1.0 2016-09-30 23:35:25 UTC 2020-05-21 16:27:57 UTC BMDB0007342 BMDB07342 DG(18:4(6Z,9Z,12Z,15Z)/20:3(5Z,8Z,11Z)/0:0) DG(18:4(6Z,9Z,12Z,15Z)/20:3(5Z,8Z,11Z)/0:0), also known as dg(18:4(6z,9z,12z,15z)/20:3(5z,8z,11z)/0:0) or DAG(18:4/20:3), belongs to the class of organic compounds known as 1,2-dg(18:4(6z,9z,12z,15z)/20:3(5z,8z,11z)/0:0)s. These are dg(18:4(6z,9z,12z,15z)/20:3(5z,8z,11z)/0:0)s containing a glycerol acylated at positions 1 and 2. DG(18:4(6Z,9Z,12Z,15Z)/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(18:4(6Z,9Z,12Z,15Z)/20:3(5Z,8Z,11Z)/0:0) participates in a number of enzymatic reactions, within cattle. In particular, DG(18:4(6Z,9Z,12Z,15Z)/20:3(5Z,8Z,11Z)/0:0) can be biosynthesized from PA(18:4(6Z,9Z,12Z,15Z)/20:3(5Z,8Z,11Z)) through the action of the enzyme phosphatidate phosphatase. Furthermore, DG(18:4(6Z,9Z,12Z,15Z)/20:3(5Z,8Z,11Z)/0:0) and eicosatetraenoyl-CoA can be converted into TG(18:4(6Z,9Z,12Z,15Z)/20:3(5Z,8Z,11Z)/20:4(8Z,11Z,14Z,17Z)) through the action of the enzyme dg(18:4(6z,9z,12z,15z)/20:3(5z,8z,11z)/0:0) O-acyltransferase. Furthermore, DG(18:4(6Z,9Z,12Z,15Z)/20:3(5Z,8Z,11Z)/0:0) can be biosynthesized from PA(18:4(6Z,9Z,12Z,15Z)/20:3(5Z,8Z,11Z)); which is mediated by the enzyme phosphatidate phosphatase. Finally, DG(18:4(6Z,9Z,12Z,15Z)/20:3(5Z,8Z,11Z)/0:0) and docosahexaenoyl-CoA can be converted into TG(18:4(6Z,9Z,12Z,15Z)/20:3(5Z,8Z,11Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)); which is mediated by the enzyme dg(18:4(6z,9z,12z,15z)/20:3(5z,8z,11z)/0:0) O-acyltransferase. In cattle, DG(18:4(6Z,9Z,12Z,15Z)/20:3(5Z,8Z,11Z)/0:0) is involved in a couple of metabolic pathways, which include de novo triacylglycerol biosynthesis TG(18:4(6Z,9Z,12Z,15Z)/20:3(5Z,8Z,11Z)/20:4(8Z,11Z,14Z,17Z)) pathway and de novo triacylglycerol biosynthesis TG(18:4(6Z,9Z,12Z,15Z)/20:3(5Z,8Z,11Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) pathway. Diacylglycerol(18:4/20:3) DG(38:7) DAG(38:7) DAG(18:4/20:3) Diglyceride DG(18:4/20:3) Diacylglycerol 1-Stearidonoyl-2-meadoyl-sn-glycerol 1-(6Z,9Z,12Z,15Z-Octadecatetraenoyl)-2-(5Z,8Z,11Z-eicosatrienoyl)-sn-glycerol Diacylglycerol(38:7) DG(18:4(6Z,9Z,12Z,15Z)/20:3(5Z,8Z,11Z)/0:0) C41H66O5 638.9597 638.491025222 (2S)-1-hydroxy-3-[(6Z,9Z,12Z,15Z)-octadeca-6,9,12,15-tetraenoyloxy]propan-2-yl (5Z,8Z,11Z)-icosa-5,8,11-trienoate diacylglycerol [H][C@](CO)(COC(=O)CCCC\C=C/C\C=C/C\C=C/C\C=C/CC)OC(=O)CCC\C=C/C\C=C/C\C=C/CCCCCCCC InChI=1S/C41H66O5/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/h6,8,12,14,17-19,21-22,24-25,27-28,30,39,42H,3-5,7,9-11,13,15-16,20,23,26,29,31-38H2,1-2H3/b8-6-,14-12-,19-17-,21-18-,24-22-,27-25-,30-28-/t39-/m0/s1 PDFVTAGUFHLCQK-NLJQANAJSA-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 8.69 ALOGPS logs -7.56 ALOGPS logp 12.14 ChemAxon pka_strongest_acidic 14.58 ChemAxon pka_strongest_basic -3 ChemAxon iupac (2S)-1-hydroxy-3-[(6Z,9Z,12Z,15Z)-octadeca-6,9,12,15-tetraenoyloxy]propan-2-yl (5Z,8Z,11Z)-icosa-5,8,11-trienoate ChemAxon average_mass 638.9597 ChemAxon mono_mass 638.491025222 ChemAxon smiles [H][C@](CO)(COC(=O)CCCC\C=C/C\C=C/C\C=C/C\C=C/CC)OC(=O)CCC\C=C/C\C=C/C\C=C/CCCCCCCC ChemAxon formula C41H66O5 ChemAxon inchi InChI=1S/C41H66O5/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/h6,8,12,14,17-19,21-22,24-25,27-28,30,39,42H,3-5,7,9-11,13,15-16,20,23,26,29,31-38H2,1-2H3/b8-6-,14-12-,19-17-,21-18-,24-22-,27-25-,30-28-/t39-/m0/s1 ChemAxon inchikey PDFVTAGUFHLCQK-NLJQANAJSA-N ChemAxon polar_surface_area 72.83 ChemAxon refractivity 203.12 ChemAxon polarizability 79.98 ChemAxon rotatable_bond_count 33 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(18:4(6Z,9Z,12Z,15Z)/20:3(5Z,8Z,11Z)/20:3(5Z,8Z,11Z)) SMP0076077 De Novo Triacylglycerol Biosynthesis TG(18:4(6Z,9Z,12Z,15Z)/20:3(5Z,8Z,11Z)/20:3(8Z,11Z,14Z)) SMP0076078 De Novo Triacylglycerol Biosynthesis TG(18:4(6Z,9Z,12Z,15Z)/20:3(5Z,8Z,11Z)/20:4(5Z,8Z,11Z,14Z)) SMP0076079 De Novo Triacylglycerol Biosynthesis TG(18:4(6Z,9Z,12Z,15Z)/20:3(5Z,8Z,11Z)/20:4(8Z,11Z,14Z,17Z)) SMP0076080 De Novo Triacylglycerol Biosynthesis TG(18:4(6Z,9Z,12Z,15Z)/20:3(5Z,8Z,11Z)/20:5(5Z,8Z,11Z,14Z,17Z)) SMP0076081 De Novo Triacylglycerol Biosynthesis TG(18:4(6Z,9Z,12Z,15Z)/20:3(5Z,8Z,11Z)/22:0) SMP0076082 De Novo Triacylglycerol Biosynthesis TG(18:4(6Z,9Z,12Z,15Z)/20:3(5Z,8Z,11Z)/22:1(13Z)) SMP0076083 De Novo Triacylglycerol Biosynthesis TG(18:4(6Z,9Z,12Z,15Z)/20:3(5Z,8Z,11Z)/22:2(13Z,16Z)) SMP0076084 De Novo Triacylglycerol Biosynthesis TG(18:4(6Z,9Z,12Z,15Z)/20:3(5Z,8Z,11Z)/22:4(7Z,10Z,13Z,16Z)) SMP0076085 De Novo Triacylglycerol Biosynthesis TG(18:4(6Z,9Z,12Z,15Z)/20:3(5Z,8Z,11Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0076086 De Novo Triacylglycerol Biosynthesis TG(18:4(6Z,9Z,12Z,15Z)/20:3(5Z,8Z,11Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0076087 De Novo Triacylglycerol Biosynthesis TG(18:4(6Z,9Z,12Z,15Z)/20:3(5Z,8Z,11Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0076088 De Novo Triacylglycerol Biosynthesis TG(18:4(6Z,9Z,12Z,15Z)/20:3(5Z,8Z,11Z)/24:0) SMP0076089 De Novo Triacylglycerol Biosynthesis TG(18:4(6Z,9Z,12Z,15Z)/20:3(5Z,8Z,11Z)/24:1(15Z)) SMP0076090 Phosphatidylcholine Biosynthesis PC(18:4(6Z,9Z,12Z,15Z)/20:3(5Z,8Z,11Z)) SMP0080698 Phosphatidylethanolamine Biosynthesis PE(18:4(6Z,9Z,12Z,15Z)/20:3(5Z,8Z,11Z)) SMP0082504 Specdb::CMs 601783 Specdb::CMs 601784 Specdb::CMs 793343 Specdb::MsMs 604216 Specdb::MsMs 604217 Specdb::MsMs 604218 Specdb::MsMs 2336572 Specdb::MsMs 2336573 Specdb::MsMs 2336574 Specdb::MsMs 2628782 Specdb::MsMs 2628783 Specdb::MsMs 2628784 Specdb::MsMs 2678186 Specdb::MsMs 2678187 Specdb::MsMs 2678188 Specdb::MsMs 3031274 Specdb::MsMs 3031275 Specdb::MsMs 3031276 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 53478171 BMDBP00391 Ethanolaminephosphotransferase 1 Q17QM4 SELENOI Enzyme BMDBP02834 Diacylglycerol O-acyltransferase 1 Q8MK44 DGAT1 Enzyme