2.0 2015-09-08 20:08:31 -0600 2015-12-09 14:07:04 -0700 ECMDB24769 M2MDB006886 DG(14:0(3-OH)/14:0(3-OH)/0:0) DG(14:0(3-OH)/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(14:0(3-OH)/14:0(3-OH)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway. C31H60O7 544.814 544.433904272 2-hydroxy-3-[(3-hydroxytetradecanoyl)oxy]propyl 3-hydroxytetradecanoate 2-hydroxy-3-[(3-hydroxytetradecanoyl)oxy]propyl 3-hydroxytetradecanoate [H]C(O)(COC(=O)CC(O)CCCCCCCCCCC)COC(=O)CC(O)CCCCCCCCCCC InChI=1S/C31H60O7/c1-3-5-7-9-11-13-15-17-19-21-27(32)23-30(35)37-25-29(34)26-38-31(36)24-28(33)22-20-18-16-14-12-10-8-6-4-2/h27-29,32-34H,3-26H2,1-2H3 NMRHHHZPLKEZCP-UHFFFAOYSA-N logp 7.21 ALOGPS logs -5.90 ALOGPS solubility 6.93e-04 g/l ALOGPS logp 7.76 ChemAxon pka_strongest_acidic 13.6 ChemAxon pka_strongest_basic -2.8 ChemAxon iupac 2-hydroxy-3-[(3-hydroxytetradecanoyl)oxy]propyl 3-hydroxytetradecanoate ChemAxon average_mass 544.814 ChemAxon mono_mass 544.433904272 ChemAxon smiles [H]C(O)(COC(=O)CC(O)CCCCCCCCCCC)COC(=O)CC(O)CCCCCCCCCCC ChemAxon formula C31H60O7 ChemAxon inchi InChI=1S/C31H60O7/c1-3-5-7-9-11-13-15-17-19-21-27(32)23-30(35)37-25-29(34)26-38-31(36)24-28(33)22-20-18-16-14-12-10-8-6-4-2/h27-29,32-34H,3-26H2,1-2H3 ChemAxon inchikey NMRHHHZPLKEZCP-UHFFFAOYSA-N ChemAxon polar_surface_area 113.29 ChemAxon refractivity 152.33 ChemAxon polarizability 69.43 ChemAxon rotatable_bond_count 30 ChemAxon acceptor_count 5 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon phospholipid biosynthesis (CL(14:0(3-OH)/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. PW001936 Metabolic Specdb::CMs 1085679 Specdb::NmrOneD 325312 Specdb::NmrOneD 325313 Specdb::NmrOneD 325314 Specdb::NmrOneD 325315 Specdb::NmrOneD 325316 Specdb::NmrOneD 325317 Specdb::NmrOneD 325318 Specdb::NmrOneD 325319 Specdb::NmrOneD 325320 Specdb::NmrOneD 325321 Specdb::NmrOneD 325322 Specdb::NmrOneD 325323 Specdb::NmrOneD 325324 Specdb::NmrOneD 325325 Specdb::NmrOneD 325326 Specdb::NmrOneD 325327 Specdb::NmrOneD 325328 Specdb::NmrOneD 325329 Specdb::NmrOneD 325330 Specdb::NmrOneD 325331 Specdb::MsMs 1323796 Specdb::MsMs 1323797 Specdb::MsMs 1323798 Specdb::MsMs 1438162 Specdb::MsMs 1438163 Specdb::MsMs 1438164 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(14:0(3-OH)/14:0(3-OH)/0:0) + Cytidine triphosphate + Hydrogen ion > CDP-DG(14:0(3-OH)/14:0(3-OH)) + Pyrophosphate PW_R005433