1.0 2016-10-03 18:20:04 UTC 2020-05-11 19:18:07 UTC BMDB0011525 BMDB11525 LysoPE(22:5(7Z,10Z,13Z,16Z,19Z)/0:0) (7Z,10Z,13Z,16Z,19Z-Docosapentaenoyl)-lysophosphatidylethanolamine 1-Docosapentaenoyl-2-hydroxy-sn-glycero-3-phosphoethanolamine LPE(22:5) LPE(22:5/0:0) LPE(22:5n3/0:0) LPE(22:5W3/0:0) Lyso-pe(22:5) Lyso-pe(22:5/0:0) Lyso-pe(22:5n3/0:0) Lyso-pe(22:5W3/0:0) LysoPE(22:5) LysoPE(22:5/0:0) LysoPE(22:5n3/0:0) LysoPE(22:5W3/0:0) Lysophosphatidylethanolamine(22:5) Lysophosphatidylethanolamine(22:5/0:0) Lysophosphatidylethanolamine(22:5n3/0:0) Lysophosphatidylethanolamine(22:5W3/0:0) 1-(7Z,10Z,13Z,16Z,19Z-Docosapentaenoyl)-2-hydroxy-sn-glycero-3-phosphoethanolamine LysoPE(22:5(7Z,10Z,13Z,16Z,19Z)/0:0) C27H46NO7P 527.6304 527.301189343 (2-aminoethoxy)[(2R)-3-[(7Z,10Z,13Z,16Z,19Z)-docosa-7,10,13,16,19-pentaenoyloxy]-2-hydroxypropoxy]phosphinic acid 2-aminoethoxy(2R)-3-[(7Z,10Z,13Z,16Z,19Z)-docosa-7,10,13,16,19-pentaenoyloxy]-2-hydroxypropoxyphosphinic acid [H][C@@](O)(COC(=O)CCCCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC)COP(O)(=O)OCCN InChI=1S/C27H46NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-27(30)33-24-26(29)25-35-36(31,32)34-23-22-28/h3-4,6-7,9-10,12-13,15-16,26,29H,2,5,8,11,14,17-25,28H2,1H3,(H,31,32)/b4-3-,7-6-,10-9-,13-12-,16-15-/t26-/m1/s1 OSRWIBSZJTWIKA-SCFYABBUSA-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 4.86 ALOGPS logs -5.32 ALOGPS logp 4.39 ChemAxon pka_strongest_acidic 1.87 ChemAxon pka_strongest_basic 10 ChemAxon iupac (2-aminoethoxy)[(2R)-3-[(7Z,10Z,13Z,16Z,19Z)-docosa-7,10,13,16,19-pentaenoyloxy]-2-hydroxypropoxy]phosphinic acid ChemAxon average_mass 527.6304 ChemAxon mono_mass 527.301189343 ChemAxon smiles [H][C@@](O)(COC(=O)CCCCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC)COP(O)(=O)OCCN ChemAxon formula C27H46NO7P ChemAxon inchi InChI=1S/C27H46NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-27(30)33-24-26(29)25-35-36(31,32)34-23-22-28/h3-4,6-7,9-10,12-13,15-16,26,29H,2,5,8,11,14,17-25,28H2,1H3,(H,31,32)/b4-3-,7-6-,10-9-,13-12-,16-15-/t26-/m1/s1 ChemAxon inchikey OSRWIBSZJTWIKA-SCFYABBUSA-N ChemAxon polar_surface_area 128.31 ChemAxon refractivity 150.6 ChemAxon polarizability 58.14 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 11939 Specdb::CMs 39650 Specdb::MsMs 292288 Specdb::MsMs 292289 Specdb::MsMs 292290 Specdb::MsMs 332443 Specdb::MsMs 332444 Specdb::MsMs 332445 Specdb::MsMs 2278151 Specdb::MsMs 2278152 Specdb::MsMs 2278153 Specdb::MsMs 3087616 Specdb::MsMs 3087617 Specdb::MsMs 3087618 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 24769402 53480955 FDB028241