2.0 2015-09-08 20:12:25 -0600 2015-09-14 11:20:15 -0600 ECMDB24827 M2MDB006944 DG(19:iso/10:0(3-OH)/0:0) DG(19:iso/10:0(3-OH)/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(19:iso/10:0(3-OH)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway. C32H62O6 542.842 542.454639716 3-hydroxy-2-[(3-hydroxydecanoyl)oxy]propyl 17-methyloctadecanoate 3-hydroxy-2-[(3-hydroxydecanoyl)oxy]propyl 17-methyloctadecanoate CCCCCCCC(O)CC(=O)OC(CO)COC(=O)CCCCCCCCCCCCCCCC(C)C InChI=1S/C32H62O6/c1-4-5-6-16-20-23-29(34)25-32(36)38-30(26-33)27-37-31(35)24-21-18-15-13-11-9-7-8-10-12-14-17-19-22-28(2)3/h28-30,33-34H,4-27H2,1-3H3 MTBHPRPACUWIHF-UHFFFAOYSA-N logp 8.39 ALOGPS logs -6.66 ALOGPS solubility 1.20e-04 g/l ALOGPS logp 9.28 ChemAxon pka_strongest_acidic 14.44 ChemAxon pka_strongest_basic -2.8 ChemAxon iupac 3-hydroxy-2-[(3-hydroxydecanoyl)oxy]propyl 17-methyloctadecanoate ChemAxon average_mass 542.842 ChemAxon mono_mass 542.454639716 ChemAxon smiles CCCCCCCC(O)CC(=O)OC(CO)COC(=O)CCCCCCCCCCCCCCCC(C)C ChemAxon formula C32H62O6 ChemAxon inchi InChI=1S/C32H62O6/c1-4-5-6-16-20-23-29(34)25-32(36)38-30(26-33)27-37-31(35)24-21-18-15-13-11-9-7-8-10-12-14-17-19-22-28(2)3/h28-30,33-34H,4-27H2,1-3H3 ChemAxon inchikey MTBHPRPACUWIHF-UHFFFAOYSA-N ChemAxon polar_surface_area 93.06 ChemAxon refractivity 155.36 ChemAxon polarizability 70.13 ChemAxon rotatable_bond_count 30 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon phospholipid biosynthesis (CL(19:iso/10:0(3-OH)/10:0/10:0)) 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. PW001996 Metabolic phospholipid biosynthesis (CL(19:iso/10:0(3-OH)/19:iso/10:0(3-OH))) 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. PW001997 Metabolic Specdb::CMs 1089422 Specdb::MsMs 26948 Specdb::MsMs 26949 Specdb::MsMs 26950 Specdb::MsMs 33506 Specdb::MsMs 33507 Specdb::MsMs 33508 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(19:iso/10:0(3-OH)/0:0) + Cytidine triphosphate + Hydrogen ion >2 CDP-DG(19:iso/10:0(3-OH)) + Pyrophosphate PW_R005620