1.0 2016-10-03 18:19:07 UTC 2020-05-11 19:17:27 UTC BMDB0011477 BMDB11477 LysoPE(0:0/18:2(9Z,12Z)) 2-(9Z,12Z)-Octadecadienoyl-sn-glycero-3-phosphoethanolamine 2-Linoleoyllysophosphatidylethanolamine zwitterion LPE[0:0/18:2(omega-6)] zwitterion (9Z,12Z-Octadecadienoyl)-lysophosphatidylethanolamine 1-Hydroxy-2-linoleoyl-sn-glycero-3-phosphoethanolamine LPE(0:0/18:2) LPE(0:0/18:2n6) LPE(0:0/18:2W6) LPE(18:2) Lyso-pe(0:0/18:2) Lyso-pe(0:0/18:2n6) Lyso-pe(0:0/18:2W6) Lyso-pe(18:2) LysoPE(0:0/18:2) LysoPE(0:0/18:2n6) LysoPE(0:0/18:2W6) LysoPE(18:2) Lysophosphatidylethanolamine(0:0/18:2) Lysophosphatidylethanolamine(0:0/18:2n6) Lysophosphatidylethanolamine(0:0/18:2W6) Lysophosphatidylethanolamine(18:2) 1-Hydroxy-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphoethanolamine LysoPE(0:0/18:2(9Z,12Z)) C23H44NO7P 477.5717 477.285539279 (2-aminoethoxy)[(2R)-3-hydroxy-2-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propoxy]phosphinic acid 2-aminoethoxy(2R)-3-hydroxy-2-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propoxyphosphinic acid [H][C@@](CO)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC InChI=1S/C23H44NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(26)31-22(20-25)21-30-32(27,28)29-19-18-24/h6-7,9-10,22,25H,2-5,8,11-21,24H2,1H3,(H,27,28)/b7-6-,10-9-/t22-/m1/s1 SVRBKLJIDJHADS-USWSLJGRSA-N belongs to the class of organic compounds known as 2-acyl-sn-glycero-3-phosphoethanolamines. These are glycerophoethanolamines in which the glycerol is esterified with a fatty acid at O-2 position, and linked at position 3 to a phosphoethanolamine. Organic compounds Lipids and lipid-like molecules Glycerophospholipids Glycerophosphoethanolamines 2-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 Primary alcohols 2-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 alcohol Primary aliphatic amine Primary amine Aliphatic acyclic compounds 2-acyl-sn-glycero-3-phosphoethanolamine Solid logp 4.59 ALOGPS logs -5.28 ALOGPS logp 3.7 ChemAxon pka_strongest_acidic 1.87 ChemAxon pka_strongest_basic 10 ChemAxon iupac (2-aminoethoxy)[(2R)-3-hydroxy-2-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propoxy]phosphinic acid ChemAxon average_mass 477.5717 ChemAxon mono_mass 477.285539279 ChemAxon smiles [H][C@@](CO)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC ChemAxon formula C23H44NO7P ChemAxon inchi InChI=1S/C23H44NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(26)31-22(20-25)21-30-32(27,28)29-19-18-24/h6-7,9-10,22,25H,2-5,8,11-21,24H2,1H3,(H,27,28)/b7-6-,10-9-/t22-/m1/s1 ChemAxon inchikey SVRBKLJIDJHADS-USWSLJGRSA-N ChemAxon polar_surface_area 128.31 ChemAxon refractivity 128.85 ChemAxon polarizability 53.6 ChemAxon rotatable_bond_count 23 ChemAxon acceptor_count 5 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon number_of_rings 0 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::CMs 10019 Specdb::CMs 39602 Specdb::CMs 149488 Specdb::MsMs 288127 Specdb::MsMs 288128 Specdb::MsMs 288129 Specdb::MsMs 327148 Specdb::MsMs 327149 Specdb::MsMs 327150 Specdb::MsMs 2228407 Specdb::MsMs 2403323 Specdb::MsMs 2403324 Specdb::MsMs 2403325 Specdb::MsMs 2535281 Specdb::MsMs 2535282 Specdb::MsMs 2535283 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 53480926 24769358 FDB028193 76090