2.0 2012-10-10 13:28:10 -0600 2015-12-09 14:07:34 -0700 ECMDB23271 M2MDB003661 DG(15:0/15:0/0:0) DG(15:0/15:0/0:0) 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(15:0/15:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway. 1,2-dipentadecanoyl-rac-glycerol DAG(15:0/15:0) DAG(30:0) DG(15:0/15:0) DG(30:0) Diacylglycerol Diacylglycerol(15:0/15:0) Diacylglycerol(30:0) Diglyceride C33H64O5 540.8583 540.475375158 2-hydroxy-3-(pentadecanoyloxy)propyl pentadecanoate 2-hydroxy-3-(pentadecanoyloxy)propyl pentadecanoate CCCCCCCCCCCCCCC(=O)OCC(O)COC(=O)CCCCCCCCCCCCCC InChI=1S/C33H64O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-32(35)37-29-31(34)30-38-33(36)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h31,34H,3-30H2,1-2H3 HZEBMMLXOCVJNI-UHFFFAOYSA-N Membrane logp 9.61 ALOGPS logs -7.39 ALOGPS solubility 2.21e-05 g/l ALOGPS logp 11.11 ChemAxon pka_strongest_acidic 13.63 ChemAxon pka_strongest_basic -3.4 ChemAxon iupac 2-hydroxy-3-(pentadecanoyloxy)propyl pentadecanoate ChemAxon average_mass 540.8583 ChemAxon mono_mass 540.475375158 ChemAxon smiles CCCCCCCCCCCCCCC(=O)OCC(O)COC(=O)CCCCCCCCCCCCCC ChemAxon formula C33H64O5 ChemAxon inchi InChI=1S/C33H64O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-32(35)37-29-31(34)30-38-33(36)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h31,34H,3-30H2,1-2H3 ChemAxon inchikey HZEBMMLXOCVJNI-UHFFFAOYSA-N ChemAxon polar_surface_area 72.83 ChemAxon refractivity 158.5 ChemAxon polarizability 71.66 ChemAxon rotatable_bond_count 32 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon phospholipid biosynthesis CDP-DG(15:0/15:0) 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. PW001808 Metabolic Specdb::CMs 47703 Specdb::CMs 220487 Specdb::CMs 265275 Specdb::CMs 281343 Specdb::NmrOneD 324112 Specdb::NmrOneD 324113 Specdb::NmrOneD 324114 Specdb::NmrOneD 324115 Specdb::NmrOneD 324116 Specdb::NmrOneD 324117 Specdb::NmrOneD 324118 Specdb::NmrOneD 324119 Specdb::NmrOneD 324120 Specdb::NmrOneD 324121 Specdb::NmrOneD 324122 Specdb::NmrOneD 324123 Specdb::NmrOneD 324124 Specdb::NmrOneD 324125 Specdb::NmrOneD 324126 Specdb::NmrOneD 324127 Specdb::NmrOneD 324128 Specdb::NmrOneD 324129 Specdb::NmrOneD 324130 Specdb::NmrOneD 324131 Specdb::MsMs 3051278 Specdb::MsMs 3051279 Specdb::MsMs 3051280 Specdb::MsMs 3119572 Specdb::MsMs 3119573 Specdb::MsMs 3119574 HMDB07068 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(15:0/15:0/0:0) + Hydrogen ion + Cytidine triphosphate + DG(15:0/15:0/0:0) > CDP-DG(15:0/15:0) + Pyrophosphate PW_R004795