1.0 2018-08-29 17:08:44 UTC 2020-06-04 20:13:56 UTC BMDB0062611 BMDB62611 DG(14:0/20:1(11Z)/0:0)[iso2] DG(14:0/20:1(11Z)/0:0), also known as DG(14:0/20:1) or diacylglycerol(34:1), 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(14:0/20:1(11Z)/0:0) is considered to be a diradylglycerol lipid molecule. DG(14:0/20:1(11Z)/0:0) is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. DG(14:0/20:1(11Z)/0:0) participates in a number of enzymatic reactions, within cattle. In particular, DG(14:0/20:1(11Z)/0:0) can be biosynthesized from PA(14:0/20:1(11Z)); which is catalyzed by the enzyme phosphatidate phosphatase. Furthermore, DG(14:0/20:1(11Z)/0:0) and gondoyl-CoA can be converted into TG(14:0/20:1(11Z)/20:1(11Z)); which is catalyzed by the enzyme diacylglycerol O-acyltransferase. Furthermore, DG(14:0/20:1(11Z)/0:0) can be biosynthesized from PA(14:0/20:1(11Z)) through the action of the enzyme phosphatidate phosphatase. Furthermore, DG(14:0/20:1(11Z)/0:0) and docosanoyl-CoA can be converted into TG(14:0/20:1(11Z)/22:0) through the action of the enzyme diacylglycerol O-acyltransferase. Furthermore, DG(14:0/20:1(11Z)/0:0) can be biosynthesized from PA(14:0/20:1(11Z)); which is catalyzed by the enzyme phosphatidate phosphatase. Finally, DG(14:0/20:1(11Z)/0:0) and clupanodonoyl-CoA can be converted into TG(14:0/20:1(11Z)/22:5(7Z,10Z,13Z,16Z,19Z)); which is catalyzed by the enzyme diacylglycerol O-acyltransferase. In cattle, DG(14:0/20:1(11Z)/0:0) is involved in a few metabolic pathways, which include de novo triacylglycerol biosynthesis TG(14:0/20:1(11Z)/20:1(11Z)) pathway, de novo triacylglycerol biosynthesis TG(14:0/20:1(11Z)/22:0) pathway, and de novo triacylglycerol biosynthesis TG(14:0/20:1(11Z)/22:5(7Z,10Z,13Z,16Z,19Z)) pathway. C37H70O5 594.962 594.522325354 (2R)-1-hydroxy-3-(tetradecanoyloxy)propan-2-yl (11Z)-icos-11-enoate (2R)-1-hydroxy-3-(tetradecanoyloxy)propan-2-yl (11Z)-icos-11-enoate [H][C@@](CO)(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC InChI=1S/C37H70O5/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-37(40)42-35(33-38)34-41-36(39)31-29-27-25-23-21-14-12-10-8-6-4-2/h16-17,35,38H,3-15,18-34H2,1-2H3/b17-16-/t35-/m1/s1 VQOIASKPUKUIDV-XHYHITGYSA-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 10.10 ALOGPS logs -7.54 ALOGPS logp 12.53 ChemAxon pka_strongest_acidic 14.58 ChemAxon pka_strongest_basic -3 ChemAxon iupac (2R)-1-hydroxy-3-(tetradecanoyloxy)propan-2-yl (11Z)-icos-11-enoate ChemAxon average_mass 594.962 ChemAxon mono_mass 594.522325354 ChemAxon smiles [H][C@@](CO)(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC ChemAxon formula C37H70O5 ChemAxon inchi InChI=1S/C37H70O5/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-37(40)42-35(33-38)34-41-36(39)31-29-27-25-23-21-14-12-10-8-6-4-2/h16-17,35,38H,3-15,18-34H2,1-2H3/b17-16-/t35-/m1/s1 ChemAxon inchikey VQOIASKPUKUIDV-XHYHITGYSA-N ChemAxon polar_surface_area 72.83 ChemAxon refractivity 178.02 ChemAxon polarizability 78.7 ChemAxon rotatable_bond_count 35 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 Specdb::CMs 1087663 Specdb::MsMs 183412 Milk 33 +/- 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 42 +/- 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 55 +/- 2 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 10 +/- 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 A. Foroutan et al. The Chemical Composition of Commercial Cow's Milk (in preparation)