2.0 2015-09-08 20:08:48 -0600 2015-12-09 14:07:11 -0700 ECMDB24774 M2MDB006891 DG(14:0/12:0(3-OH)/0:0) DG(14:0/12:0(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(14:0/12:0(3-OH)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway. C29H56O6 500.761 500.407689523 (2S)-2-hydroxy-3-[(3-hydroxydodecanoyl)oxy]propyl tetradecanoate (2S)-2-hydroxy-3-[(3-hydroxydodecanoyl)oxy]propyl tetradecanoate [H][C@](O)(COC(=O)CCCCCCCCCCCCC)COC(=O)CC(O)CCCCCCCCC InChI=1S/C29H56O6/c1-3-5-7-9-11-12-13-14-16-18-20-22-28(32)34-24-27(31)25-35-29(33)23-26(30)21-19-17-15-10-8-6-4-2/h26-27,30-31H,3-25H2,1-2H3/t26?,27-/m0/s1 FRMYSONWRLIQMF-GEVKEYJPSA-N logp 7.75 ALOGPS logs -6.30 ALOGPS solubility 2.50e-04 g/l ALOGPS logp 8.1 ChemAxon pka_strongest_acidic 13.61 ChemAxon pka_strongest_basic -2.8 ChemAxon iupac (2S)-2-hydroxy-3-[(3-hydroxydodecanoyl)oxy]propyl tetradecanoate ChemAxon average_mass 500.761 ChemAxon mono_mass 500.407689523 ChemAxon smiles [H][C@](O)(COC(=O)CCCCCCCCCCCCC)COC(=O)CC(O)CCCCCCCCC ChemAxon formula C29H56O6 ChemAxon inchi InChI=1S/C29H56O6/c1-3-5-7-9-11-12-13-14-16-18-20-22-28(32)34-24-27(31)25-35-29(33)23-26(30)21-19-17-15-10-8-6-4-2/h26-27,30-31H,3-25H2,1-2H3/t26?,27-/m0/s1 ChemAxon inchikey FRMYSONWRLIQMF-GEVKEYJPSA-N ChemAxon polar_surface_area 93.06 ChemAxon refractivity 141.61 ChemAxon polarizability 64.3 ChemAxon rotatable_bond_count 28 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon phospholipid biosynthesis (CL(14:0/12:0(3-OH)/14:0/12:0(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. PW001943 Metabolic Specdb::CMs 1087762 Specdb::NmrOneD 328842 Specdb::NmrOneD 328843 Specdb::NmrOneD 328844 Specdb::NmrOneD 328845 Specdb::NmrOneD 328846 Specdb::NmrOneD 328847 Specdb::NmrOneD 328848 Specdb::NmrOneD 328849 Specdb::NmrOneD 328850 Specdb::NmrOneD 328851 Specdb::NmrOneD 328852 Specdb::NmrOneD 328853 Specdb::NmrOneD 328854 Specdb::NmrOneD 328855 Specdb::NmrOneD 328856 Specdb::NmrOneD 328857 Specdb::NmrOneD 328858 Specdb::NmrOneD 328859 Specdb::NmrOneD 328860 Specdb::NmrOneD 328861 Specdb::MsMs 1292017 Specdb::MsMs 1292018 Specdb::MsMs 1292019 Specdb::MsMs 1406707 Specdb::MsMs 1406708 Specdb::MsMs 1406709 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(14:0/12:0(3-OH)/0:0) + Cytidine triphosphate + Hydrogen ion >2 CDP-DG(14:0/12:0(3-OH)) + Pyrophosphate PW_R005459