2.0 2015-09-08 20:12:42 -0600 2015-09-14 11:20:15 -0600 ECMDB24830 M2MDB006947 DG(19:iso/12:0/0:0) DG(19:iso/12:0/0:0) 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/12:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway. C34H66O5 554.897 554.491025225 2-(dodecanoyloxy)-3-hydroxypropyl 17-methyloctadecanoate 2-(dodecanoyloxy)-3-hydroxypropyl 17-methyloctadecanoate CCCCCCCCCCCC(=O)OC(CO)COC(=O)CCCCCCCCCCCCCCCC(C)C InChI=1S/C34H66O5/c1-4-5-6-7-8-14-19-22-25-28-34(37)39-32(29-35)30-38-33(36)27-24-21-18-16-13-11-9-10-12-15-17-20-23-26-31(2)3/h31-32,35H,4-30H2,1-3H3 WSKTZNHRVUXXEK-UHFFFAOYSA-N logp 9.62 ALOGPS logs -7.39 ALOGPS solubility 2.26e-05 g/l ALOGPS logp 11.4 ChemAxon pka_strongest_acidic 14.58 ChemAxon pka_strongest_basic -3 ChemAxon iupac 2-(dodecanoyloxy)-3-hydroxypropyl 17-methyloctadecanoate ChemAxon average_mass 554.897 ChemAxon mono_mass 554.491025225 ChemAxon smiles CCCCCCCCCCCC(=O)OC(CO)COC(=O)CCCCCCCCCCCCCCCC(C)C ChemAxon formula C34H66O5 ChemAxon inchi InChI=1S/C34H66O5/c1-4-5-6-7-8-14-19-22-25-28-34(37)39-32(29-35)30-38-33(36)27-24-21-18-16-13-11-9-10-12-15-17-20-23-26-31(2)3/h31-32,35H,4-30H2,1-3H3 ChemAxon inchikey WSKTZNHRVUXXEK-UHFFFAOYSA-N ChemAxon polar_surface_area 72.83 ChemAxon refractivity 163.05 ChemAxon polarizability 73.33 ChemAxon rotatable_bond_count 32 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon phospholipid biosynthesis (CL(19:iso/12:0/19:iso/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. PW002001 Metabolic Specdb::CMs 1090203 Specdb::NmrOneD 284929 Specdb::NmrOneD 284930 Specdb::NmrOneD 284931 Specdb::NmrOneD 284932 Specdb::NmrOneD 284933 Specdb::NmrOneD 284934 Specdb::NmrOneD 284935 Specdb::NmrOneD 284936 Specdb::NmrOneD 284937 Specdb::NmrOneD 284938 Specdb::NmrOneD 284939 Specdb::NmrOneD 284940 Specdb::NmrOneD 284941 Specdb::NmrOneD 284942 Specdb::NmrOneD 284943 Specdb::NmrOneD 284944 Specdb::NmrOneD 284945 Specdb::NmrOneD 284946 Specdb::NmrOneD 284947 Specdb::NmrOneD 284948 Specdb::MsMs 27893 Specdb::MsMs 27894 Specdb::MsMs 27895 Specdb::MsMs 34451 Specdb::MsMs 34452 Specdb::MsMs 34453 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/12:0/0:0) + Cytidine triphosphate + Hydrogen ion >2 CDP-DG(19:iso/12:0) + Pyrophosphate PW_R005634