1.0 2016-09-30 23:39:37 UTC 2020-05-21 16:28:04 UTC BMDB0007551 BMDB07551 DG(20:4(8Z,11Z,14Z,17Z)/22:1(13Z)/0:0) DG(20:4(8Z,11Z,14Z,17Z)/22:1(13Z)/0:0), also known as dg(20:4(8z,11z,14z,17z)/22:1(13z)/0:0) or DG(20:4/22:1), belongs to the class of organic compounds known as 1,2-dg(20:4(8z,11z,14z,17z)/22:1(13z)/0:0)s. These are dg(20:4(8z,11z,14z,17z)/22:1(13z)/0:0)s containing a glycerol acylated at positions 1 and 2. DG(20:4(8Z,11Z,14Z,17Z)/22:1(13Z)/0:0) is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). DG(20:4(8Z,11Z,14Z,17Z)/22:1(13Z)/0:0) participates in a number of enzymatic reactions, within cattle. In particular, DG(20:4(8Z,11Z,14Z,17Z)/22:1(13Z)/0:0) can be biosynthesized from PA(20:4(8Z,11Z,14Z,17Z)/22:1(13Z)); which is catalyzed by the enzyme phosphatidate phosphatase. Furthermore, DG(20:4(8Z,11Z,14Z,17Z)/22:1(13Z)/0:0) and erucoyl-CoA can be converted into TG(20:4(8Z,11Z,14Z,17Z)/22:1(13Z)/22:1(13Z)) through its interaction with the enzyme dg(20:4(8z,11z,14z,17z)/22:1(13z)/0:0) O-acyltransferase. Furthermore, DG(20:4(8Z,11Z,14Z,17Z)/22:1(13Z)/0:0) can be biosynthesized from PA(20:4(8Z,11Z,14Z,17Z)/22:1(13Z)) through its interaction with the enzyme phosphatidate phosphatase. Furthermore, DG(20:4(8Z,11Z,14Z,17Z)/22:1(13Z)/0:0) and nervonoyl-CoA can be converted into TG(20:4(8Z,11Z,14Z,17Z)/22:1(13Z)/24:1(15Z)); which is catalyzed by the enzyme dg(20:4(8z,11z,14z,17z)/22:1(13z)/0:0) O-acyltransferase. Finally, CDP-Ethanolamine and DG(20:4(8Z,11Z,14Z,17Z)/22:1(13Z)/0:0) can be converted into cytidine monophosphate and PE(20:4(8Z,11Z,14Z,17Z)/22:1(13Z)) through its interaction with the enzyme choline/ethanolaminephosphotransferase. In cattle, DG(20:4(8Z,11Z,14Z,17Z)/22:1(13Z)/0:0) is involved in several metabolic pathways, some of which include de novo triacylglycerol biosynthesis TG(20:4(8Z,11Z,14Z,17Z)/22:1(13Z)/22:1(13Z)) pathway, de novo triacylglycerol biosynthesis TG(20:4(8Z,11Z,14Z,17Z)/22:1(13Z)/24:1(15Z)) pathway, phosphatidylethanolamine biosynthesis pe(20:4(8Z,11Z,14Z,17Z)/22:1(13Z)) pathway, and de novo triacylglycerol biosynthesis TG(20:4(8Z,11Z,14Z,17Z)/22:1(13Z)/22:2(13Z,16Z)) pathway. Diacylglycerol(20:4/22:1) Diglyceride Diacylglycerol(42:5) 1-Eicsoatetraenoyl-2-erucoyl-sn-glycerol DAG(42:5) Diacylglycerol DG(20:4/22:1) DAG(20:4/22:1) 1-(8Z,11Z,14Z,17Z-Eicosapentaenoyl)-2-(13Z-docosenoyl)-sn-glycerol DG(42:5) DG(20:4(8Z,11Z,14Z,17Z)/22:1(13Z)/0:0) C45H78O5 699.0978 698.584925606 (2S)-1-hydroxy-3-[(8Z,11Z,14Z,17Z)-icosa-8,11,14,17-tetraenoyloxy]propan-2-yl (13Z)-docos-13-enoate (2S)-1-hydroxy-3-[(8Z,11Z,14Z,17Z)-icosa-8,11,14,17-tetraenoyloxy]propan-2-yl (13Z)-docos-13-enoate [H][C@](CO)(COC(=O)CCCCCC\C=C/C\C=C/C\C=C/C\C=C/CC)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC InChI=1S/C45H78O5/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/h6,8,12,14,17-20,25,27,43,46H,3-5,7,9-11,13,15-16,21-24,26,28-42H2,1-2H3/b8-6-,14-12-,19-17-,20-18-,27-25-/t43-/m0/s1 PGYSGDSNGIWYKO-BEDCZJCRSA-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 10.35 ALOGPS logs -7.82 ALOGPS logp 14.64 ChemAxon pka_strongest_acidic 14.58 ChemAxon pka_strongest_basic -3 ChemAxon iupac (2S)-1-hydroxy-3-[(8Z,11Z,14Z,17Z)-icosa-8,11,14,17-tetraenoyloxy]propan-2-yl (13Z)-docos-13-enoate ChemAxon average_mass 699.0978 ChemAxon mono_mass 698.584925606 ChemAxon smiles [H][C@](CO)(COC(=O)CCCCCC\C=C/C\C=C/C\C=C/C\C=C/CC)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC ChemAxon formula C45H78O5 ChemAxon inchi InChI=1S/C45H78O5/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/h6,8,12,14,17-20,25,27,43,46H,3-5,7,9-11,13,15-16,21-24,26,28-42H2,1-2H3/b8-6-,14-12-,19-17-,20-18-,27-25-/t43-/m0/s1 ChemAxon inchikey PGYSGDSNGIWYKO-BEDCZJCRSA-N ChemAxon polar_surface_area 72.83 ChemAxon refractivity 219.29 ChemAxon polarizability 89.51 ChemAxon rotatable_bond_count 39 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(20:4(8Z,11Z,14Z,17Z)/22:1(13Z)/22:1(13Z)) SMP0076895 De Novo Triacylglycerol Biosynthesis TG(20:4(8Z,11Z,14Z,17Z)/22:1(13Z)/22:2(13Z,16Z)) SMP0076896 De Novo Triacylglycerol Biosynthesis TG(20:4(8Z,11Z,14Z,17Z)/22:1(13Z)/22:4(7Z,10Z,13Z,16Z)) SMP0076897 De Novo Triacylglycerol Biosynthesis TG(20:4(8Z,11Z,14Z,17Z)/22:1(13Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0076898 De Novo Triacylglycerol Biosynthesis TG(20:4(8Z,11Z,14Z,17Z)/22:1(13Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0076899 De Novo Triacylglycerol Biosynthesis TG(20:4(8Z,11Z,14Z,17Z)/22:1(13Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0076900 De Novo Triacylglycerol Biosynthesis TG(20:4(8Z,11Z,14Z,17Z)/22:1(13Z)/24:0) SMP0076901 De Novo Triacylglycerol Biosynthesis TG(20:4(8Z,11Z,14Z,17Z)/22:1(13Z)/24:1(15Z)) SMP0076902 Phosphatidylcholine Biosynthesis PC(20:4(8Z,11Z,14Z,17Z)/22:1(13Z)) SMP0080802 Phosphatidylethanolamine Biosynthesis PE(20:4(8Z,11Z,14Z,17Z)/22:1(13Z)) SMP0082611 Specdb::MsMs 648391 Specdb::MsMs 648392 Specdb::MsMs 648393 Specdb::MsMs 2355054 Specdb::MsMs 2355055 Specdb::MsMs 2355056 Specdb::MsMs 2661934 Specdb::MsMs 2661935 Specdb::MsMs 2661936 Specdb::MsMs 3001234 Specdb::MsMs 3001235 Specdb::MsMs 3001236 Specdb::MsMs 3020307 Specdb::MsMs 3020308 Specdb::MsMs 3020309 Specdb::CMs 748669 Specdb::CMs 748670 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 53478329 BMDBP00391 Ethanolaminephosphotransferase 1 Q17QM4 SELENOI Enzyme BMDBP02834 Diacylglycerol O-acyltransferase 1 Q8MK44 DGAT1 Enzyme