1.0 2016-09-30 23:46:33 UTC 2020-06-04 19:39:10 UTC BMDB0007893 BMDB07893 PC(14:0/24:0) PC(14:0/24:0), also known as PC(38:0) or pc(14:0/24:0), 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. Thus, PC(14:0/24:0) is considered to be a glycerophosphocholine lipid molecule. PC(14:0/24:0) is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. PC(14:0/24:0) participates in a number of enzymatic reactions, within cattle. In particular, S-Adenosylhomocysteine and PC(14:0/24:0) can be biosynthesized from S-adenosylmethionine and pe-nme2(14:0/24:0); which is catalyzed by the enzyme phosphatidylethanolamine N-methyltransferase. Furthermore, Cytidine monophosphate and PC(14:0/24:0) can be biosynthesized from CDP-choline and DG(14:0/24:0/0:0) through its interaction with the enzyme choline/ethanolaminephosphotransferase. Finally, PC(14:0/24:0) and L-serine can be converted into choline and PS(14:0/24:0); which is catalyzed by the enzyme phosphatidylserine synthase. In cattle, PC(14:0/24:0) is involved in a couple of metabolic pathways, which include phosphatidylcholine biosynthesis PC(14:0/24:0) pathway and phosphatidylethanolamine biosynthesis pe(14:0/24:0) pathway. 1-Myristoyl-2-lignoceroyl-sn-glycero-3-phosphocholine GPCho(14:0/24:0) Phosphatidylcholine(14:0/24:0) PC(38:0) Lecithin GPCho(38:0) 1-Tetradecanoyl-2-tetracosanoyl-sn-glycero-3-phosphocholine Phosphatidylcholine(38:0) PC(14:0/24:0) C46H92NO8P 818.1983 817.656055437 trimethyl(2-{[(2R)-2-(tetracosanoyloxy)-3-(tetradecanoyloxy)propyl phosphono]oxy}ethyl)azanium trimethyl(2-{[(2R)-2-(tetracosanoyloxy)-3-(tetradecanoyloxy)propyl phosphono]oxy}ethyl)azanium [H][C@@](COC(=O)CCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC InChI=1S/C46H92NO8P/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/h44H,6-43H2,1-5H3/t44-/m1/s1 HZKNKWPYIHKKKL-USYZEHPZSA-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 phosphatidylcholine 38:0 Solid logp 6.15 ALOGPS logs -7.71 ALOGPS logp 10.78 ChemAxon pka_strongest_acidic 1.86 ChemAxon pka_strongest_basic -6.7 ChemAxon iupac trimethyl(2-{[(2R)-2-(tetracosanoyloxy)-3-(tetradecanoyloxy)propyl phosphono]oxy}ethyl)azanium ChemAxon average_mass 818.1983 ChemAxon mono_mass 817.656055437 ChemAxon smiles [H][C@@](COC(=O)CCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC ChemAxon formula C46H92NO8P ChemAxon inchi InChI=1S/C46H92NO8P/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/h44H,6-43H2,1-5H3/t44-/m1/s1 ChemAxon inchikey HZKNKWPYIHKKKL-USYZEHPZSA-N ChemAxon polar_surface_area 111.19 ChemAxon refractivity 243.47 ChemAxon polarizability 104.09 ChemAxon rotatable_bond_count 46 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(14:0/24:0) SMP0080457 Phosphatidylethanolamine Biosynthesis PE(14:0/24:0) SMP0082260 Specdb::MsMs 293602 Specdb::MsMs 293603 Specdb::MsMs 293604 Specdb::MsMs 334108 Specdb::MsMs 334109 Specdb::MsMs 334110 Specdb::MsMs 2412679 Specdb::MsMs 2412680 Specdb::MsMs 2412681 Specdb::MsMs 2457896 Specdb::MsMs 2457897 Specdb::MsMs 2457898 Specdb::MsMs 2729917 Specdb::MsMs 2729918 Specdb::MsMs 2729919 Specdb::MsMs 2885531 Specdb::MsMs 2885532 Specdb::MsMs 2885533 Specdb::MsMs 2975630 Specdb::MsMs 2975631 Specdb::MsMs 2975632 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 Blood 0.8 +/- 0.2 uM By LC-MS/MS Aidin Foroutan, Carolyn Fitzsimmons, Rupasri Mandal, Hamed Piri‐Moghadam, Jiamin Zheng, AnChi Guo, Carin Li, Le Luo Guan and David S. Wishart. The Bovine Metabolome. Metabolites 2020, 10, 233; doi:10.3390/metabo10060233 Liver 1.6 +/- 0.4 nmol/g of tissue By LC-MS/MS Aidin Foroutan, Carolyn Fitzsimmons, Rupasri Mandal, Hamed Piri‐Moghadam, Jiamin Zheng, AnChi Guo, Carin Li, Le Luo Guan and David S. Wishart. The Bovine Metabolome. Metabolites 2020, 10, 233; doi:10.3390/metabo10060233 Longissimus Thoracis Muscle 0.4 +/- 0.1 nmol/g of tissue By LC-MS/MS Aidin Foroutan, Carolyn Fitzsimmons, Rupasri Mandal, Hamed Piri‐Moghadam, Jiamin Zheng, AnChi Guo, Carin Li, Le Luo Guan and David S. Wishart. The Bovine Metabolome. Metabolites 2020, 10, 233; doi:10.3390/metabo10060233 Ruminal Fluid 0.08 +/- 0.01 uM By LC-MS/MS Aidin Foroutan, Carolyn Fitzsimmons, Rupasri Mandal, Hamed Piri‐Moghadam, Jiamin Zheng, AnChi Guo, Carin Li, Le Luo Guan and David S. Wishart. The Bovine Metabolome. Metabolites 2020, 10, 233; doi:10.3390/metabo10060233 Semimembranosus Muscle 0.4 +/- 0.1 nmol/g of tissue By LC-MS/MS Aidin Foroutan, Carolyn Fitzsimmons, Rupasri Mandal, Hamed Piri‐Moghadam, Jiamin Zheng, AnChi Guo, Carin Li, Le Luo Guan and David S. Wishart. The Bovine Metabolome. Metabolites 2020, 10, 233; doi:10.3390/metabo10060233 Testis 0.5 +/- 0.1 nmol/g of tissue By LC-MS/MS Aidin Foroutan, Carolyn Fitzsimmons, Rupasri Mandal, Hamed Piri‐Moghadam, Jiamin Zheng, AnChi Guo, Carin Li, Le Luo Guan and David S. Wishart. The Bovine Metabolome. Metabolites 2020, 10, 233; doi:10.3390/metabo10060233 24778642 86169 FDB025085