1.0 2020-03-25 16:05:43 UTC 2020-05-11 19:21:28 UTC BMDB0096703 LysoPA(0:0/18:0) LPA(0:0/18:0) LPA(18:0) Lysophosphatidic acid(0:0/18:0) Lysophosphatidic acid(18:0) 2-Stearoyl-glycero-3-phosphate 2-Octadecanoyl-glycero-3-phosphate 2-Octadecanoyl-phosphatidic acid [3-Hydroxy-2-(octadecanoyloxy)propoxy]phosphonate 2-Octadecanoyl-sn-glycerol 3-phosphoric acid C21H43O7P 438.5357 438.274640242 [3-hydroxy-2-(octadecanoyloxy)propoxy]phosphonic acid 3-hydroxy-2-(octadecanoyloxy)propoxyphosphonic acid CCCCCCCCCCCCCCCCCC(=O)OC(CO)COP(O)(O)=O InChI=1S/C21H43O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(23)28-20(18-22)19-27-29(24,25)26/h20,22H,2-19H2,1H3,(H2,24,25,26) RPAOEHFOGLEBTJ-UHFFFAOYSA-N belongs to the class of organic compounds known as 2-acylglycerol-3-phosphates. These are lysophosphatidic acids where the glycerol is esterified with a fatty acid at O-2 position. Organic compounds Lipids and lipid-like molecules Glycerophospholipids Glycerophosphates 2-acylglycerol-3-phosphates Carbonyl compounds Carboxylic acid esters Fatty acid esters Hydrocarbon derivatives Monoalkyl phosphates Monocarboxylic acids and derivatives Organic oxides Primary alcohols 2-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 Primary alcohol Aliphatic acyclic compounds logp 4.91 ALOGPS logs -5.45 ALOGPS logp 5.85 ChemAxon pka_strongest_acidic 1.32 ChemAxon pka_strongest_basic -3 ChemAxon iupac [3-hydroxy-2-(octadecanoyloxy)propoxy]phosphonic acid ChemAxon average_mass 438.5357 ChemAxon mono_mass 438.274640242 ChemAxon smiles CCCCCCCCCCCCCCCCCC(=O)OC(CO)COP(O)(O)=O ChemAxon formula C21H43O7P ChemAxon inchi InChI=1S/C21H43O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(23)28-20(18-22)19-27-29(24,25)26/h20,22H,2-19H2,1H3,(H2,24,25,26) ChemAxon inchikey RPAOEHFOGLEBTJ-UHFFFAOYSA-N ChemAxon polar_surface_area 113.29 ChemAxon refractivity 114.18 ChemAxon polarizability 51.15 ChemAxon rotatable_bond_count 22 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 Specdb::CMs 39406 Specdb::CMs 132238 Specdb::CMs 139972 Specdb::NmrOneD 310611 Specdb::NmrOneD 310612 Specdb::NmrOneD 310613 Specdb::NmrOneD 310614 Specdb::NmrOneD 310615 Specdb::NmrOneD 310616 Specdb::NmrOneD 310617 Specdb::NmrOneD 310618 Specdb::NmrOneD 310619 Specdb::NmrOneD 310620 Specdb::NmrOneD 310621 Specdb::NmrOneD 310622 Specdb::NmrOneD 310623 Specdb::NmrOneD 310624 Specdb::NmrOneD 310625 Specdb::NmrOneD 310626 Specdb::NmrOneD 310627 Specdb::NmrOneD 310628 Specdb::NmrOneD 310629 Specdb::NmrOneD 310630 Specdb::MsMs 25010 Specdb::MsMs 25011 Specdb::MsMs 25012 Specdb::MsMs 31568 Specdb::MsMs 31569 Specdb::MsMs 31570 Specdb::MsMs 2415118 Specdb::MsMs 2415119 Specdb::MsMs 2415120 Specdb::MsMs 2547222 Specdb::MsMs 2547223 Specdb::MsMs 2547224 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 76041074