2.0 2015-09-08 20:08:26 -0600 2015-12-09 14:07:04 -0700 ECMDB24768 M2MDB006885 DG(14:0(3-OH)/12:0/0:0) DG(14:0(3-OH)/12:0/0:0) 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)/12:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway. C29H56O6 500.761 500.407689523 (2R)-3-(dodecanoyloxy)-2-hydroxypropyl 3-hydroxytetradecanoate (2R)-3-(dodecanoyloxy)-2-hydroxypropyl 3-hydroxytetradecanoate [H][C@@](O)(COC(=O)CCCCCCCCCCC)COC(=O)CC(O)CCCCCCCCCCC InChI=1S/C29H56O6/c1-3-5-7-9-11-13-15-17-19-21-26(30)23-29(33)35-25-27(31)24-34-28(32)22-20-18-16-14-12-10-8-6-4-2/h26-27,30-31H,3-25H2,1-2H3/t26?,27-/m1/s1 WORYVVQFMYBMIH-SSYAZFEXSA-N logp 7.74 ALOGPS logs -6.29 ALOGPS solubility 2.56e-04 g/l ALOGPS logp 8.1 ChemAxon pka_strongest_acidic 13.61 ChemAxon pka_strongest_basic -2.8 ChemAxon iupac (2R)-3-(dodecanoyloxy)-2-hydroxypropyl 3-hydroxytetradecanoate ChemAxon average_mass 500.761 ChemAxon mono_mass 500.407689523 ChemAxon smiles [H][C@@](O)(COC(=O)CCCCCCCCCCC)COC(=O)CC(O)CCCCCCCCCCC ChemAxon formula C29H56O6 ChemAxon inchi InChI=1S/C29H56O6/c1-3-5-7-9-11-13-15-17-19-21-26(30)23-29(33)35-25-27(31)24-34-28(32)22-20-18-16-14-12-10-8-6-4-2/h26-27,30-31H,3-25H2,1-2H3/t26?,27-/m1/s1 ChemAxon inchikey WORYVVQFMYBMIH-SSYAZFEXSA-N ChemAxon polar_surface_area 93.06 ChemAxon refractivity 141.61 ChemAxon polarizability 64.16 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(3-OH)/12:0/14:0(3-OH)/12:0)) 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. PW001935 Metabolic Specdb::CMs 1087721 Specdb::NmrOneD 328822 Specdb::NmrOneD 328823 Specdb::NmrOneD 328824 Specdb::NmrOneD 328825 Specdb::NmrOneD 328826 Specdb::NmrOneD 328827 Specdb::NmrOneD 328828 Specdb::NmrOneD 328829 Specdb::NmrOneD 328830 Specdb::NmrOneD 328831 Specdb::NmrOneD 328832 Specdb::NmrOneD 328833 Specdb::NmrOneD 328834 Specdb::NmrOneD 328835 Specdb::NmrOneD 328836 Specdb::NmrOneD 328837 Specdb::NmrOneD 328838 Specdb::NmrOneD 328839 Specdb::NmrOneD 328840 Specdb::NmrOneD 328841 Specdb::MsMs 1316305 Specdb::MsMs 1316306 Specdb::MsMs 1316307 Specdb::MsMs 1430761 Specdb::MsMs 1430762 Specdb::MsMs 1430763 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)/12:0/0:0) + Cytidine triphosphate + Hydrogen ion >2 CDP-DG(14:0(3-OH)/12:0) + Pyrophosphate PW_R005429