1.0 2018-08-29 17:09:08 UTC 2020-06-04 20:14:27 UTC BMDB0062636 BMDB62636 DG(19:0/19:0/0:0) DG(19:0/19:0/0:0), also known as diacylglycerol(38:0) or DAG(19:0/19:0), belongs to the class of organic compounds known as 1,2-diacylglycerols. These are diacylglycerols containing a glycerol acylated at positions 1 and 2. Thus, DG(19:0/19:0/0:0) is considered to be a diradylglycerol lipid molecule. DG(19:0/19:0/0:0) is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. DG(19:0/19:0/0:0) participates in a number of enzymatic reactions, within cattle. In particular, DG(19:0/19:0/0:0) can be biosynthesized from PA(19:0/19:0) through the action of the enzyme phosphatidate phosphatase. Furthermore, DG(19:0/19:0/0:0) and isotetracosanoyl-CoA can be converted into TG(19:0/19:0/i-24:0) through the action of the enzyme diacylglycerol O-acyltransferase. Furthermore, DG(19:0/19:0/0:0) can be biosynthesized from PA(19:0/19:0) through the action of the enzyme phosphatidate phosphatase. Furthermore, DG(19:0/19:0/0:0) and docosanoyl-CoA can be converted into TG(19:0/19:0/22:0); which is catalyzed by the enzyme diacylglycerol O-acyltransferase. Furthermore, DG(19:0/19:0/0:0) can be biosynthesized from PA(19:0/19:0); which is mediated by the enzyme phosphatidate phosphatase. Finally, DG(19:0/19:0/0:0) and heneicosanoyl-CoA can be converted into TG(19:0/19:0/21:0) through the action of the enzyme diacylglycerol O-acyltransferase. In cattle, DG(19:0/19:0/0:0) is involved in several metabolic pathways, some of which include de novo triacylglycerol biosynthesis TG(19:0/19:0/i-24:0) pathway, de novo triacylglycerol biosynthesis TG(19:0/19:0/22:0) pathway, de novo triacylglycerol biosynthesis TG(19:0/19:0/21:0) pathway, and de novo triacylglycerol biosynthesis TG(19:0/19:0/a-21:0) pathway. C41H80O5 653.086 652.600575676 (2R)-1-hydroxy-3-(nonadecanoyloxy)propan-2-yl nonadecanoate (2R)-1-hydroxy-3-(nonadecanoyloxy)propan-2-yl nonadecanoate [H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCC InChI=1S/C41H80O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-40(43)45-38-39(37-42)46-41(44)36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h39,42H,3-38H2,1-2H3/t39-/m1/s1 UNXQXIYZHULSKR-LDLOPFEMSA-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 logp 10.51 ALOGPS logs -7.63 ALOGPS logp 14.67 ChemAxon pka_strongest_acidic 14.58 ChemAxon pka_strongest_basic -3 ChemAxon iupac (2R)-1-hydroxy-3-(nonadecanoyloxy)propan-2-yl nonadecanoate ChemAxon average_mass 653.086 ChemAxon mono_mass 652.600575676 ChemAxon smiles [H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCC ChemAxon formula C41H80O5 ChemAxon inchi InChI=1S/C41H80O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-40(43)45-38-39(37-42)46-41(44)36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h39,42H,3-38H2,1-2H3/t39-/m1/s1 ChemAxon inchikey UNXQXIYZHULSKR-LDLOPFEMSA-N ChemAxon polar_surface_area 72.83 ChemAxon refractivity 195.3 ChemAxon polarizability 88.9 ChemAxon rotatable_bond_count 40 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(19:0/19:0/20:0) SMP0108262 De Novo Triacylglycerol Biosynthesis TG(19:0/19:0/21:0) SMP0108257 De Novo Triacylglycerol Biosynthesis TG(19:0/19:0/22:0) SMP0108278 De Novo Triacylglycerol Biosynthesis TG(19:0/19:0/a-21:0) SMP0108922 De Novo Triacylglycerol Biosynthesis TG(19:0/19:0/a-25:0) SMP0108923 De Novo Triacylglycerol Biosynthesis TG(19:0/19:0/i-21:0) SMP0108924 De Novo Triacylglycerol Biosynthesis TG(19:0/19:0/i-22:0) SMP0108925 De Novo Triacylglycerol Biosynthesis TG(19:0/19:0/i-24:0) SMP0108926 Milk 6.1 +/- 0.1 uM Commercial 1% milk by LC-HRMS Foroutan A, Guo AC, Vazquez-Fresno R, Lipfert M, Zhang L, Zheng J, Badran H, Budinski Z, Mandal R, Ametaj BN, Wishart DS: Chemical Composition of Commercial Cow's Milk. J Agric Food Chem. 2019 Apr 17. doi: 10.1021/acs.jafc.9b00204. 30994344 Milk 38 +/- 1 uM Commercial 2% milk by LC-HRMS Foroutan A, Guo AC, Vazquez-Fresno R, Lipfert M, Zhang L, Zheng J, Badran H, Budinski Z, Mandal R, Ametaj BN, Wishart DS: Chemical Composition of Commercial Cow's Milk. J Agric Food Chem. 2019 Apr 17. doi: 10.1021/acs.jafc.9b00204. 30994344 Milk 57 +/- 1 uM Commercial 3.25% milk by LC-HRMS Foroutan A, Guo AC, Vazquez-Fresno R, Lipfert M, Zhang L, Zheng J, Badran H, Budinski Z, Mandal R, Ametaj BN, Wishart DS: Chemical Composition of Commercial Cow's Milk. J Agric Food Chem. 2019 Apr 17. doi: 10.1021/acs.jafc.9b00204. 30994344 Milk 1.6 +/- 0.1 uM Commercial skim milk by LC-HRMS Foroutan A, Guo AC, Vazquez-Fresno R, Lipfert M, Zhang L, Zheng J, Badran H, Budinski Z, Mandal R, Ametaj BN, Wishart DS: Chemical Composition of Commercial Cow's Milk. J Agric Food Chem. 2019 Apr 17. doi: 10.1021/acs.jafc.9b00204. 30994344 59693136 98117759 A. Foroutan et al. The Chemical Composition of Commercial Cow's Milk (in preparation)