2.0 2012-10-11 06:18:56 -0600 2015-12-09 14:20:31 -0700 ECMDB23321 M2MDB003711 DG(19:1(9Z)/19:1(9Z)/0:0) DG(19:1(9Z)/19:1(9Z)/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)/19:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway. 1,2-di(9Z-nonadecenoyl)-rac-glycerol 1,2-di9Z-nonadecenoyl-rac-glycerol DAG(19:1/19:1) DAG(38:2) DG(19:1/19:1) DG(38:2) Diacylglycerol Diacylglycerol(19:1/19:1) Diacylglycerol(38:2) Diglyceride C41H76O5 649.054 648.569275547 2-hydroxy-3-[(9Z)-nonadec-9-enoyloxy]propyl (9Z)-nonadec-9-enoate 2-hydroxy-3-[(9Z)-nonadec-9-enoyloxy]propyl (9Z)-nonadec-9-enoate [H]C(O)(COC(=O)CCCCCCC\C=C/CCCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCCC InChI=1S/C41H76O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-40(43)45-37-39(42)38-46-41(44)36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h19-22,39,42H,3-18,23-38H2,1-2H3/b21-19-,22-20- PQOTYKLIDKJFNX-WRBBJXAJSA-N Membrane logp 10.49 ALOGPS logs -7.77 ALOGPS solubility 1.11e-05 g/l ALOGPS logp 13.95 ChemAxon pka_strongest_acidic 13.63 ChemAxon pka_strongest_basic -3.4 ChemAxon iupac 2-hydroxy-3-[(9Z)-nonadec-9-enoyloxy]propyl (9Z)-nonadec-9-enoate ChemAxon average_mass 649.054 ChemAxon mono_mass 648.569275547 ChemAxon smiles [H]C(O)(COC(=O)CCCCCCC\C=C/CCCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCCC ChemAxon formula C41H76O5 ChemAxon inchi InChI=1S/C41H76O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-40(43)45-37-39(42)38-46-41(44)36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h19-22,39,42H,3-18,23-38H2,1-2H3/b21-19-,22-20- ChemAxon inchikey PQOTYKLIDKJFNX-WRBBJXAJSA-N ChemAxon polar_surface_area 72.83 ChemAxon refractivity 197.54 ChemAxon polarizability 85.5 ChemAxon rotatable_bond_count 38 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon phospholipid biosynthesis (CDP-DG(19:1(9Z)/19:1(9Z))) 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. PW001792 Metabolic Specdb::CMs 1089751 Specdb::MsMs 3618213 Specdb::MsMs 3618214 Specdb::MsMs 3618215 Specdb::MsMs 3618216 Specdb::MsMs 3618217 Specdb::MsMs 3618218 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)/19:1(9Z)/0:0) + Cytidine triphosphate + Hydrogen ion > CDP-DG(19:1(9Z)/19:1(9Z)) + Pyrophosphate PW_R004764