2.0 2015-09-08 20:09:13 -0600 2015-12-09 14:07:33 -0700 ECMDB24782 M2MDB006899 DG(15:0/14:0(3-OH)/0:0) DG(15:0/14:0(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(15:0/14:0(3-OH)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway. C32H62O6 542.842 542.454639716 (2S)-2-hydroxy-3-[(3-hydroxytetradecanoyl)oxy]propyl pentadecanoate (2S)-2-hydroxy-3-[(3-hydroxytetradecanoyl)oxy]propyl pentadecanoate [H][C@](O)(COC(=O)CCCCCCCCCCCCCC)COC(=O)CC(O)CCCCCCCCCCC InChI=1S/C32H62O6/c1-3-5-7-9-11-13-14-15-17-19-21-23-25-31(35)37-27-30(34)28-38-32(36)26-29(33)24-22-20-18-16-12-10-8-6-4-2/h29-30,33-34H,3-28H2,1-2H3/t29?,30-/m0/s1 UONKQHVGBILWRY-ZSXSBBPPSA-N logp 8.52 ALOGPS logs -6.77 ALOGPS solubility 9.16e-05 g/l ALOGPS logp 9.44 ChemAxon pka_strongest_acidic 13.61 ChemAxon pka_strongest_basic -2.8 ChemAxon iupac (2S)-2-hydroxy-3-[(3-hydroxytetradecanoyl)oxy]propyl pentadecanoate ChemAxon average_mass 542.842 ChemAxon mono_mass 542.454639716 ChemAxon smiles [H][C@](O)(COC(=O)CCCCCCCCCCCCCC)COC(=O)CC(O)CCCCCCCCCCC ChemAxon formula C32H62O6 ChemAxon inchi InChI=1S/C32H62O6/c1-3-5-7-9-11-13-14-15-17-19-21-23-25-31(35)37-27-30(34)28-38-32(36)26-29(33)24-22-20-18-16-12-10-8-6-4-2/h29-30,33-34H,3-28H2,1-2H3/t29?,30-/m0/s1 ChemAxon inchikey UONKQHVGBILWRY-ZSXSBBPPSA-N ChemAxon polar_surface_area 93.06 ChemAxon refractivity 155.41 ChemAxon polarizability 70.75 ChemAxon rotatable_bond_count 31 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon phospholipid biosynthesis (CL(15:0/14:0(3-OH)/14:0/14:0)) 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. PW001947 Metabolic Specdb::CMs 1085875 Specdb::NmrOneD 318181 Specdb::NmrOneD 318182 Specdb::NmrOneD 318183 Specdb::NmrOneD 318184 Specdb::NmrOneD 318185 Specdb::NmrOneD 318186 Specdb::NmrOneD 318187 Specdb::NmrOneD 318188 Specdb::NmrOneD 318189 Specdb::NmrOneD 318190 Specdb::NmrOneD 318191 Specdb::NmrOneD 318192 Specdb::NmrOneD 318193 Specdb::NmrOneD 318194 Specdb::NmrOneD 318195 Specdb::NmrOneD 318196 Specdb::NmrOneD 318197 Specdb::NmrOneD 318198 Specdb::NmrOneD 318199 Specdb::NmrOneD 318200 Specdb::MsMs 1278640 Specdb::MsMs 1278641 Specdb::MsMs 1278642 Specdb::MsMs 1393543 Specdb::MsMs 1393544 Specdb::MsMs 1393545 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 DG(15:0/14:0(3-OH)/0:0) + Cytidine triphosphate + Hydrogen ion > Pyrophosphate + CDP-DG(15:0/14:0(3-OH)) PW_R005475