1.0 2016-10-03 18:13:18 UTC 2020-05-11 20:42:12 UTC BMDB0011130 BMDB11130 LysoPE(18:0/0:0) 1-C18:0-Phosphatidylethanolamine zwitterion 1-Octadecanoyl-sn-glycero-3-phosphoethanolamine 1-Octadecanoyl-sn-glycero-3-phosphoethanolamine zwitterion 2-Azaniumylethyl (2R)-2-hydroxy-3-(stearoyloxy)propyl phosphate 2-Azaniumylethyl (2R)-2-hydroxy-3-(stearoyloxy)propyl phosphoric acid octadecanoyl-lysophosphatidylethanolamine 1-stearoyl-2-hydroxy-sn-glycero-3-phosphoethanolamine LPE(18:0) LPE(18:0/0:0) Lysophosphatidylethanolamine(18:0/0:0) Lysophosphatidylethanolamine(18:0) Lyso-PE(18:0/0:0) Lyso-PE(18:0) LysoPE(18:0/0:0) 1-octadecanoyl-2-hydroxy-sn-glycero-3-phosphoethanolamine LysoPE(18:0) Stearoyl phosphatidylethanolamine 1-Octadecanoylglycerophosphoethanolamine 1-Octadecanoyl-2-hydroxy-sn-glycerol-3-phosphatidyl ethanolamine 1-Stearoyl-3-glycerylphosphorylethanolamine 1-Stearoylglycerophosphoethanolamine Stearoyl lysophophatidylethanolamine 1-Stearoyl-GPE 1-Stearoyl-lysophosphatidylethanolamine 1-Stearoyl-sn-glycero-3-phosphoethanolamine GPE(18:0) GPE(18:0/0:0) C23H48NO7P 481.6035 481.316839407 (2-aminoethoxy)[(2R)-2-hydroxy-3-(octadecanoyloxy)propoxy]phosphinic acid 2-aminoethoxy(2R)-2-hydroxy-3-(octadecanoyloxy)propoxyphosphinic acid 69747-55-3 [H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OCCN InChI=1S/C23H48NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(26)29-20-22(25)21-31-32(27,28)30-19-18-24/h22,25H,2-21,24H2,1H3,(H,27,28)/t22-/m1/s1 BBYWOYAFBUOUFP-JOCHJYFZSA-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 Solid logp 4.72 ALOGPS logs -5.51 ALOGPS logp 4.42 ChemAxon pka_strongest_acidic 1.87 ChemAxon pka_strongest_basic 10 ChemAxon iupac (2-aminoethoxy)[(2R)-2-hydroxy-3-(octadecanoyloxy)propoxy]phosphinic acid ChemAxon average_mass 481.6035 ChemAxon mono_mass 481.316839407 ChemAxon smiles [H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OCCN ChemAxon formula C23H48NO7P ChemAxon inchi InChI=1S/C23H48NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(26)29-20-22(25)21-31-32(27,28)30-19-18-24/h22,25H,2-21,24H2,1H3,(H,27,28)/t22-/m1/s1 ChemAxon inchikey BBYWOYAFBUOUFP-JOCHJYFZSA-N ChemAxon polar_surface_area 128.31 ChemAxon refractivity 126.61 ChemAxon polarizability 56.25 ChemAxon rotatable_bond_count 25 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 21944 Specdb::CMs 39554 Specdb::CMs 159405 Specdb::MsMs 314752 Specdb::MsMs 314753 Specdb::MsMs 314754 Specdb::MsMs 360562 Specdb::MsMs 360563 Specdb::MsMs 360564 Specdb::MsMs 2469310 Specdb::MsMs 2469311 Specdb::MsMs 2469312 Specdb::MsMs 2493731 Specdb::MsMs 2493732 Specdb::MsMs 2493733 Specdb::NmrOneD 333738 Specdb::NmrOneD 333739 Specdb::NmrOneD 333740 Specdb::NmrOneD 333741 Specdb::NmrOneD 333742 Specdb::NmrOneD 333743 Specdb::NmrOneD 333744 Specdb::NmrOneD 333745 Specdb::NmrOneD 333746 Specdb::NmrOneD 333747 Specdb::NmrOneD 333748 Specdb::NmrOneD 333749 Specdb::NmrOneD 333750 Specdb::NmrOneD 333751 Specdb::NmrOneD 333752 Specdb::NmrOneD 333753 Specdb::NmrOneD 333754 Specdb::NmrOneD 333755 Specdb::NmrOneD 333756 Specdb::NmrOneD 333757 Liver Metabolomics analysis was performed using GC-MS/LC-MS in multiparous Holstein dairy cows Shahzad K, Lopreiato V, Liang Y, Trevisi E, Osorio JS, Xu C, Loor JJ: Hepatic metabolomics and transcriptomics to study susceptibility to ketosis in response to prepartal nutritional management. J Anim Sci Biotechnol. 2019 Dec 18;10:96. doi: 10.1186/s40104-019-0404-z. eCollection 2019. 31867104 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 FDB027909 7826018 9547068 75036