1.0 2016-10-03 18:05:26 UTC 2020-06-04 19:51:27 UTC BMDB0010379 BMDB10379 LysoPC(14:0) 1-C14:0-Lysophosphatidylcholine betaine 1-Myristoyl-glycero-3-phosphocholine 1-Myristoyl-sn-glycero-3-phosphocholine betaine 1-Tetradecanoyl-sn-glycero-3-phosphocholine 1-Tetradecanoyl-sn-glycero-3-phosphocholine betaine LPC(14:0) LPC(14:0/0:0) LyPC(14:0) LyPC(14:0/0:0) Lysophosphatidylcholine(14:0/0:0) PC(14:0/0:0) LysoPC(14:0/0:0) Lysophosphatidylcholine(14:0) 1-tetradecanoyl-glycero-3-phosphocholine LysoPC(14:0) 1-Myristoylglycerophosphocholine 1-Tetradecanoylglycerophosphocholine 1-Myristoyl-GPC 1-Myristoyl-lysophosphatidylcholine 1-Myristoyl-sn-glycero-3-phosphocholine GPC(14:0) GPC(14:0/0:0) C22H46NO7P 467.5769 467.301189343 (2-{[(2R)-2-hydroxy-3-(tetradecanoyloxy)propyl phosphono]oxy}ethyl)trimethylazanium (2-{[(2R)-2-hydroxy-3-(tetradecanoyloxy)propyl phosphono]oxy}ethyl)trimethylazanium CCCCCCCCCCCCCC(=O)OC[C@@H](O)COP([O-])(=O)OCC[N+](C)(C)C InChI=1S/C22H46NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-22(25)28-19-21(24)20-30-31(26,27)29-18-17-23(2,3)4/h21,24H,5-20H2,1-4H3/t21-/m1/s1 VXUOFDJKYGDUJI-OAQYLSRUSA-N belongs to the class of organic compounds known as 1-acyl-sn-glycero-3-phosphocholines. These are glycerophosphocholines in which the glycerol is esterified with a fatty acid at O-1 position, and linked at position 3 to a phosphocholine. Organic compounds Lipids and lipid-like molecules Glycerophospholipids Glycerophosphocholines 1-acyl-sn-glycero-3-phosphocholines Amines Carbonyl compounds Carboxylic acid esters Dialkyl phosphates Fatty acid esters Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Organic salts Organopnictogen compounds Phosphocholines Secondary alcohols Tetraalkylammonium salts 1-acyl-sn-glycero-3-phosphocholine Alcohol Aliphatic acyclic compound Alkyl phosphate Amine Carbonyl group Carboxylic acid derivative Carboxylic acid ester Dialkyl phosphate Fatty acid ester Fatty acyl Hydrocarbon derivative Monocarboxylic acid or derivatives 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 Secondary alcohol Tetraalkylammonium salt Aliphatic acyclic compounds 1-O-acyl-sn-glycero-3-phosphocholine Monoacylglycerophosphocholines lysophosphatidylcholine 14:0 Solid logp 1.10 ALOGPS logs -5.84 ALOGPS logp 0.3 ChemAxon pka_strongest_acidic 1.86 ChemAxon pka_strongest_basic -3.4 ChemAxon iupac (2-{[(2R)-2-hydroxy-3-(tetradecanoyloxy)propyl phosphono]oxy}ethyl)trimethylazanium ChemAxon average_mass 467.5769 ChemAxon mono_mass 467.301189343 ChemAxon smiles CCCCCCCCCCCCCC(=O)OC[C@@H](O)COP([O-])(=O)OCC[N+](C)(C)C ChemAxon formula C22H46NO7P ChemAxon inchi InChI=1S/C22H46NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-22(25)28-19-21(24)20-30-31(26,27)29-18-17-23(2,3)4/h21,24H,5-20H2,1-4H3/t21-/m1/s1 ChemAxon inchikey VXUOFDJKYGDUJI-OAQYLSRUSA-N ChemAxon polar_surface_area 105.12 ChemAxon refractivity 133.07 ChemAxon polarizability 53.74 ChemAxon rotatable_bond_count 22 ChemAxon acceptor_count 4 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon number_of_rings 0 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Arachidonic Acid Metabolism SMP0087220 Specdb::MsMs 2270878 Specdb::MsMs 2270879 Specdb::MsMs 2270880 Specdb::MsMs 2329428 Specdb::MsMs 2329429 Specdb::MsMs 2329430 Specdb::MsMs 2464200 Specdb::MsMs 2464201 Specdb::MsMs 2464202 Specdb::MsMs 2502050 Specdb::MsMs 2502051 Specdb::MsMs 2502052 Specdb::MsMs 3016206 Specdb::MsMs 3016207 Specdb::MsMs 3016208 Specdb::CMs 39488 Specdb::CMs 136563 Specdb::CMs 144297 Specdb::NmrOneD 340768 Specdb::NmrOneD 340769 Specdb::NmrOneD 340770 Specdb::NmrOneD 340771 Specdb::NmrOneD 340772 Specdb::NmrOneD 340773 Specdb::NmrOneD 340774 Specdb::NmrOneD 340775 Specdb::NmrOneD 340776 Specdb::NmrOneD 340777 Specdb::NmrOneD 340778 Specdb::NmrOneD 340779 Specdb::NmrOneD 340780 Specdb::NmrOneD 340781 Specdb::NmrOneD 340782 Specdb::NmrOneD 340783 Specdb::NmrOneD 340784 Specdb::NmrOneD 340785 Specdb::NmrOneD 340786 Specdb::NmrOneD 340787 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 2.80 +/- 0.43 uM Detected by DFI-MS/MS (P180) 1 week after parturition Hailemariam D, Mandal R, Saleem F, Dunn SM, Wishart DS, Ametaj BN: Identification of predictive biomarkers of disease state in transition dairy cows. J Dairy Sci. 2014 May;97(5):2680-93. doi: 10.3168/jds.2013-6803. Epub 2014 Mar 13. 24630653 Blood 3.51 +/- 2.72 uM Detected by DFI-MS/MS (P180) 4 week before parturition Hailemariam D, Mandal R, Saleem F, Dunn SM, Wishart DS, Ametaj BN: Identification of predictive biomarkers of disease state in transition dairy cows. J Dairy Sci. 2014 May;97(5):2680-93. doi: 10.3168/jds.2013-6803. Epub 2014 Mar 13. 24630653 Blood 0.8 +/- 0.1 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 Metabolomics analysis was performed using GC-MS/LC-MS in multiparous Holstein dairy cows Shahzad K, Lopreiato V, Liang Y, Trevisi E, Osorio JS, Xu C, Loor JJ: Hepatic metabolomics and transcriptomics to study susceptibility to ketosis in response to prepartal nutritional management. J Anim Sci Biotechnol. 2019 Dec 18;10:96. doi: 10.1186/s40104-019-0404-z. eCollection 2019. 31867104 Liver 0.09 +/- 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 Longissimus Thoracis Muscle 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 Ruminal Fluid 6 +/- 3 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 0.07 +/- 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 Testis 0.09 +/- 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 460604 64489 405289 FDB027530 BMDBP00783 Cytosolic phospholipase A2 A4IFJ5 PLA2G4A Enzyme