1.0 2016-10-03 17:32:08 UTC 2020-05-21 16:28:41 UTC BMDB0008923 BMDB08923 PE(16:0/16:0) PE(16:0/16:0), also known as pe(16:0/16:0) or PE(32:0), 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(16:0/16:0) is considered to be a glycerophosphoethanolamine lipid molecule. PE(16:0/16:0) is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. PE(16:0/16:0) exists in all living species, ranging from bacteria to humans. PE(16:0/16:0) participates in a number of enzymatic reactions, within cattle. In particular, Cytidine monophosphate and PE(16:0/16:0) can be biosynthesized from CDP-ethanolamine and DG(16:0/16:0/0:0); which is catalyzed by the enzyme choline/ethanolaminephosphotransferase. In addition, PE(16:0/16:0) can be biosynthesized from PS(16:0/16:0) through the action of the enzyme phosphatidylserine decarboxylase. In cattle, PE(16:0/16:0) is involved in the metabolic pathway called phosphatidylcholine biosynthesis PC(16:0/16:0) pathway. 1,2-Dihexadecanoyl-sn-glycero-3-phosphoethanolamine 1,2-Dipalmitoyl-sn-glycero-3-phosphoethanolamine zwitterion 2-Ammonioethyl (2R)-2,3-bis(palmitoyloxy)propyl phosphate 2-Ammonioethyl (2R)-2,3-bis(palmitoyloxy)propyl phosphoric acid 1,2-Dipalmitoyl-rac-glycerophosphoethanolamine DHPE DPPE 1,2-Dihexadecyl-sn-glycero-3-phosphoethanolamine 1,2-Dipalmitoyl-3-phosphatidylethanolamine 1,2-Dipalmitoyl-3-phosphatidylethanolamine, (+-)-isomer 1,2-Dipalmitoyl-3-phosphatidylethanolamine, ion(1-) Dipalmitoyl cephalin Phosphatidylethanolamine dipalmitoate 1,2-Dipalmitoyl-3-phosphatidylethanolamine, (R)-isomer Dipalmitoyl phosphatidylethanolamine PE(32:0) Phophatidylethanolamine(16:0/16:0) 1,2-Dipalmitoyl-rac-glycero-3-phosphoethanolamine GPEtn(32:0) Phophatidylethanolamine(32:0) 1,2-Dihexadecanoyl-rac-glycero-3-phosphoethanolamine GPEtn(16:0/16:0) 1,2-Dipalmitoyl-sn-glycero-3-phosphoethanolamine PE(16:0/16:0) 1,2-Dipalmitoyl-glycero-3-phosphoethanolamine C37H74NO8P 691.972 691.515205345 (2-aminoethoxy)[(2R)-2,3-bis(hexadecanoyloxy)propoxy]phosphinic acid DPPE 923-61-5 [H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCC InChI=1S/C37H74NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-36(39)43-33-35(34-45-47(41,42)44-32-31-38)46-37(40)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h35H,3-34,38H2,1-2H3,(H,41,42)/t35-/m1/s1 SLKDGVPOSSLUAI-PGUFJCEWSA-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 8.08 ALOGPS logs -6.86 ALOGPS logp 10.45 ChemAxon pka_strongest_acidic 1.87 ChemAxon pka_strongest_basic 10 ChemAxon iupac (2-aminoethoxy)[(2R)-2,3-bis(hexadecanoyloxy)propoxy]phosphinic acid ChemAxon average_mass 691.972 ChemAxon mono_mass 691.515205345 ChemAxon smiles [H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCC ChemAxon formula C37H74NO8P ChemAxon inchi InChI=1S/C37H74NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-36(39)43-33-35(34-45-47(41,42)44-32-31-38)46-37(40)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h35H,3-34,38H2,1-2H3,(H,41,42)/t35-/m1/s1 ChemAxon inchikey SLKDGVPOSSLUAI-PGUFJCEWSA-N ChemAxon polar_surface_area 134.38 ChemAxon refractivity 191 ChemAxon polarizability 85.59 ChemAxon rotatable_bond_count 39 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(16:0/16:0) SMP0080514 Phosphatidylethanolamine Biosynthesis PE(16:0/16:0) SMP0082317 Phospholipid Biosynthesis SMP0087228 Specdb::CMs 1085873 Specdb::MsMs 374045 Specdb::MsMs 687460 Specdb::MsMs 687461 Specdb::MsMs 687462 Specdb::MsMs 689923 Specdb::MsMs 689924 Specdb::MsMs 689925 Specdb::MsMs 1471030 Specdb::MsMs 1473369 Specdb::MsMs 1476192 Specdb::MsMs 1476193 Specdb::MsMs 1476194 Specdb::MsMs 1476195 Specdb::MsMs 2714974 Specdb::MsMs 2714975 Specdb::MsMs 2714976 Specdb::MsMs 3052265 Specdb::MsMs 3052266 Specdb::MsMs 3052267 Specdb::MsMs 3115216 Specdb::MsMs 3115217 Specdb::MsMs 3115218 Specdb::NmrOneD 290275 Specdb::NmrOneD 290276 Specdb::NmrOneD 290277 Specdb::NmrOneD 290278 Specdb::NmrOneD 290279 Specdb::NmrOneD 290280 Specdb::NmrOneD 290281 Specdb::NmrOneD 290282 Specdb::NmrOneD 290283 Specdb::NmrOneD 290284 Specdb::NmrOneD 290285 Specdb::NmrOneD 290286 Specdb::NmrOneD 290287 Specdb::NmrOneD 290288 Specdb::NmrOneD 290289 Specdb::NmrOneD 290290 Specdb::NmrOneD 290291 Specdb::NmrOneD 290292 Specdb::NmrOneD 290293 Specdb::NmrOneD 290294 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 445468 FDB026113 73005 DB01728 PEF BMDBP00391 Ethanolaminephosphotransferase 1 Q17QM4 SELENOI Enzyme BMDBP00420 Phosphatidylethanolamine N-methyltransferase Q7YRH6 PEMT Enzyme BMDBP00783 Cytosolic phospholipase A2 A4IFJ5 PLA2G4A Enzyme BMDBP00836 Phospholipase D2 Q0V8L6 PLD2 Enzyme