1.0 2016-09-30 23:33:41 UTC 2020-05-21 16:27:53 UTC BMDB0007255 BMDB07255 DG(18:2(9Z,12Z)/20:3(5Z,8Z,11Z)/0:0) DG(18:2(9Z,12Z)/20:3(5Z,8Z,11Z)/0:0), also known as DAG(18:2/20:3) or dg(18:2(9z,12z)/20:3(5z,8z,11z)/0:0), belongs to the class of organic compounds known as 1,2-dg(18:2(9z,12z)/20:3(5z,8z,11z)/0:0)s. These are dg(18:2(9z,12z)/20:3(5z,8z,11z)/0:0)s containing a glycerol acylated at positions 1 and 2. DG(18:2(9Z,12Z)/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(18:2(9Z,12Z)/20:3(5Z,8Z,11Z)/0:0) participates in a number of enzymatic reactions, within cattle. In particular, DG(18:2(9Z,12Z)/20:3(5Z,8Z,11Z)/0:0) can be biosynthesized from PA(18:2(9Z,12Z)/20:3(5Z,8Z,11Z)); which is catalyzed by the enzyme phosphatidate phosphatase. Furthermore, DG(18:2(9Z,12Z)/20:3(5Z,8Z,11Z)/0:0) and arachidonyl-CoA can be converted into TG(18:2(9Z,12Z)/20:3(5Z,8Z,11Z)/20:4(5Z,8Z,11Z,14Z)) through the action of the enzyme dg(18:2(9z,12z)/20:3(5z,8z,11z)/0:0) O-acyltransferase. Furthermore, DG(18:2(9Z,12Z)/20:3(5Z,8Z,11Z)/0:0) can be biosynthesized from PA(18:2(9Z,12Z)/20:3(5Z,8Z,11Z)) through its interaction with the enzyme phosphatidate phosphatase. Furthermore, DG(18:2(9Z,12Z)/20:3(5Z,8Z,11Z)/0:0) and docosadienoyl-CoA can be converted into TG(18:2(9Z,12Z)/20:3(5Z,8Z,11Z)/22:2(13Z,16Z)) through its interaction with the enzyme dg(18:2(9z,12z)/20:3(5z,8z,11z)/0:0) O-acyltransferase. Finally, CDP-Ethanolamine and DG(18:2(9Z,12Z)/20:3(5Z,8Z,11Z)/0:0) can be converted into cytidine monophosphate and PE(18:2(9Z,12Z)/20:3(5Z,8Z,11Z)) through the action of the enzyme choline/ethanolaminephosphotransferase. In cattle, DG(18:2(9Z,12Z)/20:3(5Z,8Z,11Z)/0:0) is involved in a few metabolic pathways, which include de novo triacylglycerol biosynthesis TG(18:2(9Z,12Z)/20:3(5Z,8Z,11Z)/20:4(5Z,8Z,11Z,14Z)) pathway, de novo triacylglycerol biosynthesis TG(18:2(9Z,12Z)/20:3(5Z,8Z,11Z)/22:2(13Z,16Z)) pathway, and phosphatidylethanolamine biosynthesis pe(18:2(9Z,12Z)/20:3(5Z,8Z,11Z)) pathway. DAG(18:2/20:3) DG(18:2/20:3) 1-Linoleoyl-2-meadoyl-sn-glycerol DG(38:5) DAG(38:5) Diacylglycerol(38:5) Diacylglycerol Diacylglycerol(18:2/20:3) 1-(9Z,12Z-Octadecadienoyl)-2-(5Z,8Z,11Z-eicosatrienoyl)-sn-glycerol Diglyceride DG(18:2(9Z,12Z)/20:3(5Z,8Z,11Z)/0:0) C41H70O5 642.9915 642.52232535 (2S)-1-hydroxy-3-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propan-2-yl (5Z,8Z,11Z)-icosa-5,8,11-trienoate diacylglycerol [H][C@](CO)(COC(=O)CCCCCCC\C=C/C\C=C/CCCCC)OC(=O)CCC\C=C/C\C=C/C\C=C/CCCCCCCC 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/h12,14,17-19,21-22,24,28,30,39,42H,3-11,13,15-16,20,23,25-27,29,31-38H2,1-2H3/b14-12-,19-17-,21-18-,24-22-,30-28-/t39-/m0/s1 HGZIMBMJGQIUGE-VUKZTOICSA-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 9.81 ALOGPS logs -7.71 ALOGPS logp 12.86 ChemAxon pka_strongest_acidic 14.58 ChemAxon pka_strongest_basic -3 ChemAxon iupac (2S)-1-hydroxy-3-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propan-2-yl (5Z,8Z,11Z)-icosa-5,8,11-trienoate ChemAxon average_mass 642.9915 ChemAxon mono_mass 642.52232535 ChemAxon smiles [H][C@](CO)(COC(=O)CCCCCCC\C=C/C\C=C/CCCCC)OC(=O)CCC\C=C/C\C=C/C\C=C/CCCCCCCC 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/h12,14,17-19,21-22,24,28,30,39,42H,3-11,13,15-16,20,23,25-27,29,31-38H2,1-2H3/b14-12-,19-17-,21-18-,24-22-,30-28-/t39-/m0/s1 ChemAxon inchikey HGZIMBMJGQIUGE-VUKZTOICSA-N ChemAxon polar_surface_area 72.83 ChemAxon refractivity 200.89 ChemAxon polarizability 81.09 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(18:2(9Z,12Z)/20:3(5Z,8Z,11Z)/20:3(5Z,8Z,11Z)) SMP0075506 De Novo Triacylglycerol Biosynthesis TG(18:2(9Z,12Z)/20:3(5Z,8Z,11Z)/20:3(8Z,11Z,14Z)) SMP0075507 De Novo Triacylglycerol Biosynthesis TG(18:2(9Z,12Z)/20:3(5Z,8Z,11Z)/20:4(5Z,8Z,11Z,14Z)) SMP0075508 De Novo Triacylglycerol Biosynthesis TG(18:2(9Z,12Z)/20:3(5Z,8Z,11Z)/20:4(8Z,11Z,14Z,17Z)) SMP0075509 De Novo Triacylglycerol Biosynthesis TG(18:2(9Z,12Z)/20:3(5Z,8Z,11Z)/20:5(5Z,8Z,11Z,14Z,17Z)) SMP0075510 De Novo Triacylglycerol Biosynthesis TG(18:2(9Z,12Z)/20:3(5Z,8Z,11Z)/22:0) SMP0075511 De Novo Triacylglycerol Biosynthesis TG(18:2(9Z,12Z)/20:3(5Z,8Z,11Z)/22:1(13Z)) SMP0075512 De Novo Triacylglycerol Biosynthesis TG(18:2(9Z,12Z)/20:3(5Z,8Z,11Z)/22:2(13Z,16Z)) SMP0075513 De Novo Triacylglycerol Biosynthesis TG(18:2(9Z,12Z)/20:3(5Z,8Z,11Z)/22:4(7Z,10Z,13Z,16Z)) SMP0075514 De Novo Triacylglycerol Biosynthesis TG(18:2(9Z,12Z)/20:3(5Z,8Z,11Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0075515 De Novo Triacylglycerol Biosynthesis TG(18:2(9Z,12Z)/20:3(5Z,8Z,11Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0075516 De Novo Triacylglycerol Biosynthesis TG(18:2(9Z,12Z)/20:3(5Z,8Z,11Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0075517 De Novo Triacylglycerol Biosynthesis TG(18:2(9Z,12Z)/20:3(5Z,8Z,11Z)/24:0) SMP0075518 De Novo Triacylglycerol Biosynthesis TG(18:2(9Z,12Z)/20:3(5Z,8Z,11Z)/24:1(15Z)) SMP0075519 Phosphatidylcholine Biosynthesis PC(18:2(9Z,12Z)/20:3(5Z,8Z,11Z)) SMP0080641 Phosphatidylethanolamine Biosynthesis PE(18:2(9Z,12Z)/20:3(5Z,8Z,11Z)) SMP0082446 Specdb::CMs 14945 Specdb::CMs 624870 Specdb::CMs 624871 Specdb::CMs 793596 Specdb::MsMs 299101 Specdb::MsMs 299102 Specdb::MsMs 299103 Specdb::MsMs 341023 Specdb::MsMs 341024 Specdb::MsMs 341025 Specdb::MsMs 2351329 Specdb::MsMs 2351330 Specdb::MsMs 2351331 Specdb::MsMs 2560014 Specdb::MsMs 2560015 Specdb::MsMs 2560016 Specdb::MsMs 2584022 Specdb::MsMs 2584023 Specdb::MsMs 2584024 Specdb::MsMs 2852914 Specdb::MsMs 2852915 Specdb::MsMs 2852916 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 53478107 89201 FDB024448 BMDBP00391 Ethanolaminephosphotransferase 1 Q17QM4 SELENOI Enzyme BMDBP02834 Diacylglycerol O-acyltransferase 1 Q8MK44 DGAT1 Enzyme