2.0 2012-10-10 13:28:10 -0600 2015-12-09 14:07:35 -0700 ECMDB23272 M2MDB003662 DG(15:0/16:0/0:0) DG(15:0/16:0/0:0) 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(15:0/16:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway. 1-pentadecanoyl-2-hexadecanoyl-sn-glycerol 1-pentadecanoyl-2-palmitoyl-sn-glycerol DAG(15:0/16:0) DAG(31:0) DG(15:0/16:0) DG(31:0) Diacylglycerol Diacylglycerol(15:0/16:0) Diacylglycerol(31:0) Diglyceride C34H66O5 554.897 554.491025225 (2S)-2-hydroxy-3-(pentadecanoyloxy)propyl hexadecanoate (2S)-2-hydroxy-3-(pentadecanoyloxy)propyl hexadecanoate [H][C@](O)(COC(=O)CCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCC InChI=1S/C34H66O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(37)39-31-32(35)30-38-33(36)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h32,35H,3-31H2,1-2H3/t32-/m0/s1 LXYIVDPMVSFSBA-YTTGMZPUSA-N Membrane logp 9.79 ALOGPS logs -7.42 ALOGPS solubility 2.13e-05 g/l ALOGPS logp 11.56 ChemAxon pka_strongest_acidic 13.63 ChemAxon pka_strongest_basic -3.4 ChemAxon iupac (2S)-2-hydroxy-3-(pentadecanoyloxy)propyl hexadecanoate ChemAxon average_mass 554.897 ChemAxon mono_mass 554.491025225 ChemAxon smiles [H][C@](O)(COC(=O)CCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCC ChemAxon formula C34H66O5 ChemAxon inchi InChI=1S/C34H66O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(37)39-31-32(35)30-38-33(36)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h32,35H,3-31H2,1-2H3/t32-/m0/s1 ChemAxon inchikey LXYIVDPMVSFSBA-YTTGMZPUSA-N ChemAxon polar_surface_area 72.83 ChemAxon refractivity 163.1 ChemAxon polarizability 73.81 ChemAxon rotatable_bond_count 33 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon phospholipid biosynthesis CDP-DG(15:0/16:0) 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 PS (16:1(9z)/18:1(11z))L-1-phosphatidylserine or a L-1-phosphatidy PE(16:1(9z)/18:1(11z)) (phosphatidylethanolamine) through a phosphatidylserine decarboxylase, on the other hand PGP(16:1(9z)/18:1(11z)) L-1-phosphatidylglycerol-phosphate gets transformed into a PG(16:1(9z)/18:1(11z)) 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. PW001809 Metabolic Specdb::CMs 49791 Specdb::CMs 281879 Specdb::CMs 339791 Specdb::NmrOneD 329402 Specdb::NmrOneD 329403 Specdb::NmrOneD 329404 Specdb::NmrOneD 329405 Specdb::NmrOneD 329406 Specdb::NmrOneD 329407 Specdb::NmrOneD 329408 Specdb::NmrOneD 329409 Specdb::NmrOneD 329410 Specdb::NmrOneD 329411 Specdb::NmrOneD 329412 Specdb::NmrOneD 329413 Specdb::NmrOneD 329414 Specdb::NmrOneD 329415 Specdb::NmrOneD 329416 Specdb::NmrOneD 329417 Specdb::NmrOneD 329418 Specdb::NmrOneD 329419 Specdb::NmrOneD 329420 Specdb::NmrOneD 329421 Specdb::MsMs 2426680 Specdb::MsMs 2426681 Specdb::MsMs 2426682 Specdb::MsMs 2511589 Specdb::MsMs 2511590 Specdb::MsMs 2511591 HMDB07069 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 Phosphatidylglycerophosphatase B P0A924 PGPB_ECOLI pgpB http://ecmdb.ca/proteins/P0A924.xml Phosphatidate cytidylyltransferase P0ABG1 CDSA_ECOLI cdsA http://ecmdb.ca/proteins/P0ABG1.xml Diacylglycerol kinase P0ABN1 KDGL_ECOLI dgkA http://ecmdb.ca/proteins/P0ABN1.xml DG(15:0/16:0/0:0) + Hydrogen ion + Cytidine triphosphate + DG(15:0/16:0/0:0) > CDP-DG(15:0/16:0) + Pyrophosphate PW_R004797