1.0 2016-09-30 23:36:41 UTC 2020-05-21 16:28:00 UTC BMDB0007405 BMDB07405 DG(20:1(11Z)/22:0/0:0) DG(20:1(11Z)/22:0/0:0), also known as diacylglycerol or DAG(20:1/22:0), belongs to the class of organic compounds known as 1,2-diacylglycerols. These are diacylglycerols containing a glycerol acylated at positions 1 and 2. Thus, DG(20:1(11Z)/22:0/0:0) is considered to be a diradylglycerol lipid molecule. DG(20:1(11Z)/22:0/0:0) is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. DG(20:1(11Z)/22:0/0:0) participates in a number of enzymatic reactions, within cattle. In particular, DG(20:1(11Z)/22:0/0:0) can be biosynthesized from PA(20:1(11Z)/22:0) through its interaction with the enzyme phosphatidate phosphatase. Furthermore, DG(20:1(11Z)/22:0/0:0) and adrenoyl-CoA can be converted into TG(20:1(11Z)/22:0/22:4(7Z,10Z,13Z,16Z)); which is mediated by the enzyme diacylglycerol O-acyltransferase. Finally, CDP-Ethanolamine and DG(20:1(11Z)/22:0/0:0) can be converted into cytidine monophosphate and PE(20:1(11Z)/22:0) through its interaction with the enzyme choline/ethanolaminephosphotransferase. In cattle, DG(20:1(11Z)/22:0/0:0) is involved in a couple of metabolic pathways, which include de novo triacylglycerol biosynthesis TG(20:1(11Z)/22:0/22:4(7Z,10Z,13Z,16Z)) pathway and phosphatidylethanolamine biosynthesis pe(20:1(11Z)/22:0) pathway. 1-Eicosenoyl-2-behenoyl-sn-glycerol DAG(20:1/22:0) DAG(20:1N9/22:0) DAG(20:1W9/22:0) DAG(42:1) DG(20:1/22:0) DG(20:1N9/22:0) DG(20:1W9/22:0) DG(42:1) Diacylglycerol Diacylglycerol(20:1/22:0) Diacylglycerol(20:1n9/22:0) Diacylglycerol(20:1W9/22:0) Diacylglycerol(42:1) Diglyceride 1-(11-Eicosenoyl)-2-docosanoyl-sn-glycerol DG(20:1(11Z)/22:0/0:0) C45H86O5 707.1613 706.647525862 (2S)-1-hydroxy-3-[(11Z)-icos-11-enoyloxy]propan-2-yl docosanoate diacylglycerol [H]\C(CCCCCCCC)=C(/[H])CCCCCCCCCC(=O)OC[C@]([H])(CO)OC(=O)CCCCCCCCCCCCCCCCCCCCC InChI=1S/C45H86O5/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-45(48)50-43(41-46)42-49-44(47)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h18,20,43,46H,3-17,19,21-42H2,1-2H3/b20-18-/t43-/m0/s1 KKUJWTOLSKTBLP-QGWKGAMHSA-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 Diacylglycerols Solid logp 10.77 ALOGPS logs -7.71 ALOGPS logp 16.09 ChemAxon pka_strongest_acidic 14.58 ChemAxon pka_strongest_basic -3 ChemAxon iupac (2S)-1-hydroxy-3-[(11Z)-icos-11-enoyloxy]propan-2-yl docosanoate ChemAxon average_mass 707.1613 ChemAxon mono_mass 706.647525862 ChemAxon smiles [H]\C(CCCCCCCC)=C(/[H])CCCCCCCCCC(=O)OC[C@]([H])(CO)OC(=O)CCCCCCCCCCCCCCCCCCCCC ChemAxon formula C45H86O5 ChemAxon inchi InChI=1S/C45H86O5/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-45(48)50-43(41-46)42-49-44(47)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h18,20,43,46H,3-17,19,21-42H2,1-2H3/b20-18-/t43-/m0/s1 ChemAxon inchikey KKUJWTOLSKTBLP-QGWKGAMHSA-N ChemAxon polar_surface_area 72.83 ChemAxon refractivity 214.83 ChemAxon polarizability 94.19 ChemAxon rotatable_bond_count 43 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(20:1(11Z)/22:0/22:0) SMP0076426 De Novo Triacylglycerol Biosynthesis TG(20:1(11Z)/22:0/22:1(13Z)) SMP0076427 De Novo Triacylglycerol Biosynthesis TG(20:1(11Z)/22:0/22:2(13Z,16Z)) SMP0076428 De Novo Triacylglycerol Biosynthesis TG(20:1(11Z)/22:0/22:4(7Z,10Z,13Z,16Z)) SMP0076429 De Novo Triacylglycerol Biosynthesis TG(20:1(11Z)/22:0/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0076430 De Novo Triacylglycerol Biosynthesis TG(20:1(11Z)/22:0/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0076431 De Novo Triacylglycerol Biosynthesis TG(20:1(11Z)/22:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0076432 De Novo Triacylglycerol Biosynthesis TG(20:1(11Z)/22:0/24:0) SMP0076433 De Novo Triacylglycerol Biosynthesis TG(20:1(11Z)/22:0/24:1(15Z)) SMP0076434 Phosphatidylcholine Biosynthesis PC(20:1(11Z)/22:0) SMP0080736 Phosphatidylethanolamine Biosynthesis PE(20:1(11Z)/22:0) SMP0082544 Specdb::CMs 752796 Specdb::CMs 752797 Specdb::MsMs 627958 Specdb::MsMs 627959 Specdb::MsMs 627960 Specdb::MsMs 2278265 Specdb::MsMs 2278266 Specdb::MsMs 2278267 Specdb::MsMs 2303334 Specdb::MsMs 2303335 Specdb::MsMs 2303336 Specdb::MsMs 2618405 Specdb::MsMs 2618406 Specdb::MsMs 2618407 Specdb::MsMs 3087484 Specdb::MsMs 3087485 Specdb::MsMs 3087486 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 7822825 9543875 FDB024598 BMDBP00391 Ethanolaminephosphotransferase 1 Q17QM4 SELENOI Enzyme BMDBP02834 Diacylglycerol O-acyltransferase 1 Q8MK44 DGAT1 Enzyme