1.0 2016-09-30 23:31:51 UTC 2020-05-21 16:26:27 UTC BMDB0007164 BMDB07164 DG(18:0/18:4(6Z,9Z,12Z,15Z)/0:0) DG(18:0/18:4(6Z,9Z,12Z,15Z)/0:0), also known as DG(18:0/18:4) or dg(18:0/18:4(6z,9z,12z,15z)/0:0), belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions. DG(18:0/18:4(6Z,9Z,12Z,15Z)/0:0) is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). DG(18:0/18:4(6Z,9Z,12Z,15Z)/0:0) participates in a number of enzymatic reactions, within cattle. In particular, DG(18:0/18:4(6Z,9Z,12Z,15Z)/0:0) can be biosynthesized from PA(18:0/18:4(6Z,9Z,12Z,15Z)); which is mediated by the enzyme phosphatidate phosphatase. Furthermore, DG(18:0/18:4(6Z,9Z,12Z,15Z)/0:0) and meadoyl-CoA can be converted into TG(18:0/18:4(6Z,9Z,12Z,15Z)/20:3(5Z,8Z,11Z)) through its interaction with the enzyme dg(18:0/18:4(6z,9z,12z,15z)/0:0) O-acyltransferase. Furthermore, DG(18:0/18:4(6Z,9Z,12Z,15Z)/0:0) can be biosynthesized from PA(18:0/18:4(6Z,9Z,12Z,15Z)) through the action of the enzyme phosphatidate phosphatase. Furthermore, DG(18:0/18:4(6Z,9Z,12Z,15Z)/0:0) and docosadienoyl-CoA can be converted into TG(18:0/18:4(6Z,9Z,12Z,15Z)/22:2(13Z,16Z)) through its interaction with the enzyme dg(18:0/18:4(6z,9z,12z,15z)/0:0) O-acyltransferase. Furthermore, DG(18:0/18:4(6Z,9Z,12Z,15Z)/0:0) can be biosynthesized from PA(18:0/18:4(6Z,9Z,12Z,15Z)); which is mediated by the enzyme phosphatidate phosphatase. Finally, DG(18:0/18:4(6Z,9Z,12Z,15Z)/0:0) and tetracosanoyl-CoA can be converted into TG(18:0/18:4(6Z,9Z,12Z,15Z)/24:0); which is mediated by the enzyme dg(18:0/18:4(6z,9z,12z,15z)/0:0) O-acyltransferase. In cattle, DG(18:0/18:4(6Z,9Z,12Z,15Z)/0:0) is involved in a few metabolic pathways, which include de novo triacylglycerol biosynthesis TG(18:0/18:4(6Z,9Z,12Z,15Z)/20:3(5Z,8Z,11Z)) pathway, de novo triacylglycerol biosynthesis TG(18:0/18:4(6Z,9Z,12Z,15Z)/22:2(13Z,16Z)) pathway, and de novo triacylglycerol biosynthesis TG(18:0/18:4(6Z,9Z,12Z,15Z)/24:0) pathway. DG(18:0/18:4) Diacylglycerol(18:0/18:4) 1-Stearoyl-2-stearidonoyl-sn-glycerol DG(36:4) Diglyceride Diacylglycerol(36:4) Diacylglycerol DAG(36:4) 1-Octadecanoyl-2-(6Z,9Z,12Z,15Z-octadecatetraenoyl)-sn-glycerol DAG(18:0/18:4) DG(18:0/18:4(6Z,9Z,12Z,15Z)/0:0) C39H68O5 616.9542 616.506675286 (2S)-1-hydroxy-3-(octadecanoyloxy)propan-2-yl (6Z,9Z,12Z,15Z)-octadeca-6,9,12,15-tetraenoate diacylglycerol [H][C@](CO)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCC\C=C/C\C=C/C\C=C/C\C=C/CC InChI=1S/C39H68O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-36-37(35-40)44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h6,8,12,14,18,20,24,26,37,40H,3-5,7,9-11,13,15-17,19,21-23,25,27-36H2,1-2H3/b8-6-,14-12-,20-18-,26-24-/t37-/m0/s1 OAKDWRRHCIWFLL-XTSWYEAGSA-N belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions. Organic compounds Lipids and lipid-like molecules Fatty Acyls Lineolic acids and derivatives Lineolic acids and derivatives 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 Diacylglycerol Dicarboxylic acid or derivatives Diradylglycerol Fatty acid ester Glycerolipid Hydrocarbon derivative Octadecanoid Organic oxide Organic oxygen compound Organooxygen compound Primary alcohol Aliphatic acyclic compounds Solid logp 9.87 ALOGPS logs -7.58 ALOGPS logp 12.33 ChemAxon pka_strongest_acidic 14.58 ChemAxon pka_strongest_basic -3 ChemAxon iupac (2S)-1-hydroxy-3-(octadecanoyloxy)propan-2-yl (6Z,9Z,12Z,15Z)-octadeca-6,9,12,15-tetraenoate ChemAxon average_mass 616.9542 ChemAxon mono_mass 616.506675286 ChemAxon smiles [H][C@](CO)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCC\C=C/C\C=C/C\C=C/C\C=C/CC ChemAxon formula C39H68O5 ChemAxon inchi InChI=1S/C39H68O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-36-37(35-40)44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h6,8,12,14,18,20,24,26,37,40H,3-5,7,9-11,13,15-17,19,21-23,25,27-36H2,1-2H3/b8-6-,14-12-,20-18-,26-24-/t37-/m0/s1 ChemAxon inchikey OAKDWRRHCIWFLL-XTSWYEAGSA-N ChemAxon polar_surface_area 72.83 ChemAxon refractivity 190.57 ChemAxon polarizability 77.99 ChemAxon rotatable_bond_count 34 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(18:0/18:4(6Z,9Z,12Z,15Z)/18:4(6Z,9Z,12Z,15Z)) SMP0074676 De Novo Triacylglycerol Biosynthesis TG(18:0/18:4(6Z,9Z,12Z,15Z)/20:0) SMP0074677 De Novo Triacylglycerol Biosynthesis TG(18:0/18:4(6Z,9Z,12Z,15Z)/20:1(11Z)) SMP0074678 De Novo Triacylglycerol Biosynthesis TG(18:0/18:4(6Z,9Z,12Z,15Z)/20:2(11Z,14Z)) SMP0074679 De Novo Triacylglycerol Biosynthesis TG(18:0/18:4(6Z,9Z,12Z,15Z)/20:3(5Z,8Z,11Z)) SMP0074680 De Novo Triacylglycerol Biosynthesis TG(18:0/18:4(6Z,9Z,12Z,15Z)/20:3(8Z,11Z,14Z)) SMP0074681 De Novo Triacylglycerol Biosynthesis TG(18:0/18:4(6Z,9Z,12Z,15Z)/20:4(5Z,8Z,11Z,14Z)) SMP0074682 De Novo Triacylglycerol Biosynthesis TG(18:0/18:4(6Z,9Z,12Z,15Z)/20:4(8Z,11Z,14Z,17Z)) SMP0074683 De Novo Triacylglycerol Biosynthesis TG(18:0/18:4(6Z,9Z,12Z,15Z)/20:5(5Z,8Z,11Z,14Z,17Z)) SMP0074685 De Novo Triacylglycerol Biosynthesis TG(18:0/18:4(6Z,9Z,12Z,15Z)/22:0) SMP0074686 De Novo Triacylglycerol Biosynthesis TG(18:0/18:4(6Z,9Z,12Z,15Z)/22:1(13Z)) SMP0074687 De Novo Triacylglycerol Biosynthesis TG(18:0/18:4(6Z,9Z,12Z,15Z)/22:2(13Z,16Z)) SMP0074688 De Novo Triacylglycerol Biosynthesis TG(18:0/18:4(6Z,9Z,12Z,15Z)/22:4(7Z,10Z,13Z,16Z)) SMP0074689 De Novo Triacylglycerol Biosynthesis TG(18:0/18:4(6Z,9Z,12Z,15Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0074690 De Novo Triacylglycerol Biosynthesis TG(18:0/18:4(6Z,9Z,12Z,15Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0074691 De Novo Triacylglycerol Biosynthesis TG(18:0/18:4(6Z,9Z,12Z,15Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0074692 De Novo Triacylglycerol Biosynthesis TG(18:0/18:4(6Z,9Z,12Z,15Z)/24:0) SMP0074693 De Novo Triacylglycerol Biosynthesis TG(18:0/18:4(6Z,9Z,12Z,15Z)/24:1(15Z)) SMP0074694 Phosphatidylcholine Biosynthesis PC(18:0/18:4(6Z,9Z,12Z,15Z)) SMP0080571 Phosphatidylethanolamine Biosynthesis PE(18:0/18:4(6Z,9Z,12Z,15Z)) SMP0082374 Specdb::CMs 39277 Specdb::CMs 540895 Specdb::CMs 792712 Specdb::MsMs 595426 Specdb::MsMs 595427 Specdb::MsMs 595428 Specdb::MsMs 2308896 Specdb::MsMs 2308897 Specdb::MsMs 2308898 Specdb::MsMs 2357697 Specdb::MsMs 2357698 Specdb::MsMs 2357699 Specdb::MsMs 2656267 Specdb::MsMs 2656268 Specdb::MsMs 2656269 Specdb::MsMs 2705027 Specdb::MsMs 2705028 Specdb::MsMs 2705029 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 53478051 FDB024358 88520 BMDBP00391 Ethanolaminephosphotransferase 1 Q17QM4 SELENOI Enzyme