1.0 2016-09-30 23:33:09 UTC 2020-05-21 16:27:52 UTC BMDB0007229 BMDB07229 DG(18:1(9Z)/20:4(8Z,11Z,14Z,17Z)/0:0) DG(18:1(9Z)/20:4(8Z,11Z,14Z,17Z)/0:0), also known as DG(18:1/20:4) or dg(18:1(9z)/20:4(8z,11z,14z,17z)/0:0), belongs to the class of organic compounds known as 1,2-dg(18:1(9z)/20:4(8z,11z,14z,17z)/0:0)s. These are dg(18:1(9z)/20:4(8z,11z,14z,17z)/0:0)s containing a glycerol acylated at positions 1 and 2. DG(18:1(9Z)/20:4(8Z,11Z,14Z,17Z)/0:0) is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). DG(18:1(9Z)/20:4(8Z,11Z,14Z,17Z)/0:0) participates in a number of enzymatic reactions, within cattle. In particular, DG(18:1(9Z)/20:4(8Z,11Z,14Z,17Z)/0:0) can be biosynthesized from PA(18:1(9Z)/20:4(8Z,11Z,14Z,17Z)); which is mediated by the enzyme phosphatidate phosphatase. Furthermore, DG(18:1(9Z)/20:4(8Z,11Z,14Z,17Z)/0:0) and docosadienoyl-CoA can be converted into TG(18:1(9Z)/20:4(8Z,11Z,14Z,17Z)/22:2(13Z,16Z)); which is mediated by the enzyme dg(18:1(9z)/20:4(8z,11z,14z,17z)/0:0) O-acyltransferase. Furthermore, DG(18:1(9Z)/20:4(8Z,11Z,14Z,17Z)/0:0) can be biosynthesized from PA(18:1(9Z)/20:4(8Z,11Z,14Z,17Z)) through the action of the enzyme phosphatidate phosphatase. Finally, DG(18:1(9Z)/20:4(8Z,11Z,14Z,17Z)/0:0) and tetracosanoyl-CoA can be converted into TG(18:1(9Z)/20:4(8Z,11Z,14Z,17Z)/24:0) through the action of the enzyme dg(18:1(9z)/20:4(8z,11z,14z,17z)/0:0) O-acyltransferase. In cattle, DG(18:1(9Z)/20:4(8Z,11Z,14Z,17Z)/0:0) is involved in a couple of metabolic pathways, which include de novo triacylglycerol biosynthesis TG(18:1(9Z)/20:4(8Z,11Z,14Z,17Z)/22:2(13Z,16Z)) pathway and de novo triacylglycerol biosynthesis TG(18:1(9Z)/20:4(8Z,11Z,14Z,17Z)/24:0) pathway. 1-Oleoyl-2-eicsoatetraenoyl-sn-glycerol DG(18:1/20:4) DG(38:5) DAG(38:5) DAG(18:1/20:4) Diacylglycerol(38:5) Diacylglycerol Diacylglycerol(18:1/20:4) 1-(9Z-Octadecenoyl)-2-(8Z,11Z,14Z,17Z-eicosapentaenoyl)-sn-glycerol Diglyceride DG(18:1(9Z)/20:4(8Z,11Z,14Z,17Z)/0:0) C41H70O5 642.9915 642.52232535 (2S)-1-hydroxy-3-[(9Z)-octadec-9-enoyloxy]propan-2-yl (8Z,11Z,14Z,17Z)-icosa-8,11,14,17-tetraenoate diacylglycerol [H][C@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCC\C=C/C\C=C/C\C=C/C\C=C/CC InChI=1S/C41H70O5/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-41(44)46-39(37-42)38-45-40(43)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h5,7,11,13,17-19,21-22,24,39,42H,3-4,6,8-10,12,14-16,20,23,25-38H2,1-2H3/b7-5-,13-11-,19-17-,21-18-,24-22-/t39-/m0/s1 CDIDDLXSXXDECX-YGTYKICOSA-N belongs to the class of organic compounds known as 1,2-diacylglycerols. These are diacylglycerols containing a glycerol acylated at positions 1 and 2. Organic compounds Lipids and lipid-like molecules Glycerolipids Diradylglycerols 1,2-diacylglycerols Carbonyl compounds Carboxylic acid esters Dicarboxylic acids and derivatives Fatty acid esters Hydrocarbon derivatives Organic oxides Primary alcohols 1,2-acyl-sn-glycerol Alcohol Aliphatic acyclic compound Carbonyl group Carboxylic acid derivative Carboxylic acid ester Dicarboxylic acid or derivatives Fatty acid ester Fatty acyl Hydrocarbon derivative Organic oxide Organic oxygen compound Organooxygen compound Primary alcohol Aliphatic acyclic compounds Solid logp 9.77 ALOGPS logs -7.70 ALOGPS logp 12.86 ChemAxon pka_strongest_acidic 14.58 ChemAxon pka_strongest_basic -3 ChemAxon iupac (2S)-1-hydroxy-3-[(9Z)-octadec-9-enoyloxy]propan-2-yl (8Z,11Z,14Z,17Z)-icosa-8,11,14,17-tetraenoate ChemAxon average_mass 642.9915 ChemAxon mono_mass 642.52232535 ChemAxon smiles [H][C@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCC\C=C/C\C=C/C\C=C/C\C=C/CC ChemAxon formula C41H70O5 ChemAxon inchi InChI=1S/C41H70O5/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-41(44)46-39(37-42)38-45-40(43)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h5,7,11,13,17-19,21-22,24,39,42H,3-4,6,8-10,12,14-16,20,23,25-38H2,1-2H3/b7-5-,13-11-,19-17-,21-18-,24-22-/t39-/m0/s1 ChemAxon inchikey CDIDDLXSXXDECX-YGTYKICOSA-N ChemAxon polar_surface_area 72.83 ChemAxon refractivity 200.89 ChemAxon polarizability 81.32 ChemAxon rotatable_bond_count 35 ChemAxon acceptor_count 3 ChemAxon donor_count 1 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 De Novo Triacylglycerol Biosynthesis TG(18:1(9Z)/20:4(8Z,11Z,14Z,17Z)/20:4(8Z,11Z,14Z,17Z)) SMP0075314 De Novo Triacylglycerol Biosynthesis TG(18:1(9Z)/20:4(8Z,11Z,14Z,17Z)/20:5(5Z,8Z,11Z,14Z,17Z)) SMP0075315 De Novo Triacylglycerol Biosynthesis TG(18:1(9Z)/20:4(8Z,11Z,14Z,17Z)/22:0) SMP0075316 De Novo Triacylglycerol Biosynthesis TG(18:1(9Z)/20:4(8Z,11Z,14Z,17Z)/22:1(13Z)) SMP0075317 De Novo Triacylglycerol Biosynthesis TG(18:1(9Z)/20:4(8Z,11Z,14Z,17Z)/22:2(13Z,16Z)) SMP0075318 De Novo Triacylglycerol Biosynthesis TG(18:1(9Z)/20:4(8Z,11Z,14Z,17Z)/22:4(7Z,10Z,13Z,16Z)) SMP0075319 De Novo Triacylglycerol Biosynthesis TG(18:1(9Z)/20:4(8Z,11Z,14Z,17Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0075320 De Novo Triacylglycerol Biosynthesis TG(18:1(9Z)/20:4(8Z,11Z,14Z,17Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0075321 De Novo Triacylglycerol Biosynthesis TG(18:1(9Z)/20:4(8Z,11Z,14Z,17Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0075322 De Novo Triacylglycerol Biosynthesis TG(18:1(9Z)/20:4(8Z,11Z,14Z,17Z)/24:0) SMP0075323 De Novo Triacylglycerol Biosynthesis TG(18:1(9Z)/20:4(8Z,11Z,14Z,17Z)/24:1(15Z)) SMP0075324 Phosphatidylcholine Biosynthesis PC(18:1(9Z)/20:4(8Z,11Z,14Z,17Z)) SMP0080623 Phosphatidylethanolamine Biosynthesis PE(18:1(9Z)/20:4(8Z,11Z,14Z,17Z)) SMP0082427 Specdb::CMs 19483 Specdb::CMs 624868 Specdb::CMs 624869 Specdb::CMs 793595 Specdb::MsMs 309322 Specdb::MsMs 309323 Specdb::MsMs 309324 Specdb::MsMs 353725 Specdb::MsMs 353726 Specdb::MsMs 353727 Specdb::MsMs 2379447 Specdb::MsMs 2379448 Specdb::MsMs 2379449 Specdb::MsMs 2556867 Specdb::MsMs 2556868 Specdb::MsMs 2556869 Specdb::MsMs 2776886 Specdb::MsMs 2776887 Specdb::MsMs 2776888 Specdb::MsMs 3093193 Specdb::MsMs 3093194 Specdb::MsMs 3093195 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 53478094 89220 BMDBP00391 Ethanolaminephosphotransferase 1 Q17QM4 SELENOI Enzyme BMDBP02834 Diacylglycerol O-acyltransferase 1 Q8MK44 DGAT1 Enzyme