1.0 2016-10-03 18:19:52 UTC 2020-05-11 19:17:58 UTC BMDB0011515 BMDB11515 LysoPE(20:3(5Z,8Z,11Z)/0:0) (5Z,8Z,11Z-Eicosatrienoyl)-lysophosphatidylethanolamine 1-Meadoyl-2-hydroxy-sn-glycero-3-phosphoethanolamine LPE(20:3) LPE(20:3/0:0) LPE(20:3n9/0:0) LPE(20:3W9/0:0) Lyso-pe(20:3) Lyso-pe(20:3/0:0) Lyso-pe(20:3n9/0:0) Lyso-pe(20:3W9/0:0) LysoPE(20:3) LysoPE(20:3/0:0) LysoPE(20:3n9/0:0) LysoPE(20:3W9/0:0) Lysophosphatidylethanolamine(20:3) Lysophosphatidylethanolamine(20:3/0:0) Lysophosphatidylethanolamine(20:3n9/0:0) Lysophosphatidylethanolamine(20:3W9/0:0) 1-(5Z,8Z,11Z-Eicosatrienoyl)-2-hydroxy-sn-glycero-3-phosphoethanolamine LysoPE(20:3(5Z,8Z,11Z)/0:0) C25H46NO7P 503.609 503.301189343 (2-aminoethoxy)[(2R)-2-hydroxy-3-[(5Z,8Z,11Z)-icosa-5,8,11-trienoyloxy]propoxy]phosphinic acid 2-aminoethoxy(2R)-2-hydroxy-3-[(5Z,8Z,11Z)-icosa-5,8,11-trienoyloxy]propoxyphosphinic acid [H][C@@](O)(COC(=O)CCC\C=C/C\C=C/C\C=C/CCCCCCCC)COP(O)(=O)OCCN InChI=1S/C25H46NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-25(28)31-22-24(27)23-33-34(29,30)32-21-20-26/h9-10,12-13,15-16,24,27H,2-8,11,14,17-23,26H2,1H3,(H,29,30)/b10-9-,13-12-,16-15-/t24-/m1/s1 YBDFPZJQBYCWBA-WMTBOZPISA-N belongs to the class of organic compounds known as 1-acyl-sn-glycero-3-phosphoethanolamines. These are glycerophoethanolamines in which the glycerol is esterified with a fatty acid at O-1 position, and linked at position 3 to a phosphoethanolamine. Organic compounds Lipids and lipid-like molecules Glycerophospholipids Glycerophosphoethanolamines 1-acyl-sn-glycero-3-phosphoethanolamines Amino acids and derivatives Carbonyl compounds Carboxylic acid esters Dialkyl phosphates Fatty acid esters Hydrocarbon derivatives Monoalkylamines Monocarboxylic acids and derivatives Organic oxides Organopnictogen compounds Phosphoethanolamines Secondary alcohols 1-monoacyl-sn-glycero-3-phosphoethanolamine Alcohol Aliphatic acyclic compound Alkyl phosphate Amine Amino acid or derivatives 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 Organonitrogen compound Organooxygen compound Organopnictogen compound Phosphoethanolamine Phosphoric acid ester Primary aliphatic amine Primary amine Secondary alcohol Aliphatic acyclic compounds Solid logp 5.12 ALOGPS logs -5.42 ALOGPS logp 4.22 ChemAxon pka_strongest_acidic 1.87 ChemAxon pka_strongest_basic 10 ChemAxon iupac (2-aminoethoxy)[(2R)-2-hydroxy-3-[(5Z,8Z,11Z)-icosa-5,8,11-trienoyloxy]propoxy]phosphinic acid ChemAxon average_mass 503.609 ChemAxon mono_mass 503.301189343 ChemAxon smiles [H][C@@](O)(COC(=O)CCC\C=C/C\C=C/C\C=C/CCCCCCCC)COP(O)(=O)OCCN ChemAxon formula C25H46NO7P ChemAxon inchi InChI=1S/C25H46NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-25(28)31-22-24(27)23-33-34(29,30)32-21-20-26/h9-10,12-13,15-16,24,27H,2-8,11,14,17-23,26H2,1H3,(H,29,30)/b10-9-,13-12-,16-15-/t24-/m1/s1 ChemAxon inchikey YBDFPZJQBYCWBA-WMTBOZPISA-N ChemAxon polar_surface_area 128.31 ChemAxon refractivity 139.17 ChemAxon polarizability 56.87 ChemAxon rotatable_bond_count 24 ChemAxon acceptor_count 5 ChemAxon donor_count 3 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::CMs 14512 Specdb::CMs 39640 Specdb::MsMs 298030 Specdb::MsMs 298031 Specdb::MsMs 298032 Specdb::MsMs 339709 Specdb::MsMs 339710 Specdb::MsMs 339711 Specdb::MsMs 2271918 Specdb::MsMs 2271919 Specdb::MsMs 2271920 Specdb::MsMs 3069582 Specdb::MsMs 3069583 Specdb::MsMs 3069584 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 24769393 53480951 FDB028231