1.0 2016-09-30 23:45:49 UTC 2020-05-11 19:24:57 UTC BMDB0007856 BMDB07856 LPA(18:2(9Z,12Z)/0:0) 1-(9Z,12Z-Octadecadienoyl)-glycero-3-phosphate 1-Linoleyl lysophosphatidic acid 1-Linoleyl-2-lyso-sn-glycerol 3-phosphatidic acid 1-Linoleylglycerol 3-phosphate 1-O-Linoleyl-sn-glycerol 3-phosphate PA(18:2(9Z,12Z)/0:0) 1-(9Z,12Z-Octadecadienoyl)-glycero-3-phosphoric acid 1-Linoleyl lysophosphatidate 1-Linoleyl-2-lyso-sn-glycerol 3-phosphatidate 1-Linoleylglycerol 3-phosphoric acid 1-O-Linoleyl-sn-glycerol 3-phosphoric acid 1-Linoleoyl-sn-glycerol 3-phosphoric acid C21H39O7P 434.5039 434.243340114 [(2R)-2-hydroxy-3-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propoxy]phosphonic acid 1-linoleylglycerol 3-phosphate CCCCC\C=C/C\C=C/CCCCCCCC(=O)OC[C@](O)([H])COP(O)(=O)O InChI=1S/C21H39O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(23)27-18-20(22)19-28-29(24,25)26/h6-7,9-10,20,22H,2-5,8,11-19H2,1H3,(H2,24,25,26)/b7-6-,10-9-/t20-/m1/s1 ZQTAMPRZFOOEEP-KKFOGOCZSA-N belongs to the class of organic compounds known as 1-acylglycerol-3-phosphates. These are lysophosphatidic acids where the glycerol is esterified with a fatty acid at O-1 position. Organic compounds Lipids and lipid-like molecules Glycerophospholipids Glycerophosphates 1-acylglycerol-3-phosphates Carbonyl compounds Carboxylic acid esters Fatty acid esters Hydrocarbon derivatives Monoalkyl phosphates Monocarboxylic acids and derivatives Organic oxides Secondary alcohols 1-acylglycerol-3-phosphate Alcohol Aliphatic acyclic compound Alkyl phosphate Carbonyl group Carboxylic acid derivative Carboxylic acid ester Fatty acid ester Fatty acyl Hydrocarbon derivative Monoalkyl phosphate Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organic phosphoric acid derivative Organooxygen compound Phosphoric acid ester Secondary alcohol Aliphatic acyclic compounds 1-acyl-sn-glycerol 3-phosphate Monoacylglycerophosphates Solid logp 4.58 ALOGPS logs -5.24 ALOGPS logp 5.12 ChemAxon pka_strongest_acidic 1.51 ChemAxon pka_strongest_basic -3.4 ChemAxon iupac [(2R)-2-hydroxy-3-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propoxy]phosphonic acid ChemAxon average_mass 434.5039 ChemAxon mono_mass 434.243340114 ChemAxon smiles CCCCC\C=C/C\C=C/CCCCCCCC(=O)OC[C@](O)([H])COP(O)(=O)O ChemAxon formula C21H39O7P ChemAxon inchi InChI=1S/C21H39O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(23)27-18-20(22)19-28-29(24,25)26/h6-7,9-10,20,22H,2-5,8,11-19H2,1H3,(H2,24,25,26)/b7-6-,10-9-/t20-/m1/s1 ChemAxon inchikey ZQTAMPRZFOOEEP-KKFOGOCZSA-N ChemAxon polar_surface_area 113.29 ChemAxon refractivity 116.42 ChemAxon polarizability 47.85 ChemAxon rotatable_bond_count 20 ChemAxon acceptor_count 5 ChemAxon donor_count 3 ChemAxon physiological_charge -2 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 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 62834 50990923 BMDBP00177 Ectonucleotide pyrophosphatase/phosphodiesterase family member 2 A1A4K5 ENPP2 Enzyme BMDBP01572 Lysophosphatidic acid receptor 1 Q28031 LPAR1 Enzyme BMDBP01573 Lysophosphatidic acid receptor 5 Q3ZC80 LPAR5 Enzyme