1.0 2016-09-30 23:40:46 UTC 2020-05-21 16:28:05 UTC BMDB0007608 BMDB07608 DG(22:0/22:0/0:0) DG(22:0/22:0/0:0), also known as DG(22:0/22:0) or dg(22:0/22:0/0:0), belongs to the class of organic compounds known as 1,2-dg(22:0/22:0/0:0)s. These are dg(22:0/22:0/0:0)s containing a glycerol acylated at positions 1 and 2. Thus, DG(22:0/22:0/0:0) is considered to be a diradylglycerol lipid molecule. DG(22:0/22:0/0:0) is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. DG(22:0/22:0/0:0) participates in a number of enzymatic reactions, within cattle. In particular, DG(22:0/22:0/0:0) can be biosynthesized from PA(22:0/22:0); which is mediated by the enzyme phosphatidate phosphatase. In addition, DG(22:0/22:0/0:0) and docosanoyl-CoA can be converted into TG(22:0/22:0/22:0) through the action of the enzyme dg(22:0/22:0/0:0) O-acyltransferase. In cattle, DG(22:0/22:0/0:0) is involved in the metabolic pathway called de novo triacylglycerol biosynthesis TG(22:0/22:0/22:0) pathway. DG(22:0/22:0) Diacylglycerol(44:0) DAG(44:0) DG(44:0) Diglyceride Diacylglycerol(22:0/22:0) Diacylglycerol 1,2-Dibehenoyl-rac-glycerol 1,2-Didocosanoyl-rac-glycerol DAG(22:0/22:0) DG(22:0/22:0/0:0) C47H92O5 737.2304 736.694476054 (2S)-1-(docosanoyloxy)-3-hydroxypropan-2-yl docosanoate diacylglycerol [H][C@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC InChI=1S/C47H92O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-46(49)51-44-45(43-48)52-47(50)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h45,48H,3-44H2,1-2H3/t45-/m0/s1 GNWCZBXSKIIURR-GWHBCOKCSA-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 Diacylglycerols Solid logp 10.79 ALOGPS logs -7.75 ALOGPS logp 17.34 ChemAxon pka_strongest_acidic 14.58 ChemAxon pka_strongest_basic -3 ChemAxon iupac (2S)-1-(docosanoyloxy)-3-hydroxypropan-2-yl docosanoate ChemAxon average_mass 737.2304 ChemAxon mono_mass 736.694476054 ChemAxon smiles [H][C@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC ChemAxon formula C47H92O5 ChemAxon inchi InChI=1S/C47H92O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-46(49)51-44-45(43-48)52-47(50)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h45,48H,3-44H2,1-2H3/t45-/m0/s1 ChemAxon inchikey GNWCZBXSKIIURR-GWHBCOKCSA-N ChemAxon polar_surface_area 72.83 ChemAxon refractivity 222.91 ChemAxon polarizability 101.12 ChemAxon rotatable_bond_count 46 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(22:0/22:0/10:0) SMP0108424 De Novo Triacylglycerol Biosynthesis TG(22:0/22:0/12:0) SMP0108435 De Novo Triacylglycerol Biosynthesis TG(22:0/22:0/13:0) SMP0108433 De Novo Triacylglycerol Biosynthesis TG(22:0/22:0/17:0) SMP0108438 De Novo Triacylglycerol Biosynthesis TG(22:0/22:0/22:0) SMP0076986 De Novo Triacylglycerol Biosynthesis TG(22:0/22:0/22:1(13Z)) SMP0076987 De Novo Triacylglycerol Biosynthesis TG(22:0/22:0/22:2(13Z,16Z)) SMP0076988 De Novo Triacylglycerol Biosynthesis TG(22:0/22:0/22:4(7Z,10Z,13Z,16Z)) SMP0076989 De Novo Triacylglycerol Biosynthesis TG(22:0/22:0/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0076990 De Novo Triacylglycerol Biosynthesis TG(22:0/22:0/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0076991 De Novo Triacylglycerol Biosynthesis TG(22:0/22:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0076992 De Novo Triacylglycerol Biosynthesis TG(22:0/22:0/24:0) SMP0076993 De Novo Triacylglycerol Biosynthesis TG(22:0/22:0/24:1(15Z)) SMP0076994 De Novo Triacylglycerol Biosynthesis TG(22:0/22:0/8:0) SMP0108441 De Novo Triacylglycerol Biosynthesis TG(22:0/22:0/a-13:0) SMP0109879 De Novo Triacylglycerol Biosynthesis TG(22:0/22:0/a-15:0) SMP0109880 De Novo Triacylglycerol Biosynthesis TG(22:0/22:0/a-17:0) SMP0109881 De Novo Triacylglycerol Biosynthesis TG(22:0/22:0/a-21:0) SMP0109882 De Novo Triacylglycerol Biosynthesis TG(22:0/22:0/a-25:0) SMP0109883 De Novo Triacylglycerol Biosynthesis TG(22:0/22:0/i-12:0) SMP0109884 De Novo Triacylglycerol Biosynthesis TG(22:0/22:0/i-13:0) SMP0109885 De Novo Triacylglycerol Biosynthesis TG(22:0/22:0/i-14:0) SMP0109886 De Novo Triacylglycerol Biosynthesis TG(22:0/22:0/i-15:0) SMP0109887 De Novo Triacylglycerol Biosynthesis TG(22:0/22:0/i-16:0) SMP0109888 De Novo Triacylglycerol Biosynthesis TG(22:0/22:0/i-17:0) SMP0109889 De Novo Triacylglycerol Biosynthesis TG(22:0/22:0/i-18:0) SMP0109890 De Novo Triacylglycerol Biosynthesis TG(22:0/22:0/i-19:0) SMP0109891 De Novo Triacylglycerol Biosynthesis TG(22:0/22:0/i-20:0) SMP0109892 De Novo Triacylglycerol Biosynthesis TG(22:0/22:0/i-21:0) SMP0109893 De Novo Triacylglycerol Biosynthesis TG(22:0/22:0/i-22:0) SMP0109894 De Novo Triacylglycerol Biosynthesis TG(22:0/22:0/i-24:0) SMP0109895 Phosphatidylcholine Biosynthesis PC(22:0/22:0) SMP0080820 Phosphatidylethanolamine Biosynthesis PE(22:0/22:0) SMP0082629 Specdb::CMs 767677 Specdb::CMs 767678 Specdb::MsMs 685864 Specdb::MsMs 685865 Specdb::MsMs 685866 Specdb::MsMs 1469204 Specdb::MsMs 1469205 Specdb::MsMs 1469206 Specdb::MsMs 2268122 Specdb::MsMs 2268123 Specdb::MsMs 2268124 Specdb::MsMs 2396826 Specdb::MsMs 2396827 Specdb::MsMs 2396828 Specdb::MsMs 2682729 Specdb::MsMs 2682730 Specdb::MsMs 2682731 Specdb::MsMs 3022638 Specdb::MsMs 3022639 Specdb::MsMs 3022640 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 FDB024801 9543923 BMDBP00391 Ethanolaminephosphotransferase 1 Q17QM4 SELENOI Enzyme BMDBP02834 Diacylglycerol O-acyltransferase 1 Q8MK44 DGAT1 Enzyme