2.0 2015-09-08 20:07:35 -0600 2015-12-09 12:15:41 -0700 ECMDB24752 M2MDB006869 DG(12:0(3-OH)/12:0(3-OH)/0:0) DG(12:0(3-OH)/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(12:0(3-OH)/12:0(3-OH)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway. C27H52O7 488.706 488.371304014 2-hydroxy-3-[(3-hydroxydodecanoyl)oxy]propyl 3-hydroxydodecanoate 2-hydroxy-3-[(3-hydroxydodecanoyl)oxy]propyl 3-hydroxydodecanoate [H]C(O)(COC(=O)CC(O)CCCCCCCCC)COC(=O)CC(O)CCCCCCCCC InChI=1S/C27H52O7/c1-3-5-7-9-11-13-15-17-23(28)19-26(31)33-21-25(30)22-34-27(32)20-24(29)18-16-14-12-10-8-6-4-2/h23-25,28-30H,3-22H2,1-2H3 WPHCIGICHVDTAS-UHFFFAOYSA-N logp 5.73 ALOGPS logs -5.08 ALOGPS solubility 4.10e-03 g/l ALOGPS logp 5.98 ChemAxon pka_strongest_acidic 13.6 ChemAxon pka_strongest_basic -2.8 ChemAxon iupac 2-hydroxy-3-[(3-hydroxydodecanoyl)oxy]propyl 3-hydroxydodecanoate ChemAxon average_mass 488.706 ChemAxon mono_mass 488.371304014 ChemAxon smiles [H]C(O)(COC(=O)CC(O)CCCCCCCCC)COC(=O)CC(O)CCCCCCCCC ChemAxon formula C27H52O7 ChemAxon inchi InChI=1S/C27H52O7/c1-3-5-7-9-11-13-15-17-23(28)19-26(31)33-21-25(30)22-34-27(32)20-24(29)18-16-14-12-10-8-6-4-2/h23-25,28-30H,3-22H2,1-2H3 ChemAxon inchikey WPHCIGICHVDTAS-UHFFFAOYSA-N ChemAxon polar_surface_area 113.29 ChemAxon refractivity 133.92 ChemAxon polarizability 60.86 ChemAxon rotatable_bond_count 26 ChemAxon acceptor_count 5 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon phospholipid biosynthesis (CL(12:0(3-OH)/12:0(3-OH)/12:0/12:0)) 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. PW001915 Metabolic Specdb::CMs 1083714 Specdb::NmrOneD 299685 Specdb::NmrOneD 299686 Specdb::NmrOneD 299687 Specdb::NmrOneD 299688 Specdb::NmrOneD 299689 Specdb::NmrOneD 299690 Specdb::NmrOneD 299691 Specdb::NmrOneD 299692 Specdb::NmrOneD 299693 Specdb::NmrOneD 299694 Specdb::NmrOneD 299695 Specdb::NmrOneD 299696 Specdb::NmrOneD 299697 Specdb::NmrOneD 299698 Specdb::NmrOneD 299699 Specdb::NmrOneD 299700 Specdb::NmrOneD 299701 Specdb::NmrOneD 299702 Specdb::NmrOneD 299703 Specdb::NmrOneD 299704 Specdb::MsMs 3633036 Specdb::MsMs 3633037 Specdb::MsMs 3633038 Specdb::MsMs 3633039 Specdb::MsMs 3633040 Specdb::MsMs 3633041 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(12:0(3-OH)/12:0(3-OH)/0:0) + Cytidine triphosphate + Hydrogen ion > CDP-DG(12:0(3-OH)/12:0(3-OH)) + Pyrophosphate PW_R005347