1.0 2016-10-03 17:34:57 UTC 2020-05-21 16:28:15 UTC BMDB0009060 BMDB09060 PE(18:1(9Z)/18:2(9Z,12Z)) PE(18:1(9Z)/18:2(9Z,12Z)), also known as PE(18:1/18:2) or Pe(18:1(9z)/18:2(9z,12z)), belongs to the class of organic compounds known as phosphatidylethanolamines. These are glycerophosphoetahnolamines in which two fatty acids are bonded to the glycerol moiety through ester linkages. Thus, PE(18:1(9Z)/18:2(9Z,12Z)) is considered to be a glycerophosphoethanolamine lipid molecule. PE(18:1(9Z)/18:2(9Z,12Z)) is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. PE(18:1(9Z)/18:2(9Z,12Z)) participates in a number of enzymatic reactions, within cattle. In particular, PE(18:1(9Z)/18:2(9Z,12Z)) can be biosynthesized from PS(18:1(9Z)/18:2(9Z,12Z)) through its interaction with the enzyme phosphatidylserine decarboxylase. Furthermore, Cytidine monophosphate and PE(18:1(9Z)/18:2(9Z,12Z)) can be biosynthesized from CDP-ethanolamine and DG(18:1(9Z)/18:2(9Z,12Z)/0:0); which is mediated by the enzyme choline/ethanolaminephosphotransferase. Furthermore, Cytidine monophosphate and PE(18:1(9Z)/18:2(9Z,12Z)) can be biosynthesized from CDP-ethanolamine and DG(18:1(9Z)/18:2(9Z,12Z)/0:0); which is catalyzed by the enzyme choline/ethanolaminephosphotransferase. Finally, PE(18:1(9Z)/18:2(9Z,12Z)) can be biosynthesized from PS(18:1(9Z)/18:2(9Z,12Z)); which is catalyzed by the enzyme phosphatidylserine decarboxylase. In cattle, PE(18:1(9Z)/18:2(9Z,12Z)) is involved in a couple of metabolic pathways, which include phosphatidylethanolamine biosynthesis pe(18:1(9Z)/18:2(9Z,12Z)) pathway and phosphatidylcholine biosynthesis PC(18:1(9Z)/18:2(9Z,12Z)) pathway. 1-(9Z)-Octadecenoyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphoethanolamine 1-(9Z)-Octadecenoyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphoethanolamine zwitterion 1-C18:1(Omega-9)-2-C18:2(omega-6)-phosphatidylethanolamine zwitterion 1-Oleoyl-2-linoleoyl-gpe 1-Oleoyl-2-linoleoyl-gpe (18:1/18:2) GPE(18:1/18:2) PE(18:1/18:2) Phophatidylethanolamine(36:3) Phophatidylethanolamine(18:1/18:2) 1-Oleoyl-2-linoleoyl-sn-glycero-3-phosphoethanolamine GPEtn(36:3) GPEtn(18:1/18:2) 1-(9Z-Octadecenoyl)-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphoethanolamine PE(36:3) 1-Oleoyl-2-linoleoyl-sn-glycero-phosphatidylethanolamine GPE(18:1(9Z)/18:2(9Z,12Z)) GPE(18:1n9/18:2n6) GPE(18:1W9/18:2W6) GPE(36:3) GPEtn(18:1(9Z)/18:2(9Z,12Z)) GPEtn(18:1n9/18:2n6) GPEtn(18:1W9/18:2W6) PE(18:1N9/18:2N6) PE(18:1W9/18:2W6) Phosphatidylethanolamine(18:1(9Z)/18:2(9Z,12Z)) Phosphatidylethanolamine(18:1/18:2) Phosphatidylethanolamine(18:1n9/18:2n6) Phosphatidylethanolamine(18:1W9/18:2W6) Phosphatidylethanolamine(36:3) PE(18:1(9Z)/18:2(9Z,12Z)) C41H76NO8P 742.0178 741.530854925 (2-aminoethoxy)[(2R)-3-[(9Z)-octadec-9-enoyloxy]-2-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propoxy]phosphinic acid 2-aminoethoxy(2R)-3-[(9Z)-octadec-9-enoyloxy]-2-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propoxyphosphinic acid 1188-56-3 [H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC InChI=1S/C41H76NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(43)47-37-39(38-49-51(45,46)48-36-35-42)50-41(44)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h12,14,17-20,39H,3-11,13,15-16,21-38,42H2,1-2H3,(H,45,46)/b14-12-,19-17-,20-18-/t39-/m1/s1 GKAFCSRKMWFPSJ-RJXNKANHSA-N belongs to the class of organic compounds known as phosphatidylethanolamines. These are glycerophosphoetahnolamines in which two fatty acids are bonded to the glycerol moiety through ester linkages. Organic compounds Lipids and lipid-like molecules Glycerophospholipids Glycerophosphoethanolamines Phosphatidylethanolamines Amino acids and derivatives Carbonyl compounds Carboxylic acid esters Dialkyl phosphates Dicarboxylic acids and derivatives Fatty acid esters Hydrocarbon derivatives Monoalkylamines Organic oxides Organopnictogen compounds Phosphoethanolamines Aliphatic acyclic compound Alkyl phosphate Amine Amino acid or derivatives Carbonyl group Carboxylic acid derivative Carboxylic acid ester Diacylglycero-3-phosphoethanolamine Dialkyl phosphate Dicarboxylic acid or derivatives Fatty acid ester Fatty acyl Hydrocarbon derivative 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 Aliphatic acyclic compounds 1,2-diacyl-sn-glycero-3-phosphoethanolamine Diacylglycerophosphoethanolamines Solid logp 8.73 ALOGPS logs -7.04 ALOGPS logp 11.14 ChemAxon pka_strongest_acidic 1.87 ChemAxon pka_strongest_basic 10 ChemAxon iupac (2-aminoethoxy)[(2R)-3-[(9Z)-octadec-9-enoyloxy]-2-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propoxy]phosphinic acid ChemAxon average_mass 742.0178 ChemAxon mono_mass 741.530854925 ChemAxon smiles [H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC ChemAxon formula C41H76NO8P ChemAxon inchi InChI=1S/C41H76NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(43)47-37-39(38-49-51(45,46)48-36-35-42)50-41(44)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h12,14,17-20,39H,3-11,13,15-16,21-38,42H2,1-2H3,(H,45,46)/b14-12-,19-17-,20-18-/t39-/m1/s1 ChemAxon inchikey GKAFCSRKMWFPSJ-RJXNKANHSA-N ChemAxon polar_surface_area 134.38 ChemAxon refractivity 212.76 ChemAxon polarizability 88.5 ChemAxon rotatable_bond_count 40 ChemAxon acceptor_count 5 ChemAxon donor_count 2 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 Phosphatidylcholine Biosynthesis PC(18:1(9Z)/18:2(9Z,12Z)) SMP0080613 Phosphatidylethanolamine Biosynthesis PE(18:1(9Z)/18:2(9Z,12Z)) SMP0082417 Specdb::CMs 1087594 Specdb::MsMs 688924 Specdb::MsMs 688925 Specdb::MsMs 688926 Specdb::MsMs 691387 Specdb::MsMs 691388 Specdb::MsMs 691389 Specdb::MsMs 2558451 Specdb::MsMs 2558452 Specdb::MsMs 2558453 Specdb::MsMs 2844356 Specdb::MsMs 2844357 Specdb::MsMs 2844358 Specdb::MsMs 2862079 Specdb::MsMs 2862080 Specdb::MsMs 2862081 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 Brain 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 9546753 74977 BMDBP00391 Ethanolaminephosphotransferase 1 Q17QM4 SELENOI Enzyme BMDBP02840 Phosphatidylserine decarboxylase proenzyme, mitochondrial Q58DH2 PISD Enzyme