb::MsMs 621247 Specdb::MsMs 621248 Specdb::MsMs 621249 Specdb::MsMs 2411422 Specdb::MsMs 2411423 Specdb::MsMs 2411424 Specdb::MsMs 2484351 Specdb::MsMs 2484352 Specdb::MsMs 2484353 Specdb::MsMs 2550321 Specdb::MsMs 2550322 Specdb::MsMs 2550323 Specdb::MsMs 2753872 Specdb::MsMs 2753873 Specdb::MsMs 2753874 Specdb::MsMs 2806604 Specdb::MsMs 2806605 Specdb::MsMs 2806606 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 Ruminal Fluid 0.091 +/- 0.003 uM Samples have been collected from 8 healthy primiparous Holstein cow, no barley grains in diet. Metabolite measured DFI-MS/MS. Fozia Saleem, Souhaila Bouatra, An Chi Guo, Nikolaos Psychogios, Rupasri Mandal, Suzanna M. Dunn, Burim N. Ametaj, David S. Wishart. The Bovine Ruminal Fluid Metabolome. Metabolomics (2013) 9:360–378. 53478635 24766602