2.0 2015-09-08 20:08:02 -0600 2015-09-14 11:20:14 -0600 ECMDB24761 M2MDB006878 DG(12:0(3-OH)/19:iso/0:0) DG(12:0(3-OH)/19:iso/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(12:0(3-OH)/19:iso/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway. C34H66O6 570.896 570.485939845 1-hydroxy-3-[(3-hydroxydodecanoyl)oxy]propan-2-yl 17-methyloctadecanoate 1-hydroxy-3-[(3-hydroxydodecanoyl)oxy]propan-2-yl 17-methyloctadecanoate CCCCCCCCCC(O)CC(=O)OCC(CO)OC(=O)CCCCCCCCCCCCCCCC(C)C InChI=1S/C34H66O6/c1-4-5-6-7-15-19-22-25-31(36)27-34(38)39-29-32(28-35)40-33(37)26-23-20-17-14-12-10-8-9-11-13-16-18-21-24-30(2)3/h30-32,35-36H,4-29H2,1-3H3 FNLASISZIWVGMK-UHFFFAOYSA-N logp 8.78 ALOGPS logs -6.98 ALOGPS solubility 5.97e-05 g/l ALOGPS logp 10.17 ChemAxon pka_strongest_acidic 14.44 ChemAxon pka_strongest_basic -2.8 ChemAxon iupac 1-hydroxy-3-[(3-hydroxydodecanoyl)oxy]propan-2-yl 17-methyloctadecanoate ChemAxon average_mass 570.896 ChemAxon mono_mass 570.485939845 ChemAxon smiles CCCCCCCCCC(O)CC(=O)OCC(CO)OC(=O)CCCCCCCCCCCCCCCC(C)C ChemAxon formula C34H66O6 ChemAxon inchi InChI=1S/C34H66O6/c1-4-5-6-7-15-19-22-25-31(36)27-34(38)39-29-32(28-35)40-33(37)26-23-20-17-14-12-10-8-9-11-13-16-18-21-24-30(2)3/h30-32,35-36H,4-29H2,1-3H3 ChemAxon inchikey FNLASISZIWVGMK-UHFFFAOYSA-N ChemAxon polar_surface_area 93.06 ChemAxon refractivity 164.56 ChemAxon polarizability 73.36 ChemAxon rotatable_bond_count 32 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon phospholipid biosynthesis (CL(12:0(3-OH)/19:iso/12:0(3-OH)/19:iso)) Phospholipids are membrane components in E. coli. The major phospholipids of E. coli are phosphatidylethanolamine, phosphatidylglycerol and cardiolipin. All phospholipids contain sn-glycerol-3-phosphate esterified with fatty acids at the sn-1 and sn-2 positions. The reaction starts from a glycerone phosphate (dihydroxyacetone phosphate) produced in glycolysis. The glycerone phosphate is transformed to a sn-glycerol 3-phosphate (glycerol 3 phosphate) by NADPH driven glycerol-3-phosphate dehydrogenase. Sn-glycerol 3-phosphate is transformed to a 1-acyl-sn-glycerol 3-phosphate(1-oleyl-2-lyso-phosphatidate , 1-palmitoylglycerol 3-phosphate , 1-stearoyl-sn-glycerol 3-phosphate). This can be achieve by a sn-glycerol-3-phosphate 1-0-acyltransferase that interacts either with a long-chain acyl-CoA or with an acyl-[acp]. The 1-acyl-sn-glycerol 3-phosphate is transformed into a 1,2-diacyl-sn-glycerol 3-phosphate through a 1-acylglycerol-3-phosphate O-acyltransferase. This compound is then converted into a CPD-diacylglycerol through a CTP (phosphatidate cytididyltransferase. CPD-diacylglycerol can be transformed either to a L-1-phosphatidylserine or a L-1-phosphatidylglycerol-phosphate through a phosphatidylserine synthase or a phosphatidylglycerophosphate synthase respectively. The L-1-phosphatidylserine transforms into L-1-phosphatidylethanolamine through a phosphatidylserine decarboxylase, o the other hand L-1-phosphatidylglycerol-phosphate gets transformed into a L-1-phosphatidyl-glycerol through a phosphatidylglycerophosphatase. These 2 products combines produce a cardiolipin and a ethanolamine. The L-1 phosphatidyl-glycerol can also interact with cardiolipin synthase resulting in a glycerol and a cardiolipin. PW001926 Metabolic Specdb::CMs 1089093 Specdb::MsMs 25286 Specdb::MsMs 25287 Specdb::MsMs 25288 Specdb::MsMs 31844 Specdb::MsMs 31845 Specdb::MsMs 31846 Yurtsever D. (2007). Fatty acid methyl ester profiling of Enterococcus and Esherichia coli for microbial source tracking. M.sc. Thesis. Villanova University: U.S.A Phosphatidate cytidylyltransferase P0ABG1 CDSA_ECOLI cdsA http://ecmdb.ca/proteins/P0ABG1.xml 2 DG(12:0(3-OH)/19:iso/0:0) + Cytidine triphosphate + Hydrogen ion >2 CDP-DG(12:0(3-OH)/19:iso) + Pyrophosphate PW_R005396