1.0 2016-10-03 17:35:37 UTC 2020-05-21 16:26:32 UTC BMDB0009094 BMDB09094 PE(18:2(9Z,12Z)/18:3(6Z,9Z,12Z)) PE(18:2(9Z,12Z)/18:3(6Z,9Z,12Z)), also known as pe(18:2(9z,12z)/18:3(6z,9z,12z)) or GPEtn(36:5), 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(18:2(9Z,12Z)/18:3(6Z,9Z,12Z)) is considered to be a glycerophosphoethanolamine lipid molecule. PE(18:2(9Z,12Z)/18:3(6Z,9Z,12Z)) is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. PE(18:2(9Z,12Z)/18:3(6Z,9Z,12Z)) participates in a number of enzymatic reactions, within cattle. In particular, PE(18:2(9Z,12Z)/18:3(6Z,9Z,12Z)) can be biosynthesized from PS(18:2(9Z,12Z)/18:3(6Z,9Z,12Z)); which is catalyzed by the enzyme phosphatidylserine decarboxylase. Furthermore, Cytidine monophosphate and PE(18:2(9Z,12Z)/18:3(6Z,9Z,12Z)) can be biosynthesized from CDP-ethanolamine and DG(18:2(9Z,12Z)/18:3(6Z,9Z,12Z)/0:0); which is catalyzed by the enzyme choline/ethanolaminephosphotransferase. Furthermore, Cytidine monophosphate and PE(18:2(9Z,12Z)/18:3(6Z,9Z,12Z)) can be biosynthesized from CDP-ethanolamine and DG(18:2(9Z,12Z)/18:3(6Z,9Z,12Z)/0:0); which is catalyzed by the enzyme choline/ethanolaminephosphotransferase. Finally, PE(18:2(9Z,12Z)/18:3(6Z,9Z,12Z)) can be biosynthesized from PS(18:2(9Z,12Z)/18:3(6Z,9Z,12Z)); which is catalyzed by the enzyme phosphatidylserine decarboxylase. In cattle, PE(18:2(9Z,12Z)/18:3(6Z,9Z,12Z)) is involved in a couple of metabolic pathways, which include phosphatidylethanolamine biosynthesis pe(18:2(9Z,12Z)/18:3(6Z,9Z,12Z)) pathway and phosphatidylcholine biosynthesis PC(18:2(9Z,12Z)/18:3(6Z,9Z,12Z)) pathway. Phophatidylethanolamine(18:2/18:3) Phophatidylethanolamine(36:5) GPEtn(36:5) PE(18:2/18:3) PE(36:5) GPEtn(18:2/18:3) 1-(9Z,12Z-Octadecadienoyl)-2-(6Z,9Z,12Z-octadecatrienoyl)-sn-glycero-3-phosphoethanolamine 1-Linoleoyl-2-g-linolenoyl-sn-glycero-3-phosphoethanolamine PE(18:2(9Z,12Z)/18:3(6Z,9Z,12Z)) C41H72NO8P 737.986 737.499554797 (2-aminoethoxy)[(2R)-2-[(6Z,9Z,12Z)-octadeca-6,9,12-trienoyloxy]-3-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propoxy]phosphinic acid 2-aminoethoxy(2R)-2-[(6Z,9Z,12Z)-octadeca-6,9,12-trienoyloxy]-3-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propoxyphosphinic acid [H][C@@](COC(=O)CCCCCCC\C=C/C\C=C/CCCCC)(COP(O)(=O)OCCN)OC(=O)CCCC\C=C/C\C=C/C\C=C/CCCCC InChI=1S/C41H72NO8P/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/h11-14,17-20,24,26,39H,3-10,15-16,21-23,25,27-38,42H2,1-2H3,(H,45,46)/b13-11-,14-12-,19-17-,20-18-,26-24-/t39-/m1/s1 ZKGZYXURTJFGJK-AVNRDTHESA-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 Diacylglycerophosphoethanolamines Solid logp 8.34 ALOGPS logs -6.94 ALOGPS logp 10.42 ChemAxon pka_strongest_acidic 1.87 ChemAxon pka_strongest_basic 10 ChemAxon iupac (2-aminoethoxy)[(2R)-2-[(6Z,9Z,12Z)-octadeca-6,9,12-trienoyloxy]-3-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propoxy]phosphinic acid ChemAxon average_mass 737.986 ChemAxon mono_mass 737.499554797 ChemAxon smiles [H][C@@](COC(=O)CCCCCCC\C=C/C\C=C/CCCCC)(COP(O)(=O)OCCN)OC(=O)CCCC\C=C/C\C=C/C\C=C/CCCCC ChemAxon formula C41H72NO8P ChemAxon inchi InChI=1S/C41H72NO8P/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/h11-14,17-20,24,26,39H,3-10,15-16,21-23,25,27-38,42H2,1-2H3,(H,45,46)/b13-11-,14-12-,19-17-,20-18-,26-24-/t39-/m1/s1 ChemAxon inchikey ZKGZYXURTJFGJK-AVNRDTHESA-N ChemAxon polar_surface_area 134.38 ChemAxon refractivity 214.99 ChemAxon polarizability 86.73 ChemAxon rotatable_bond_count 38 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(18:2(9Z,12Z)/18:3(6Z,9Z,12Z)) SMP0080635 Phosphatidylethanolamine Biosynthesis PE(18:2(9Z,12Z)/18:3(6Z,9Z,12Z)) SMP0082440 Specdb::MsMs 688438 Specdb::MsMs 688439 Specdb::MsMs 688440 Specdb::MsMs 690901 Specdb::MsMs 690902 Specdb::MsMs 690903 Specdb::MsMs 2303256 Specdb::MsMs 2303257 Specdb::MsMs 2303258 Specdb::MsMs 2511520 Specdb::MsMs 2511521 Specdb::MsMs 2511522 Specdb::MsMs 3065444 Specdb::MsMs 3065445 Specdb::MsMs 3065446 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 52924365 BMDBP00391 Ethanolaminephosphotransferase 1 Q17QM4 SELENOI Enzyme