2.0 2015-09-08 20:08:43 -0600 2015-12-09 14:07:08 -0700 ECMDB24773 M2MDB006890 DG(14:0(3-OH)/17:0cycw7c/0:0) DG(14:0(3-OH)/17:0cycw7c/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)/17:0cycw7c/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway. C34H64O6 568.88 568.470289781 (2R)-3-{[8-(2-hexylcyclopropyl)octanoyl]oxy}-2-hydroxypropyl 3-hydroxytetradecanoate (2R)-3-{[8-(2-hexylcyclopropyl)octanoyl]oxy}-2-hydroxypropyl 3-hydroxytetradecanoate [H][C@@](O)(COC(=O)CCCCCCCC1CC1CCCCCC)COC(=O)CC(O)CCCCCCCCCCC InChI=1S/C34H64O6/c1-3-5-7-9-10-11-12-15-19-23-31(35)26-34(38)40-28-32(36)27-39-33(37)24-20-16-13-14-18-22-30-25-29(30)21-17-8-6-4-2/h29-32,35-36H,3-28H2,1-2H3/t29?,30?,31?,32-/m1/s1 OSOIFXBNEKZPQJ-KIHBOBKYSA-N logp 8.72 ALOGPS logs -6.90 ALOGPS solubility 7.18e-05 g/l ALOGPS logp 9.55 ChemAxon pka_strongest_acidic 13.61 ChemAxon pka_strongest_basic -2.8 ChemAxon iupac (2R)-3-{[8-(2-hexylcyclopropyl)octanoyl]oxy}-2-hydroxypropyl 3-hydroxytetradecanoate ChemAxon average_mass 568.88 ChemAxon mono_mass 568.470289781 ChemAxon smiles [H][C@@](O)(COC(=O)CCCCCCCC1CC1CCCCCC)COC(=O)CC(O)CCCCCCCCCCC ChemAxon formula C34H64O6 ChemAxon inchi InChI=1S/C34H64O6/c1-3-5-7-9-10-11-12-15-19-23-31(35)26-34(38)40-28-32(36)27-39-33(37)24-20-16-13-14-18-22-30-25-29(30)21-17-8-6-4-2/h29-32,35-36H,3-28H2,1-2H3/t29?,30?,31?,32-/m1/s1 ChemAxon inchikey OSOIFXBNEKZPQJ-KIHBOBKYSA-N ChemAxon polar_surface_area 93.06 ChemAxon refractivity 162.71 ChemAxon polarizability 72.99 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(14:0(3-OH)/17:0cycw7c/14:0(3-OH)/17:0cycw7c)) 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. PW001941 Metabolic Specdb::CMs 1085334 Specdb::EiMs 5522 Specdb::MsMs 1301071 Specdb::MsMs 1301072 Specdb::MsMs 1301073 Specdb::MsMs 1415656 Specdb::MsMs 1415657 Specdb::MsMs 1415658 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(14:0(3-OH)/17:0cycw7c/0:0) + Cytidine triphosphate + Hydrogen ion >2 CDP-DG(14:0(3-OH)/17:0cycw7c) + Pyrophosphate PW_R005454