1.0 2016-09-30 23:36:46 UTC 2020-05-21 16:28:00 UTC BMDB0007409 BMDB07409 DG(20:1(11Z)/22:5(4Z,7Z,10Z,13Z,16Z)/0:0) DG(20:1(11Z)/22:5(4Z,7Z,10Z,13Z,16Z)/0:0), also known as DAG(20:1/22:5) or dg(20:1(11z)/22:5(4z,7z,10z,13z,16z)/0:0), belongs to the class of organic compounds known as 1,2-dg(20:1(11z)/22:5(4z,7z,10z,13z,16z)/0:0)s. These are dg(20:1(11z)/22:5(4z,7z,10z,13z,16z)/0:0)s containing a glycerol acylated at positions 1 and 2. DG(20:1(11Z)/22:5(4Z,7Z,10Z,13Z,16Z)/0:0) is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). DG(20:1(11Z)/22:5(4Z,7Z,10Z,13Z,16Z)/0:0) participates in a number of enzymatic reactions, within cattle. In particular, DG(20:1(11Z)/22:5(4Z,7Z,10Z,13Z,16Z)/0:0) can be biosynthesized from PA(20:1(11Z)/22:5(4Z,7Z,10Z,13Z,16Z)); which is mediated by the enzyme phosphatidate phosphatase. Furthermore, DG(20:1(11Z)/22:5(4Z,7Z,10Z,13Z,16Z)/0:0) and nervonoyl-CoA can be converted into TG(20:1(11Z)/22:5(4Z,7Z,10Z,13Z,16Z)/24:1(15Z)); which is catalyzed by the enzyme dg(20:1(11z)/22:5(4z,7z,10z,13z,16z)/0:0) O-acyltransferase. Furthermore, DG(20:1(11Z)/22:5(4Z,7Z,10Z,13Z,16Z)/0:0) can be biosynthesized from PA(20:1(11Z)/22:5(4Z,7Z,10Z,13Z,16Z)) through its interaction with the enzyme phosphatidate phosphatase. Finally, DG(20:1(11Z)/22:5(4Z,7Z,10Z,13Z,16Z)/0:0) and tetracosanoyl-CoA can be converted into TG(20:1(11Z)/22:5(4Z,7Z,10Z,13Z,16Z)/24:0); which is mediated by the enzyme dg(20:1(11z)/22:5(4z,7z,10z,13z,16z)/0:0) O-acyltransferase. In cattle, DG(20:1(11Z)/22:5(4Z,7Z,10Z,13Z,16Z)/0:0) is involved in a couple of metabolic pathways, which include de novo triacylglycerol biosynthesis TG(20:1(11Z)/22:5(4Z,7Z,10Z,13Z,16Z)/24:1(15Z)) pathway and de novo triacylglycerol biosynthesis TG(20:1(11Z)/22:5(4Z,7Z,10Z,13Z,16Z)/24:0) pathway. DAG(20:1/22:5) DG(42:6) 1-Eicosenoyl-2-osbondoyl-sn-glycerol Diglyceride Diacylglycerol(42:6) DG(20:1/22:5) Diacylglycerol DAG(42:6) 1-(11-Eicosenoyl)-2-(4Z,7Z,10Z,13Z,16Z-docosapentaenoyl)-sn-glycerol Diacylglycerol(20:1/22:5) DG(20:1(11Z)/22:5(4Z,7Z,10Z,13Z,16Z)/0:0) C45H76O5 697.0819 696.569275542 (2S)-1-hydroxy-3-[(11Z)-icos-11-enoyloxy]propan-2-yl (4Z,7Z,10Z,13Z,16Z)-docosa-4,7,10,13,16-pentaenoate diacylglycerol [H][C@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCCC InChI=1S/C45H76O5/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/h11,13,17-20,22,24,28,30,34,36,43,46H,3-10,12,14-16,21,23,25-27,29,31-33,35,37-42H2,1-2H3/b13-11-,19-17-,20-18-,24-22-,30-28-,36-34-/t43-/m0/s1 IXQXJHUJJUMUKV-VEVSMCONSA-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 10.12 ALOGPS logs -7.87 ALOGPS logp 14.28 ChemAxon pka_strongest_acidic 14.58 ChemAxon pka_strongest_basic -3 ChemAxon iupac (2S)-1-hydroxy-3-[(11Z)-icos-11-enoyloxy]propan-2-yl (4Z,7Z,10Z,13Z,16Z)-docosa-4,7,10,13,16-pentaenoate ChemAxon average_mass 697.0819 ChemAxon mono_mass 696.569275542 ChemAxon smiles [H][C@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCCC ChemAxon formula C45H76O5 ChemAxon inchi InChI=1S/C45H76O5/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/h11,13,17-20,22,24,28,30,34,36,43,46H,3-10,12,14-16,21,23,25-27,29,31-33,35,37-42H2,1-2H3/b13-11-,19-17-,20-18-,24-22-,30-28-,36-34-/t43-/m0/s1 ChemAxon inchikey IXQXJHUJJUMUKV-VEVSMCONSA-N ChemAxon polar_surface_area 72.83 ChemAxon refractivity 220.41 ChemAxon polarizability 88.19 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)/22:5(4Z,7Z,10Z,13Z,16Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0076456 De Novo Triacylglycerol Biosynthesis TG(20:1(11Z)/22:5(4Z,7Z,10Z,13Z,16Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0076457 De Novo Triacylglycerol Biosynthesis TG(20:1(11Z)/22:5(4Z,7Z,10Z,13Z,16Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0076458 De Novo Triacylglycerol Biosynthesis TG(20:1(11Z)/22:5(4Z,7Z,10Z,13Z,16Z)/24:0) SMP0076459 De Novo Triacylglycerol Biosynthesis TG(20:1(11Z)/22:5(4Z,7Z,10Z,13Z,16Z)/24:1(15Z)) SMP0076460 Phosphatidylcholine Biosynthesis PC(20:1(11Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0080740 Phosphatidylethanolamine Biosynthesis PE(20:1(11Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0082548 Specdb::CMs 746803 Specdb::CMs 746804 Specdb::MsMs 569998 Specdb::MsMs 569999 Specdb::MsMs 570000 Specdb::MsMs 2523609 Specdb::MsMs 2523610 Specdb::MsMs 2523611 Specdb::MsMs 2577390 Specdb::MsMs 2577391 Specdb::MsMs 2577392 Specdb::MsMs 2816998 Specdb::MsMs 2816999 Specdb::MsMs 2817000 Specdb::MsMs 2888329 Specdb::MsMs 2888330 Specdb::MsMs 2888331 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 53478216 FDB024602 BMDBP00391 Ethanolaminephosphotransferase 1 Q17QM4 SELENOI Enzyme BMDBP02834 Diacylglycerol O-acyltransferase 1 Q8MK44 DGAT1 Enzyme