2.0 2012-10-10 13:28:20 -0600 2015-12-09 14:20:04 -0700 ECMDB23315 M2MDB003705 DG(19:1(9Z)/14:0/0:0) DG(19:1(9Z)/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(19:1(9Z)/14:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway. 1-(9Z-nonadecenoyl)-2-tetradecanoyl-sn-glycerol 1-9Z-nonadecenoyl-2-myristoyl-sn-glycerol DAG(19:1/14:0) DAG(33:1) DG(19:1/14:0) DG(33:1) Diacylglycerol Diacylglycerol(19:1/14:0) Diacylglycerol(33:1) Diglyceride C36H68O5 580.935 580.50667529 (2R)-2-hydroxy-3-(tetradecanoyloxy)propyl (9Z)-nonadec-9-enoate (2R)-2-hydroxy-3-(tetradecanoyloxy)propyl (9Z)-nonadec-9-enoate [H][C@@](O)(COC(=O)CCCCCCCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCCC InChI=1S/C36H68O5/c1-3-5-7-9-11-13-15-16-17-18-19-21-23-25-27-29-31-36(39)41-33-34(37)32-40-35(38)30-28-26-24-22-20-14-12-10-8-6-4-2/h17-18,34,37H,3-16,19-33H2,1-2H3/b18-17-/t34-/m1/s1 NHBSOPLBDJSMTA-RZCWWDNZSA-N Membrane logp 10.00 ALOGPS logs -7.49 ALOGPS solubility 1.88e-05 g/l ALOGPS logp 12.09 ChemAxon pka_strongest_acidic 13.63 ChemAxon pka_strongest_basic -3.4 ChemAxon iupac (2R)-2-hydroxy-3-(tetradecanoyloxy)propyl (9Z)-nonadec-9-enoate ChemAxon average_mass 580.935 ChemAxon mono_mass 580.50667529 ChemAxon smiles [H][C@@](O)(COC(=O)CCCCCCCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCCC ChemAxon formula C36H68O5 ChemAxon inchi InChI=1S/C36H68O5/c1-3-5-7-9-11-13-15-16-17-18-19-21-23-25-27-29-31-36(39)41-33-34(37)32-40-35(38)30-28-26-24-22-20-14-12-10-8-6-4-2/h17-18,34,37H,3-16,19-33H2,1-2H3/b18-17-/t34-/m1/s1 ChemAxon inchikey NHBSOPLBDJSMTA-RZCWWDNZSA-N ChemAxon polar_surface_area 72.83 ChemAxon refractivity 173.42 ChemAxon polarizability 76.52 ChemAxon rotatable_bond_count 34 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon phospholipid biosynthesis (CDP-DG(19:1(9Z)/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. PW001788 Metabolic Specdb::CMs 1087679 Specdb::MsMs 3630255 Specdb::MsMs 3630256 Specdb::MsMs 3630257 Specdb::MsMs 3630258 Specdb::MsMs 3630259 Specdb::MsMs 3630260 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(19:1(9Z)/14:0/0:0) + Cytidine triphosphate + Hydrogen ion > CDP-DG(19:1(9Z)/14:0) + Pyrophosphate PW_R004759