2.0 2015-09-08 20:12:37 -0600 2015-09-14 11:20:15 -0600 ECMDB24829 M2MDB006946 DG(19:iso/12:0(3-OH)/0:0) DG(19:iso/12:0(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/12:0(3-OH)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway. C34H66O6 570.896 570.485939845 3-hydroxy-2-[(3-hydroxydodecanoyl)oxy]propyl 17-methyloctadecanoate 3-hydroxy-2-[(3-hydroxydodecanoyl)oxy]propyl 17-methyloctadecanoate CCCCCCCCCC(O)CC(=O)OC(CO)COC(=O)CCCCCCCCCCCCCCCC(C)C InChI=1S/C34H66O6/c1-4-5-6-7-15-19-22-25-31(36)27-34(38)40-32(28-35)29-39-33(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 MWCSSXUEHTVEMA-UHFFFAOYSA-N logp 8.78 ALOGPS logs -6.98 ALOGPS solubility 5.94e-05 g/l ALOGPS logp 10.17 ChemAxon pka_strongest_acidic 14.44 ChemAxon pka_strongest_basic -2.8 ChemAxon iupac 3-hydroxy-2-[(3-hydroxydodecanoyl)oxy]propyl 17-methyloctadecanoate ChemAxon average_mass 570.896 ChemAxon mono_mass 570.485939845 ChemAxon smiles CCCCCCCCCC(O)CC(=O)OC(CO)COC(=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)40-32(28-35)29-39-33(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 MWCSSXUEHTVEMA-UHFFFAOYSA-N ChemAxon polar_surface_area 93.06 ChemAxon refractivity 164.56 ChemAxon polarizability 74.41 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(19:iso/12:0(3-OH)/12:0/12:0)) 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. PW001999 Metabolic phospholipid biosynthesis (CL(19:iso/12:0(3-OH)/19:iso/12:0(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. PW002000 Metabolic Specdb::CMs 1088291 Specdb::NmrOneD 265948 Specdb::NmrOneD 265949 Specdb::NmrOneD 265950 Specdb::NmrOneD 265951 Specdb::NmrOneD 265952 Specdb::NmrOneD 265953 Specdb::NmrOneD 265954 Specdb::NmrOneD 265955 Specdb::NmrOneD 265956 Specdb::NmrOneD 265957 Specdb::NmrOneD 265958 Specdb::NmrOneD 265959 Specdb::NmrOneD 265960 Specdb::NmrOneD 265961 Specdb::NmrOneD 265962 Specdb::NmrOneD 265963 Specdb::NmrOneD 265964 Specdb::NmrOneD 265965 Specdb::NmrOneD 265966 Specdb::NmrOneD 265967 Specdb::MsMs 27884 Specdb::MsMs 27885 Specdb::MsMs 27886 Specdb::MsMs 34442 Specdb::MsMs 34443 Specdb::MsMs 34444 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/12:0(3-OH)/0:0) + Cytidine triphosphate + Hydrogen ion >2 CDP-DG(19:iso/12:0(3-OH)) + Pyrophosphate PW_R005629