1.0 2016-09-30 23:36:35 UTC 2020-05-21 16:27:59 UTC BMDB0007400 BMDB07400 DG(20:1(11Z)/20:3(5Z,8Z,11Z)/0:0) DG(20:1(11Z)/20:3(5Z,8Z,11Z)/0:0), also known as dg(20:1(11z)/20:3(5z,8z,11z)/0:0) or DAG(20:1/20:3), belongs to the class of organic compounds known as 1,2-dg(20:1(11z)/20:3(5z,8z,11z)/0:0)s. These are dg(20:1(11z)/20:3(5z,8z,11z)/0:0)s containing a glycerol acylated at positions 1 and 2. DG(20:1(11Z)/20:3(5Z,8Z,11Z)/0:0) is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). DG(20:1(11Z)/20:3(5Z,8Z,11Z)/0:0) participates in a number of enzymatic reactions, within cattle. In particular, DG(20:1(11Z)/20:3(5Z,8Z,11Z)/0:0) can be biosynthesized from PA(20:1(11Z)/20:3(5Z,8Z,11Z)); which is catalyzed by the enzyme phosphatidate phosphatase. Furthermore, DG(20:1(11Z)/20:3(5Z,8Z,11Z)/0:0) and meadoyl-CoA can be converted into TG(20:1(11Z)/20:3(5Z,8Z,11Z)/20:3(5Z,8Z,11Z)) through the action of the enzyme dg(20:1(11z)/20:3(5z,8z,11z)/0:0) O-acyltransferase. Furthermore, DG(20:1(11Z)/20:3(5Z,8Z,11Z)/0:0) can be biosynthesized from PA(20:1(11Z)/20:3(5Z,8Z,11Z)) through the action of the enzyme phosphatidate phosphatase. Finally, DG(20:1(11Z)/20:3(5Z,8Z,11Z)/0:0) and docosanoyl-CoA can be converted into TG(20:1(11Z)/20:3(5Z,8Z,11Z)/22:0) through its interaction with the enzyme dg(20:1(11z)/20:3(5z,8z,11z)/0:0) O-acyltransferase. In cattle, DG(20:1(11Z)/20:3(5Z,8Z,11Z)/0:0) is involved in a couple of metabolic pathways, which include de novo triacylglycerol biosynthesis TG(20:1(11Z)/20:3(5Z,8Z,11Z)/20:3(5Z,8Z,11Z)) pathway and de novo triacylglycerol biosynthesis TG(20:1(11Z)/20:3(5Z,8Z,11Z)/22:0) pathway. 1-Eicosenoyl-2-meadoyl-sn-glycerol DAG(20:1/20:3) DAG(20:1N9/20:3N9) DAG(20:1W9/20:3W9) DAG(40:4) DG(20:1/20:3) DG(20:1N9/20:3N9) DG(20:1W9/20:3W9) DG(40:4) Diacylglycerol Diacylglycerol(20:1/20:3) Diacylglycerol(20:1n9/20:3n9) Diacylglycerol(20:1W9/20:3W9) Diacylglycerol(40:4) Diglyceride 1-(11-Eicosenoyl)-2-(5Z,8Z,11Z-eicosatrienoyl)-sn-glycerol DG(20:1(11Z)/20:3(5Z,8Z,11Z)/0:0) C43H76O5 673.0605 672.569275542 (2S)-1-hydroxy-3-[(11Z)-icos-11-enoyloxy]propan-2-yl (5Z,8Z,11Z)-icosa-5,8,11-trienoate diacylglycerol [H][C@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCC\C=C/C\C=C/C\C=C/CCCCCCCC InChI=1S/C43H76O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-42(45)47-40-41(39-44)48-43(46)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,24,26,30,32,41,44H,3-16,21-23,25,27-29,31,33-40H2,1-2H3/b19-17-,20-18-,26-24-,32-30-/t41-/m0/s1 XNHZTAPDVIWTFP-MTVOCPQASA-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 10.41 ALOGPS logs -7.79 ALOGPS logp 14.11 ChemAxon pka_strongest_acidic 14.58 ChemAxon pka_strongest_basic -3 ChemAxon iupac (2S)-1-hydroxy-3-[(11Z)-icos-11-enoyloxy]propan-2-yl (5Z,8Z,11Z)-icosa-5,8,11-trienoate ChemAxon average_mass 673.0605 ChemAxon mono_mass 672.569275542 ChemAxon smiles [H][C@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCC\C=C/C\C=C/C\C=C/CCCCCCCC ChemAxon formula C43H76O5 ChemAxon inchi InChI=1S/C43H76O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-42(45)47-40-41(39-44)48-43(46)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,24,26,30,32,41,44H,3-16,21-23,25,27-29,31,33-40H2,1-2H3/b19-17-,20-18-,26-24-,32-30-/t41-/m0/s1 ChemAxon inchikey XNHZTAPDVIWTFP-MTVOCPQASA-N ChemAxon polar_surface_area 72.83 ChemAxon refractivity 208.97 ChemAxon polarizability 87.26 ChemAxon rotatable_bond_count 38 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)/20:3(5Z,8Z,11Z)/20:3(5Z,8Z,11Z)) SMP0076366 De Novo Triacylglycerol Biosynthesis TG(20:1(11Z)/20:3(5Z,8Z,11Z)/20:3(8Z,11Z,14Z)) SMP0076367 De Novo Triacylglycerol Biosynthesis TG(20:1(11Z)/20:3(5Z,8Z,11Z)/20:4(5Z,8Z,11Z,14Z)) SMP0076368 De Novo Triacylglycerol Biosynthesis TG(20:1(11Z)/20:3(5Z,8Z,11Z)/20:4(8Z,11Z,14Z,17Z)) SMP0076369 De Novo Triacylglycerol Biosynthesis TG(20:1(11Z)/20:3(5Z,8Z,11Z)/20:5(5Z,8Z,11Z,14Z,17Z)) SMP0076370 De Novo Triacylglycerol Biosynthesis TG(20:1(11Z)/20:3(5Z,8Z,11Z)/22:0) SMP0076371 De Novo Triacylglycerol Biosynthesis TG(20:1(11Z)/20:3(5Z,8Z,11Z)/22:1(13Z)) SMP0076372 De Novo Triacylglycerol Biosynthesis TG(20:1(11Z)/20:3(5Z,8Z,11Z)/22:2(13Z,16Z)) SMP0076373 De Novo Triacylglycerol Biosynthesis TG(20:1(11Z)/20:3(5Z,8Z,11Z)/22:4(7Z,10Z,13Z,16Z)) SMP0076374 De Novo Triacylglycerol Biosynthesis TG(20:1(11Z)/20:3(5Z,8Z,11Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0076375 De Novo Triacylglycerol Biosynthesis TG(20:1(11Z)/20:3(5Z,8Z,11Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0076376 De Novo Triacylglycerol Biosynthesis TG(20:1(11Z)/20:3(5Z,8Z,11Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0076377 De Novo Triacylglycerol Biosynthesis TG(20:1(11Z)/20:3(5Z,8Z,11Z)/24:0) SMP0076378 De Novo Triacylglycerol Biosynthesis TG(20:1(11Z)/20:3(5Z,8Z,11Z)/24:1(15Z)) SMP0076379 Phosphatidylcholine Biosynthesis PC(20:1(11Z)/20:3(5Z,8Z,11Z)) SMP0080731 Phosphatidylethanolamine Biosynthesis PE(20:1(11Z)/20:3(5Z,8Z,11Z)) SMP0082539 Specdb::CMs 21034 Specdb::CMs 704335 Specdb::CMs 704336 Specdb::MsMs 312832 Specdb::MsMs 312833 Specdb::MsMs 312834 Specdb::MsMs 358177 Specdb::MsMs 358178 Specdb::MsMs 358179 Specdb::MsMs 2424097 Specdb::MsMs 2424098 Specdb::MsMs 2424099 Specdb::MsMs 2514172 Specdb::MsMs 2514173 Specdb::MsMs 2514174 Specdb::MsMs 2575192 Specdb::MsMs 2575193 Specdb::MsMs 2575194 Specdb::MsMs 2987906 Specdb::MsMs 2987907 Specdb::MsMs 2987908 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 24766122 53478214 89056 FDB024593 BMDBP00391 Ethanolaminephosphotransferase 1 Q17QM4 SELENOI Enzyme BMDBP02834 Diacylglycerol O-acyltransferase 1 Q8MK44 DGAT1 Enzyme