2.0 2012-10-10 13:28:20 -0600 2015-12-09 14:19:59 -0700 ECMDB23314 M2MDB003704 DG(19:1(9Z)/12:0/0:0) DG(19:1(9Z)/12:0/0:0) 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)/12:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway. 1-(9Z-nonadecenoyl)-2-dodecanoyl-sn-glycerol 1-9Z-nonadecenoyl-2-dodecanoyl-sn-glycerol DAG(19:1/12:0) DAG(31:1) DG(19:1/12:0) DG(31:1) Diacylglycerol Diacylglycerol(19:1/12:0) Diacylglycerol(31:1) Diglyceride C34H64O5 552.881 552.475375161 (2R)-3-(dodecanoyloxy)-2-hydroxypropyl (9Z)-nonadec-9-enoate (2R)-3-(dodecanoyloxy)-2-hydroxypropyl (9Z)-nonadec-9-enoate [H][C@@](O)(COC(=O)CCCCCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCCC InChI=1S/C34H64O5/c1-3-5-7-9-11-13-14-15-16-17-18-19-21-23-25-27-29-34(37)39-31-32(35)30-38-33(36)28-26-24-22-20-12-10-8-6-4-2/h16-17,32,35H,3-15,18-31H2,1-2H3/b17-16-/t32-/m1/s1 QDIMPDOQYBDBGM-PHIJBUCWSA-N Membrane logp 9.68 ALOGPS logs -7.41 ALOGPS solubility 2.16e-05 g/l ALOGPS logp 11.2 ChemAxon pka_strongest_acidic 13.63 ChemAxon pka_strongest_basic -3.4 ChemAxon iupac (2R)-3-(dodecanoyloxy)-2-hydroxypropyl (9Z)-nonadec-9-enoate ChemAxon average_mass 552.881 ChemAxon mono_mass 552.475375161 ChemAxon smiles [H][C@@](O)(COC(=O)CCCCCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCCC ChemAxon formula C34H64O5 ChemAxon inchi InChI=1S/C34H64O5/c1-3-5-7-9-11-13-14-15-16-17-18-19-21-23-25-27-29-34(37)39-31-32(35)30-38-33(36)28-26-24-22-20-12-10-8-6-4-2/h16-17,32,35H,3-15,18-31H2,1-2H3/b17-16-/t32-/m1/s1 ChemAxon inchikey QDIMPDOQYBDBGM-PHIJBUCWSA-N ChemAxon polar_surface_area 72.83 ChemAxon refractivity 164.21 ChemAxon polarizability 72.25 ChemAxon rotatable_bond_count 32 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon phospholipid biosynthesis (PE(19:iso/12:0)) 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. PW001787 Metabolic Specdb::CMs 1090084 Specdb::NmrOneD 289295 Specdb::NmrOneD 289296 Specdb::NmrOneD 289297 Specdb::NmrOneD 289298 Specdb::NmrOneD 289299 Specdb::NmrOneD 289300 Specdb::NmrOneD 289301 Specdb::NmrOneD 289302 Specdb::NmrOneD 289303 Specdb::NmrOneD 289304 Specdb::NmrOneD 289305 Specdb::NmrOneD 289306 Specdb::NmrOneD 289307 Specdb::NmrOneD 289308 Specdb::NmrOneD 289309 Specdb::NmrOneD 289310 Specdb::NmrOneD 289311 Specdb::NmrOneD 289312 Specdb::NmrOneD 289313 Specdb::NmrOneD 289314 Specdb::MsMs 3638595 Specdb::MsMs 3638596 Specdb::MsMs 3638597 Specdb::MsMs 3638598 Specdb::MsMs 3638599 Specdb::MsMs 3638600 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)/12:0/0:0) + Cytidine triphosphate + Hydrogen ion > CDP-DG(19:1(9Z)/12:0) + Pyrophosphate PW_R004758