1.0 2016-10-03 18:19:02 UTC 2020-05-11 19:17:24 UTC BMDB0011473 BMDB11473 LysoPE(0:0/16:0) 2-Palmitoyl-gpe 2-Palmitoyl-sn-glycero-3-phosphoethanolamine Hexadecanoyl-lysophosphatidylethanolamine LPE(0:0/16:0) LPE(16:0) LysoPE(16:0) Lysophosphatidylethanolamine(0:0/16:0) PE(0:0/16:0) Phosphatidylethanolamine (0:0/16:0) Lyso-PE(16:0) Lysophosphatidylethanolamine(16:0) 1-hydroxy-2-palmitoyl-sn-glycero-3-phosphoethanolamine LysoPE(0:0/16:0) Lyso-PE(0:0/16:0) 1-hydroxy-2-hexadecanoyl-sn-glycero-3-phosphoethanolamine 2-Palmitoylglycerophosphoethanolamine C21H44NO7P 453.5503 453.285539279 (2-aminoethoxy)[(2R)-2-(hexadecanoyloxy)-3-hydroxypropoxy]phosphinic acid 2-aminoethoxy(2R)-2-(hexadecanoyloxy)-3-hydroxypropoxyphosphinic acid [H][C@@](CO)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCC InChI=1S/C21H44NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-21(24)29-20(18-23)19-28-30(25,26)27-17-16-22/h20,23H,2-19,22H2,1H3,(H,25,26)/t20-/m1/s1 CKPBBEOJHAPPBT-HXUWFJFHSA-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 Solid logp 4.06 ALOGPS logs -5.25 ALOGPS logp 3.53 ChemAxon pka_strongest_acidic 1.87 ChemAxon pka_strongest_basic 10 ChemAxon iupac (2-aminoethoxy)[(2R)-2-(hexadecanoyloxy)-3-hydroxypropoxy]phosphinic acid ChemAxon average_mass 453.5503 ChemAxon mono_mass 453.285539279 ChemAxon smiles [H][C@@](CO)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCC ChemAxon formula C21H44NO7P ChemAxon inchi InChI=1S/C21H44NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-21(24)29-20(18-23)19-28-30(25,26)27-17-16-22/h20,23H,2-19,22H2,1H3,(H,25,26)/t20-/m1/s1 ChemAxon inchikey CKPBBEOJHAPPBT-HXUWFJFHSA-N ChemAxon polar_surface_area 128.31 ChemAxon refractivity 117.41 ChemAxon polarizability 52.23 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 20969 Specdb::CMs 39598 Specdb::CMs 133029 Specdb::CMs 140763 Specdb::MsMs 312688 Specdb::MsMs 312689 Specdb::MsMs 312690 Specdb::MsMs 358003 Specdb::MsMs 358004 Specdb::MsMs 358005 Specdb::MsMs 2831170 Specdb::MsMs 2831171 Specdb::MsMs 2831172 Specdb::MsMs 2847023 Specdb::MsMs 2847024 Specdb::MsMs 2847025 Specdb::NmrOneD 253748 Specdb::NmrOneD 253749 Specdb::NmrOneD 253750 Specdb::NmrOneD 253751 Specdb::NmrOneD 253752 Specdb::NmrOneD 253753 Specdb::NmrOneD 253754 Specdb::NmrOneD 253755 Specdb::NmrOneD 253756 Specdb::NmrOneD 253757 Specdb::NmrOneD 253758 Specdb::NmrOneD 253759 Specdb::NmrOneD 253760 Specdb::NmrOneD 253761 Specdb::NmrOneD 253762 Specdb::NmrOneD 253763 Specdb::NmrOneD 253764 Specdb::NmrOneD 253765 Specdb::NmrOneD 253766 Specdb::NmrOneD 253767 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 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 24769354 53480922 FDB028189 131743