1.0 2016-10-03 18:13:16 UTC 2020-06-04 19:24:23 UTC BMDB0011128 BMDB0062659 BMDB11128 BMDB62659 LysoPC(0:0/18:0) Lysopc(0:0/18:0), also known as LPC (18:0), belongs to the class of organic compounds known as 2-acyl-sn-glycero-3-phosphocholines. These are glycerophosphocholines in which the glycerol is esterified with a fatty acid at O-2 position, and linked at position 3 to a phosphocholine. Thus, lysopc(0:0/18:0) is considered to be a glycerophosphocholine lipid molecule. Lysopc(0:0/18:0) is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. (2R)-3-Hydroxy-2-(stearoyloxy)propyl 2-(trimethylazaniumyl)ethyl phosphate 2-Octadecanoyl-sn-glycero-3-phosphocholine 2-Stearoyllysophosphatidylcholine LPC (18:0) PC(0:0/18:0) Stearoyl lysophosphatidylcholine (2R)-3-Hydroxy-2-(stearoyloxy)propyl 2-(trimethylazaniumyl)ethyl phosphoric acid 1-Hydroxy-2-octadecanoyl-sn-glycero-3-phosphocholine 1-Hydroxy-2-stearoyl-sn-glycero-3-phosphocholine Lysophosphatidylcholine 2-Stearoyl-glycero-3-phosphocholine LysoPC(18:0) LPC(0:0/18:0) Lysophosphatidylcholine(0:0/18:0) LyPC(0:0/18:0) Lysophosphatidylcholine(18:0) LPC(18:0) LyPC(18:0) 2-Octadecanoyl-glycero-3-phosphocholine 2-Octadecanoylglycerophosphocholine 2-Stearoylglycerophosphocholine LysoPC(0:0/18:0) C26H54NO7P 523.6832 523.363789599 (2-{[(2R)-3-hydroxy-2-(octadecanoyloxy)propyl phosphono]oxy}ethyl)trimethylazanium (2-{[(2R)-3-hydroxy-2-(octadecanoyloxy)propyl phosphono]oxy}ethyl)trimethylazanium 4421-58-3 [H][C@@](CO)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCC InChI=1S/C26H54NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-26(29)34-25(23-28)24-33-35(30,31)32-22-21-27(2,3)4/h25,28H,5-24H2,1-4H3/t25-/m1/s1 IQGPMZRCLCCXAG-RUZDIDTESA-N belongs to the class of organic compounds known as 2-acyl-sn-glycero-3-phosphocholines. These are glycerophosphocholines in which the glycerol is esterified with a fatty acid at O-2 position, and linked at position 3 to a phosphocholine. Organic compounds Lipids and lipid-like molecules Glycerophospholipids Glycerophosphocholines 2-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 Primary alcohols Tetraalkylammonium salts 2-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 Primary alcohol Quaternary ammonium salt Tetraalkylammonium salt Aliphatic acyclic compounds 2-acyl-sn-glycero-3-phosphocholine Monoacylglycerophosphocholines lysophosphatidylcholine 18:0 Solid logp 2.50 ALOGPS logs -6.42 ALOGPS logp 2.08 ChemAxon pka_strongest_acidic 1.86 ChemAxon pka_strongest_basic -3 ChemAxon iupac (2-{[(2R)-3-hydroxy-2-(octadecanoyloxy)propyl phosphono]oxy}ethyl)trimethylazanium ChemAxon average_mass 523.6832 ChemAxon mono_mass 523.363789599 ChemAxon smiles [H][C@@](CO)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCC ChemAxon formula C26H54NO7P ChemAxon inchi InChI=1S/C26H54NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-26(29)34-25(23-28)24-33-35(30,31)32-22-21-27(2,3)4/h25,28H,5-24H2,1-4H3/t25-/m1/s1 ChemAxon inchikey IQGPMZRCLCCXAG-RUZDIDTESA-N ChemAxon polar_surface_area 105.12 ChemAxon refractivity 151.48 ChemAxon polarizability 62.33 ChemAxon rotatable_bond_count 26 ChemAxon acceptor_count 4 ChemAxon donor_count 1 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 Specdb::MsMs 310486 Specdb::MsMs 310487 Specdb::MsMs 310488 Specdb::MsMs 355216 Specdb::MsMs 355217 Specdb::MsMs 355218 Specdb::MsMs 2249288 Specdb::MsMs 2251137 Specdb::MsMs 2251281 Specdb::MsMs 2760506 Specdb::MsMs 2760507 Specdb::MsMs 2760508 Specdb::MsMs 2944650 Specdb::MsMs 2944651 Specdb::MsMs 2944652 Specdb::CMs 19986 Specdb::CMs 39552 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 Milk Jensen RG: The composition of bovine milk lipids: January 1995 to December 2000. J Dairy Sci. 2002 Feb;85(2):295-350. doi: 10.3168/jds.S0022-0302(02)74079-4. 11913692 24766523 24779491 76076 FDB027907 Jensen RG: The composition of bovine milk lipids: January 1995 to December 2000. J Dairy Sci. 2002 Feb;85(2):295-350. doi: 10.3168/jds.S0022-0302(02)74079-4. 11913692