1.0 2016-10-03 17:41:41 UTC 2020-05-11 19:40:21 UTC BMDB0009386 BMDB09386 PE(20:4(5Z,8Z,11Z,14Z)/16:1(9Z)) Phophatidylethanolamine(36:5) GPEtn(36:5) 1-Arachidonoyl-2-palmitoleoyl-sn-glycero-3-phosphoethanolamine PE(36:5) Phophatidylethanolamine(20:4/16:1) GPEtn(20:4/16:1) 1-(5Z,8Z,11Z,14Z-Eicosatetraenoyl)-2-(9Z-hexadecenoyl)-sn-glycero-3-phosphoethanolamine PE(20:4/16:1) PE(20:4(5Z,8Z,11Z,14Z)/16:1(9Z)) C41H72NO8P 737.986 737.499554797 (2-aminoethoxy)[(2R)-2-[(9Z)-hexadec-9-enoyloxy]-3-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyloxy]propoxy]phosphinic acid 2-aminoethoxy(2R)-2-[(9Z)-hexadec-9-enoyloxy]-3-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyloxy]propoxyphosphinic acid [H][C@@](COC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCC InChI=1S/C41H72NO8P/c1-3-5-7-9-11-13-15-17-18-19-20-22-23-25-27-29-31-33-40(43)47-37-39(38-49-51(45,46)48-36-35-42)50-41(44)34-32-30-28-26-24-21-16-14-12-10-8-6-4-2/h11,13-14,16-18,20,22,25,27,39H,3-10,12,15,19,21,23-24,26,28-38,42H2,1-2H3,(H,45,46)/b13-11-,16-14-,18-17-,22-20-,27-25-/t39-/m1/s1 KRIQKSFNIOZHLE-WCBZMFJDSA-N belongs to the class of organic compounds known as phosphatidylethanolamines. These are glycerophosphoetahnolamines in which two fatty acids are bonded to the glycerol moiety through ester linkages. Organic compounds Lipids and lipid-like molecules Glycerophospholipids Glycerophosphoethanolamines Phosphatidylethanolamines Amino acids and derivatives Carbonyl compounds Carboxylic acid esters Dialkyl phosphates Dicarboxylic acids and derivatives Fatty acid esters Hydrocarbon derivatives Monoalkylamines Organic oxides Organopnictogen compounds Phosphoethanolamines Aliphatic acyclic compound Alkyl phosphate Amine Amino acid or derivatives Carbonyl group Carboxylic acid derivative Carboxylic acid ester Diacylglycero-3-phosphoethanolamine 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 Organonitrogen compound Organooxygen compound Organopnictogen compound Phosphoethanolamine Phosphoric acid ester Primary aliphatic amine Primary amine Aliphatic acyclic compounds Diacylglycerophosphoethanolamines Solid logp 8.37 ALOGPS logs -6.94 ALOGPS logp 10.42 ChemAxon pka_strongest_acidic 1.87 ChemAxon pka_strongest_basic 10 ChemAxon iupac (2-aminoethoxy)[(2R)-2-[(9Z)-hexadec-9-enoyloxy]-3-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyloxy]propoxy]phosphinic acid ChemAxon average_mass 737.986 ChemAxon mono_mass 737.499554797 ChemAxon smiles [H][C@@](COC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCC ChemAxon formula C41H72NO8P ChemAxon inchi InChI=1S/C41H72NO8P/c1-3-5-7-9-11-13-15-17-18-19-20-22-23-25-27-29-31-33-40(43)47-37-39(38-49-51(45,46)48-36-35-42)50-41(44)34-32-30-28-26-24-21-16-14-12-10-8-6-4-2/h11,13-14,16-18,20,22,25,27,39H,3-10,12,15,19,21,23-24,26,28-38,42H2,1-2H3,(H,45,46)/b13-11-,16-14-,18-17-,22-20-,27-25-/t39-/m1/s1 ChemAxon inchikey KRIQKSFNIOZHLE-WCBZMFJDSA-N ChemAxon polar_surface_area 134.38 ChemAxon refractivity 214.99 ChemAxon polarizability 86.56 ChemAxon rotatable_bond_count 38 ChemAxon acceptor_count 5 ChemAxon donor_count 2 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 687919 Specdb::MsMs 687920 Specdb::MsMs 687921 Specdb::MsMs 690382 Specdb::MsMs 690383 Specdb::MsMs 690384 Specdb::MsMs 2433781 Specdb::MsMs 2433782 Specdb::MsMs 2433783 Specdb::MsMs 2505245 Specdb::MsMs 2505246 Specdb::MsMs 2505247 Specdb::MsMs 2699288 Specdb::MsMs 2699289 Specdb::MsMs 2699290 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 Brain 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 52924640