2.0 2012-10-10 13:28:16 -0600 2015-12-09 14:09:13 -0700 ECMDB23297 M2MDB003687 DG(18:0/14:0/0:0) DG(18:0/14:0/0:0) 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(18:0/14:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway. 1-octadecanoyl-2-tetradecanoyl-sn-glycerol 1-stearoyl-2-myristoyl-sn-glycerol DAG(18:0/14:0) DAG(32:0) DG(18:0/14:0) DG(32:0) Diacylglycerol Diacylglycerol(18:0/14:0) Diacylglycerol(32:0) Diglyceride C35H68O5 568.924 568.50667529 (2R)-2-hydroxy-3-(tetradecanoyloxy)propyl octadecanoate (2R)-2-hydroxy-3-(tetradecanoyloxy)propyl octadecanoate [H][C@@](O)(COC(=O)CCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCC InChI=1S/C35H68O5/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-35(38)40-32-33(36)31-39-34(37)29-27-25-23-21-19-14-12-10-8-6-4-2/h33,36H,3-32H2,1-2H3/t33-/m1/s1 CUNPTVLPBLDLDS-MGBGTMOVSA-N Membrane logp 9.94 ALOGPS logs -7.44 ALOGPS solubility 2.08e-05 g/l ALOGPS logp 12 ChemAxon pka_strongest_acidic 13.63 ChemAxon pka_strongest_basic -3.4 ChemAxon iupac (2R)-2-hydroxy-3-(tetradecanoyloxy)propyl octadecanoate ChemAxon average_mass 568.924 ChemAxon mono_mass 568.50667529 ChemAxon smiles [H][C@@](O)(COC(=O)CCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCC ChemAxon formula C35H68O5 ChemAxon inchi InChI=1S/C35H68O5/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-35(38)40-32-33(36)31-39-34(37)29-27-25-23-21-19-14-12-10-8-6-4-2/h33,36H,3-32H2,1-2H3/t33-/m1/s1 ChemAxon inchikey CUNPTVLPBLDLDS-MGBGTMOVSA-N ChemAxon polar_surface_area 72.83 ChemAxon refractivity 167.7 ChemAxon polarizability 75.99 ChemAxon rotatable_bond_count 34 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon phospholipid biosynthesis (PE(18:0/14:0)) 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. PW001765 Metabolic Specdb::CMs 47679 Specdb::CMs 282229 Specdb::CMs 365901 Specdb::NmrOneD 272338 Specdb::NmrOneD 272339 Specdb::NmrOneD 272340 Specdb::NmrOneD 272341 Specdb::NmrOneD 272342 Specdb::NmrOneD 272343 Specdb::NmrOneD 272344 Specdb::NmrOneD 272345 Specdb::NmrOneD 272346 Specdb::NmrOneD 272347 Specdb::NmrOneD 272348 Specdb::NmrOneD 272349 Specdb::NmrOneD 272350 Specdb::NmrOneD 272351 Specdb::NmrOneD 272352 Specdb::NmrOneD 272353 Specdb::NmrOneD 272354 Specdb::NmrOneD 272355 Specdb::NmrOneD 272356 Specdb::NmrOneD 272357 Specdb::MsMs 2663845 Specdb::MsMs 2663846 Specdb::MsMs 2663847 Specdb::MsMs 3015459 Specdb::MsMs 3015460 Specdb::MsMs 3015461 HMDB07153 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(18:0/14:0/0:0) + Cytidine triphosphate + Hydrogen ion + DG(18:0/14:0/0:0) > CDP-DG(18:0/14:0) + Pyrophosphate PW_R004718