1.0 2016-09-30 23:48:36 UTC 2020-06-04 19:27:51 UTC BMDB0007993 BMDB07993 PC(16:0/24:1(15Z)) PC(16:0/24:1(15Z)), also known as pc(16:0/24:1(15z)) or PC(40:1), 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(16:0/24:1(15Z)) is considered to be a glycerophosphocholine lipid molecule. PC(16:0/24:1(15Z)) is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. PC(16:0/24:1(15Z)) participates in a number of enzymatic reactions, within cattle. In particular, S-Adenosylhomocysteine and PC(16:0/24:1(15Z)) can be biosynthesized from S-adenosylmethionine and pe-nme2(16:0/24:1(15Z)); which is catalyzed by the enzyme phosphatidylethanolamine N-methyltransferase. Furthermore, Cytidine monophosphate and PC(16:0/24:1(15Z)) can be biosynthesized from CDP-choline and DG(16:0/24:1(15Z)/0:0); which is mediated by the enzyme choline/ethanolaminephosphotransferase. Finally, PC(16:0/24:1(15Z)) and L-serine can be converted into choline and PS(16:0/24:1(15Z)) through the action of the enzyme phosphatidylserine synthase. In cattle, PC(16:0/24:1(15Z)) is involved in a couple of metabolic pathways, which include phosphatidylcholine biosynthesis PC(16:0/24:1(15Z)) pathway and phosphatidylethanolamine biosynthesis pe(16:0/24:1(15Z)) pathway. 1-Palmitoyl-2-nervonoyl-sn-glycero-3-phosphocholine GPCho(16:0/24:1n9) GPCho(16:0/24:1W9) PC(16:0/24:1n9) PC(16:0/24:1W9) Phosphatidylcholine(16:0/24:1n9) Phosphatidylcholine(16:0/24:1W9) Phosphatidylcholine(40:1) PC(40:1) Lecithin Phosphatidylcholine(16:0/24:1) PC(16:0/24:1(15Z)) GPCho(16:0/24:1) PC(16:0/24:1) 1-hexadecanoyl-2-(15Z-tetracosanoyl)-sn-glycero-3-phosphocholine GPCho(40:1) C48H94NO8P 844.2356 843.671705501 (2-{[(2R)-3-(hexadecanoyloxy)-2-[(15Z)-tetracos-15-enoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium (2-{[(2R)-3-(hexadecanoyloxy)-2-[(15Z)-tetracos-15-enoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium [H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCC\C=C/CCCCCCCC InChI=1S/C48H94NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-48(51)57-46(45-56-58(52,53)55-43-42-49(3,4)5)44-54-47(50)40-38-36-34-32-30-28-19-17-15-13-11-9-7-2/h20-21,46H,6-19,22-45H2,1-5H3/b21-20-/t46-/m1/s1 XUCOLWONUSFHRC-QFQSVWFISA-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 40:1 Solid logp 6.40 ALOGPS logs -7.73 ALOGPS logp 11.31 ChemAxon pka_strongest_acidic 1.86 ChemAxon pka_strongest_basic -6.7 ChemAxon iupac (2-{[(2R)-3-(hexadecanoyloxy)-2-[(15Z)-tetracos-15-enoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium ChemAxon average_mass 844.2356 ChemAxon mono_mass 843.671705501 ChemAxon smiles [H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCC\C=C/CCCCCCCC ChemAxon formula C48H94NO8P ChemAxon inchi InChI=1S/C48H94NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-48(51)57-46(45-56-58(52,53)55-43-42-49(3,4)5)44-54-47(50)40-38-36-34-32-30-28-19-17-15-13-11-9-7-2/h20-21,46H,6-19,22-45H2,1-5H3/b21-20-/t46-/m1/s1 ChemAxon inchikey XUCOLWONUSFHRC-QFQSVWFISA-N ChemAxon polar_surface_area 111.19 ChemAxon refractivity 253.79 ChemAxon polarizability 106.72 ChemAxon rotatable_bond_count 47 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(16:0/24:1(15Z)) SMP0080539 Phosphatidylethanolamine Biosynthesis PE(16:0/24:1(15Z)) SMP0082342 Specdb::MsMs 304420 Specdb::MsMs 304421 Specdb::MsMs 304422 Specdb::MsMs 347617 Specdb::MsMs 347618 Specdb::MsMs 347619 Specdb::MsMs 2384771 Specdb::MsMs 2384772 Specdb::MsMs 2384773 Specdb::MsMs 2814793 Specdb::MsMs 2814794 Specdb::MsMs 2814795 Specdb::MsMs 2860294 Specdb::MsMs 2860295 Specdb::MsMs 2860296 Specdb::MsMs 2891040 Specdb::MsMs 2891041 Specdb::MsMs 2891042 Specdb::MsMs 2915081 Specdb::MsMs 2915082 Specdb::MsMs 2915083 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 0.21 +/- 0.04 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 0.6 +/- 0.2 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 0.026 +/- 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 Ruminal Fluid 0.016 +/- 0.004 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 0.031 +/- 0.004 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 0.07 +/- 0.01 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 24778745 86197