2.0 2015-09-08 20:06:58 -0600 2015-12-09 12:15:18 -0700 ECMDB24740 M2MDB006857 DG(10:0(3-OH)/12:0(3-OH)/0:0) DG(10:0(3-OH)/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(10:0(3-OH)/12:0(3-OH)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway. C25H48O7 460.652 460.340003886 (2S)-2-hydroxy-3-[(3-hydroxydecanoyl)oxy]propyl 3-hydroxydodecanoate (2S)-2-hydroxy-3-[(3-hydroxydecanoyl)oxy]propyl 3-hydroxydodecanoate [H][C@](O)(COC(=O)CC(O)CCCCCCC)COC(=O)CC(O)CCCCCCCCC InChI=1S/C25H48O7/c1-3-5-7-9-10-12-14-16-22(27)18-25(30)32-20-23(28)19-31-24(29)17-21(26)15-13-11-8-6-4-2/h21-23,26-28H,3-20H2,1-2H3/t21?,22?,23-/m0/s1 UJAVGDFJYBLZGG-VNXZQDSDSA-N logp 4.94 ALOGPS logs -4.67 ALOGPS solubility 9.94e-03 g/l ALOGPS logp 5.1 ChemAxon pka_strongest_acidic 13.6 ChemAxon pka_strongest_basic -2.8 ChemAxon iupac (2S)-2-hydroxy-3-[(3-hydroxydecanoyl)oxy]propyl 3-hydroxydodecanoate ChemAxon average_mass 460.652 ChemAxon mono_mass 460.340003886 ChemAxon smiles [H][C@](O)(COC(=O)CC(O)CCCCCCC)COC(=O)CC(O)CCCCCCCCC ChemAxon formula C25H48O7 ChemAxon inchi InChI=1S/C25H48O7/c1-3-5-7-9-10-12-14-16-22(27)18-25(30)32-20-23(28)19-31-24(29)17-21(26)15-13-11-8-6-4-2/h21-23,26-28H,3-20H2,1-2H3/t21?,22?,23-/m0/s1 ChemAxon inchikey UJAVGDFJYBLZGG-VNXZQDSDSA-N ChemAxon polar_surface_area 113.29 ChemAxon refractivity 124.72 ChemAxon polarizability 56.55 ChemAxon rotatable_bond_count 24 ChemAxon acceptor_count 5 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon phospholipid biosynthesis (CL(10:0(3-OH)/12:0(3-OH)/10:0(3-OH)/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. PW001900 Metabolic Specdb::CMs 1083863 Specdb::NmrOneD 299425 Specdb::NmrOneD 299426 Specdb::NmrOneD 299427 Specdb::NmrOneD 299428 Specdb::NmrOneD 299429 Specdb::NmrOneD 299430 Specdb::NmrOneD 299431 Specdb::NmrOneD 299432 Specdb::NmrOneD 299433 Specdb::NmrOneD 299434 Specdb::NmrOneD 299435 Specdb::NmrOneD 299436 Specdb::NmrOneD 299437 Specdb::NmrOneD 299438 Specdb::NmrOneD 299439 Specdb::NmrOneD 299440 Specdb::NmrOneD 299441 Specdb::NmrOneD 299442 Specdb::NmrOneD 299443 Specdb::NmrOneD 299444 Specdb::MsMs 3624033 Specdb::MsMs 3624034 Specdb::MsMs 3624035 Specdb::MsMs 3624036 Specdb::MsMs 3624037 Specdb::MsMs 3624038 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(10:0(3-OH)/12:0(3-OH)/0:0) + Cytidine triphosphate + Hydrogen ion >2 CDP-DG(10:0(3-OH)/12:0(3-OH)) + Pyrophosphate PW_R005285