1.0 2016-09-30 23:31:08 UTC 2020-06-04 19:52:09 UTC BMDB0007128 BMDB07128 DG(16:1(9Z)/16:1(9Z)/0:0) DG(16:1(9Z)/16:1(9Z)/0:0), also known as diacylglycerol or DAG(16:1/16:1), 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(16:1(9Z)/16:1(9Z)/0:0) is considered to be a diradylglycerol lipid molecule. DG(16:1(9Z)/16:1(9Z)/0:0) is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. DG(16:1(9Z)/16:1(9Z)/0:0) exists in all living organisms, ranging from bacteria to humans. DG(16:1(9Z)/16:1(9Z)/0:0) participates in a number of enzymatic reactions, within cattle. In particular, CDP-Ethanolamine and DG(16:1(9Z)/16:1(9Z)/0:0) can be converted into cytidine monophosphate and PE(16:1(9Z)/16:1(9Z)); which is catalyzed by the enzyme choline/ethanolaminephosphotransferase. In addition, CDP-Choline and DG(16:1(9Z)/16:1(9Z)/0:0) can be converted into cytidine monophosphate and PC(16:1(9Z)/16:1(9Z)) through the action of the enzyme choline/ethanolaminephosphotransferase. In cattle, DG(16:1(9Z)/16:1(9Z)/0:0) is involved in the metabolic pathway called phosphatidylcholine biosynthesis PC(16:1(9Z)/16:1(9Z)) pathway. 1,2-Di-(9Z-hexadecenoyl)-sn-glycerol DAG(16:1/16:1) DAG(16:1N7/16:1N7) DAG(32:2) DG(16:1/16:1/0:0) DG(16:1W7/16:1W7) DG(32:2) 1,2-dipalmitoleoyl-rac-glycerol DG(16:1(9Z)/16:1(9Z)/0:0) Diglyceride DG(16:1/16:1) Diacylglycerol Diacylglycerol(16:1/16:1) 1,2-di(9Z-hexadecenoyl)-rac-glycerol Diacylglycerol(32:2) C35H64O5 564.8797 564.475375158 (2S)-1-[(9Z)-hexadec-9-enoyloxy]-3-hydroxypropan-2-yl (9Z)-hexadec-9-enoate diacylglycerol [H][C@](CO)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC InChI=1S/C35H64O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(37)39-32-33(31-36)40-35(38)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13-16,33,36H,3-12,17-32H2,1-2H3/b15-13-,16-14-/t33-/m0/s1 HSQHRRHRYJNSOC-DWCRPSDDSA-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 1,2-diacyl-sn-glycerol Diacylglycerols Solid logp 9.63 ALOGPS logs -7.57 ALOGPS logp 11.28 ChemAxon pka_strongest_acidic 14.58 ChemAxon pka_strongest_basic -3 ChemAxon iupac (2S)-1-[(9Z)-hexadec-9-enoyloxy]-3-hydroxypropan-2-yl (9Z)-hexadec-9-enoate ChemAxon average_mass 564.8797 ChemAxon mono_mass 564.475375158 ChemAxon smiles [H][C@](CO)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC ChemAxon formula C35H64O5 ChemAxon inchi InChI=1S/C35H64O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(37)39-32-33(31-36)40-35(38)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13-16,33,36H,3-12,17-32H2,1-2H3/b15-13-,16-14-/t33-/m0/s1 ChemAxon inchikey HSQHRRHRYJNSOC-DWCRPSDDSA-N ChemAxon polar_surface_area 72.83 ChemAxon refractivity 169.93 ChemAxon polarizability 72.16 ChemAxon rotatable_bond_count 32 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(16:1(9Z)/16:1(9Z)/16:1(9Z)) SMP0074222 De Novo Triacylglycerol Biosynthesis TG(16:1(9Z)/16:1(9Z)/18:0) SMP0074223 De Novo Triacylglycerol Biosynthesis TG(16:1(9Z)/16:1(9Z)/18:1(11Z)) SMP0074224 De Novo Triacylglycerol Biosynthesis TG(16:1(9Z)/16:1(9Z)/18:1(9Z)) SMP0074225 De Novo Triacylglycerol Biosynthesis TG(16:1(9Z)/16:1(9Z)/18:2(9Z,12Z)) SMP0074226 De Novo Triacylglycerol Biosynthesis TG(16:1(9Z)/16:1(9Z)/18:3(6Z,9Z,12Z)) SMP0074227 De Novo Triacylglycerol Biosynthesis TG(16:1(9Z)/16:1(9Z)/18:3(9Z,12Z,15Z)) SMP0074228 De Novo Triacylglycerol Biosynthesis TG(16:1(9Z)/16:1(9Z)/18:4(6Z,9Z,12Z,15Z)) SMP0074229 De Novo Triacylglycerol Biosynthesis TG(16:1(9Z)/16:1(9Z)/20:0) SMP0074230 De Novo Triacylglycerol Biosynthesis TG(16:1(9Z)/16:1(9Z)/20:1(11Z)) SMP0074231 De Novo Triacylglycerol Biosynthesis TG(16:1(9Z)/16:1(9Z)/20:2(11Z,14Z)) SMP0074232 De Novo Triacylglycerol Biosynthesis TG(16:1(9Z)/16:1(9Z)/20:3(5Z,8Z,11Z)) SMP0074233 De Novo Triacylglycerol Biosynthesis TG(16:1(9Z)/16:1(9Z)/20:3(8Z,11Z,14Z)) SMP0074234 De Novo Triacylglycerol Biosynthesis TG(16:1(9Z)/16:1(9Z)/20:4(5Z,8Z,11Z,14Z)) SMP0074235 De Novo Triacylglycerol Biosynthesis TG(16:1(9Z)/16:1(9Z)/20:4(8Z,11Z,14Z,17Z)) SMP0074236 De Novo Triacylglycerol Biosynthesis TG(16:1(9Z)/16:1(9Z)/20:5(5Z,8Z,11Z,14Z,17Z)) SMP0074237 De Novo Triacylglycerol Biosynthesis TG(16:1(9Z)/16:1(9Z)/22:0) SMP0074238 De Novo Triacylglycerol Biosynthesis TG(16:1(9Z)/16:1(9Z)/22:1(13Z)) SMP0074239 De Novo Triacylglycerol Biosynthesis TG(16:1(9Z)/16:1(9Z)/22:2(13Z,16Z)) SMP0074240 De Novo Triacylglycerol Biosynthesis TG(16:1(9Z)/16:1(9Z)/22:4(7Z,10Z,13Z,16Z)) SMP0074241 De Novo Triacylglycerol Biosynthesis TG(16:1(9Z)/16:1(9Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0074242 De Novo Triacylglycerol Biosynthesis TG(16:1(9Z)/16:1(9Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0074243 De Novo Triacylglycerol Biosynthesis TG(16:1(9Z)/16:1(9Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0074244 De Novo Triacylglycerol Biosynthesis TG(16:1(9Z)/16:1(9Z)/24:0) SMP0074245 De Novo Triacylglycerol Biosynthesis TG(16:1(9Z)/16:1(9Z)/24:1(15Z)) SMP0074246 Phosphatidylcholine Biosynthesis PC(16:1(9Z)/16:1(9Z)) SMP0080540 Phosphatidylethanolamine Biosynthesis PE(16:1(9Z)/16:1(9Z)) SMP0082343 Specdb::CMs 39250 Specdb::CMs 282098 Specdb::CMs 358990 Specdb::MsMs 640405 Specdb::MsMs 640406 Specdb::MsMs 640407 Specdb::MsMs 2421702 Specdb::MsMs 2421703 Specdb::MsMs 2421704 Specdb::MsMs 2513342 Specdb::MsMs 2513343 Specdb::MsMs 2513344 Specdb::MsMs 2889355 Specdb::MsMs 2889356 Specdb::MsMs 2889357 Specdb::MsMs 3033926 Specdb::MsMs 3033927 Specdb::MsMs 3033928 Specdb::NmrOneD 289935 Specdb::NmrOneD 289936 Specdb::NmrOneD 289937 Specdb::NmrOneD 289938 Specdb::NmrOneD 289939 Specdb::NmrOneD 289940 Specdb::NmrOneD 289941 Specdb::NmrOneD 289942 Specdb::NmrOneD 289943 Specdb::NmrOneD 289944 Specdb::NmrOneD 289945 Specdb::NmrOneD 289946 Specdb::NmrOneD 289947 Specdb::NmrOneD 289948 Specdb::NmrOneD 289949 Specdb::NmrOneD 289950 Specdb::NmrOneD 289951 Specdb::NmrOneD 289952 Specdb::NmrOneD 289953 Specdb::NmrOneD 289954 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 Milk 2.90 +/- 0.11 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 4.0 +/- 0.1 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 5.8 +/- 0.2 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 0.83 +/- 0.02 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 9543679 7822629 84417 A. Foroutan et al. The Chemical Composition of Commercial Cow's Milk (in preparation) BMDBP00391 Ethanolaminephosphotransferase 1 Q17QM4 SELENOI Enzyme BMDBP02834 Diacylglycerol O-acyltransferase 1 Q8MK44 DGAT1 Enzyme