1.0 2016-10-03 18:19:55 UTC 2020-05-11 20:42:26 UTC BMDB0011517 BMDB11517 LysoPE(20:4(5Z,8Z,11Z,14Z)/0:0) (5Z,8Z,11Z,14Z-Eicosatetraenoyl)-lysophosphatidylethanolamine 1-(5Z,8Z,11Z,14Z-Eicosatetraenoyl)-sn-glycero-3-phosphoethanolamine 1-Arachidonyl-sn-glycero-3-phosphoethanolamine 1-O-Arachidonoyl-sn-glycero-3-phosphoethanolamine 1-O-Arachidonyl-sn-glycero-3-phosphoethanolamine LPE(20:4) LPE(20:4/0:0) LPE(20:4omega6/0:0) LysoPE(20:4) LysoPE(20:4/0:0) LysoPE(20:4omega6/0:0) Lysophosphatidylethanolamine(20:4) Lysophosphatidylethanolamine(20:4/0:0) PE(20:4(5Z,8Z,11Z,14Z)/0:0) PE(20:4/0:0) 1-Arachidonoyl-2-hydroxy-sn-glycero-3-phosphoethanolamine LPE(20:4n6/0:0) LPE(20:4W6/0:0) Lyso-pe(20:4) Lyso-pe(20:4/0:0) Lyso-pe(20:4n6/0:0) Lyso-pe(20:4W6/0:0) LysoPE(20:4n6/0:0) LysoPE(20:4W6/0:0) Lysophosphatidylethanolamine(20:4n6/0:0) Lysophosphatidylethanolamine(20:4W6/0:0) 1-(5Z,8Z,11Z,14Z-Eicosatetraenoyl)-2-hydroxy-sn-glycero-3-phosphoethanolamine 1-Arachidonylglycerophosphoethanolamine 1-Arachidonoyl-gpe 1-Arachidonoyl-lysophosphatidylethanolamine 1-Arachidonoyl-sn-glycero-3-phosphoethanolamine GPE(20:4(5Z,8Z,11Z,14Z)) GPE(20:4(5Z,8Z,11Z,14Z)/0:0) GPE(20:4) GPE(20:4n6) GPE(20:4n6/0:0) GPE(20:4W6) GPE(20:4W6/0:0) LPE(20:4(5Z,8Z,11Z,14Z)) LPE(20:4(5Z,8Z,11Z,14Z)/0:0) LPE(20:4n6) LPE(20:4W6) LysoPE(20:4(5Z,8Z,11Z,14Z)) LysoPE(20:4n6) LysoPE(20:4W6) Lysophosphatidylethanolamine(20:4(5Z,8Z,11Z,14Z)) Lysophosphatidylethanolamine(20:4(5Z,8Z,11Z,14Z)/0:0) Lysophosphatidylethanolamine(20:4n6) Lysophosphatidylethanolamine(20:4W6) 1-Arachidonoyl-2-hydroxy-sn-glycerol-3-phosphatidyl ethanolamine LysoPE(20:4(5Z,8Z,11Z,14Z)/0:0) C25H44NO7P 501.5931 501.285539279 (2-aminoethoxy)[(2R)-2-hydroxy-3-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyloxy]propoxy]phosphinic acid 2-aminoethoxy((2R)-2-hydroxy-3-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyloxy]propoxy)phosphinic acid 652149-09-2 [H][C@@](O)(COC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC)COP(O)(=O)OCCN InChI=1S/C25H44NO7P/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/h6-7,9-10,12-13,15-16,24,27H,2-5,8,11,14,17-23,26H2,1H3,(H,29,30)/b7-6-,10-9-,13-12-,16-15-/t24-/m1/s1 ROPRRXYVXLDXQO-XSQXPFHXSA-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 1-acyl-sn-glycero-3-phosphoethanolamine Monoacylglycerophosphoethanolamines lysophosphatidylethanolamine 20:4 Solid logp 4.65 ALOGPS logs -5.20 ALOGPS logp 3.86 ChemAxon pka_strongest_acidic 1.87 ChemAxon pka_strongest_basic 10 ChemAxon iupac (2-aminoethoxy)[(2R)-2-hydroxy-3-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyloxy]propoxy]phosphinic acid ChemAxon average_mass 501.5931 ChemAxon mono_mass 501.285539279 ChemAxon smiles [H][C@@](O)(COC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC)COP(O)(=O)OCCN ChemAxon formula C25H44NO7P ChemAxon inchi InChI=1S/C25H44NO7P/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/h6-7,9-10,12-13,15-16,24,27H,2-5,8,11,14,17-23,26H2,1H3,(H,29,30)/b7-6-,10-9-,13-12-,16-15-/t24-/m1/s1 ChemAxon inchikey ROPRRXYVXLDXQO-XSQXPFHXSA-N ChemAxon polar_surface_area 128.31 ChemAxon refractivity 140.28 ChemAxon polarizability 55.07 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 0 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::CMs 9521 Specdb::CMs 39642 Specdb::MsMs 182757 Specdb::MsMs 182758 Specdb::MsMs 182759 Specdb::MsMs 183105 Specdb::MsMs 183106 Specdb::MsMs 183107 Specdb::MsMs 2422020 Specdb::MsMs 2422021 Specdb::MsMs 2422022 Specdb::MsMs 2513920 Specdb::MsMs 2513921 Specdb::MsMs 2513922 Specdb::NmrOneD 260108 Specdb::NmrOneD 260109 Specdb::NmrOneD 260110 Specdb::NmrOneD 260111 Specdb::NmrOneD 260112 Specdb::NmrOneD 260113 Specdb::NmrOneD 260114 Specdb::NmrOneD 260115 Specdb::NmrOneD 260116 Specdb::NmrOneD 260117 Specdb::NmrOneD 260118 Specdb::NmrOneD 260119 Specdb::NmrOneD 260120 Specdb::NmrOneD 260121 Specdb::NmrOneD 260122 Specdb::NmrOneD 260123 Specdb::NmrOneD 260124 Specdb::NmrOneD 260125 Specdb::NmrOneD 260126 Specdb::NmrOneD 260127 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 Placenta 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 FDB028233 21403171 42607465 64395