2.0 2012-10-10 13:28:14 -0600 2015-12-09 14:08:25 -0700 ECMDB23289 M2MDB003679 DG(16:1(9Z)/15:0/0:0) DG(16:1(9Z)/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(16:1(9Z)/15:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway. 1-(9Z-hexadecenoyl)-2-pentadecanoyl-sn-glycerol 1-palmitoleoyl-2-pentadecanoyl-sn-glycerol DAG(16:1/15:0) DAG(16:1n7/15:0) DAG(16:1w7/15:0) DAG(31:1) DG(16:1/15:0) DG(16:1n7/15:0) DG(16:1w7/15:0) DG(31:1) Diacylglycerol Diacylglycerol(16:1/15:0) Diacylglycerol(16:1n7/15:0) Diacylglycerol(16:1w7/15:0) Diacylglycerol(31:1) Diglyceride C34H64O5 552.881 552.475375161 (2R)-2-hydroxy-3-(pentadecanoyloxy)propyl (9Z)-hexadec-9-enoate (2R)-2-hydroxy-3-(pentadecanoyloxy)propyl (9Z)-hexadec-9-enoate [H][C@@](O)(COC(=O)CCCCCCCCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCC InChI=1S/C34H64O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(37)39-31-32(35)30-38-33(36)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13,15,32,35H,3-12,14,16-31H2,1-2H3/b15-13-/t32-/m1/s1 UOYJHOONHJRWGL-RGOCUGCRSA-N Membrane logp 9.67 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)-2-hydroxy-3-(pentadecanoyloxy)propyl (9Z)-hexadec-9-enoate ChemAxon average_mass 552.881 ChemAxon mono_mass 552.475375161 ChemAxon smiles [H][C@@](O)(COC(=O)CCCCCCCCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCC ChemAxon formula C34H64O5 ChemAxon inchi InChI=1S/C34H64O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(37)39-31-32(35)30-38-33(36)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13,15,32,35H,3-12,14,16-31H2,1-2H3/b15-13-/t32-/m1/s1 ChemAxon inchikey UOYJHOONHJRWGL-RGOCUGCRSA-N ChemAxon polar_surface_area 72.83 ChemAxon refractivity 164.21 ChemAxon polarizability 72.33 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(16:1(9Z)/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 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. PW001757 Metabolic Specdb::CMs 1085883 Specdb::NmrOneD 251268 Specdb::NmrOneD 251269 Specdb::NmrOneD 251270 Specdb::NmrOneD 251271 Specdb::NmrOneD 251272 Specdb::NmrOneD 251273 Specdb::NmrOneD 251274 Specdb::NmrOneD 251275 Specdb::NmrOneD 251276 Specdb::NmrOneD 251277 Specdb::NmrOneD 251278 Specdb::NmrOneD 251279 Specdb::NmrOneD 251280 Specdb::NmrOneD 251281 Specdb::NmrOneD 251282 Specdb::NmrOneD 251283 Specdb::NmrOneD 251284 Specdb::NmrOneD 251285 Specdb::NmrOneD 251286 Specdb::NmrOneD 251287 Specdb::MsMs 1306615 Specdb::MsMs 1306616 Specdb::MsMs 1306617 Specdb::MsMs 1421125 Specdb::MsMs 1421126 Specdb::MsMs 1421127 HMDB07126 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(16:1(9Z)/15:0/0:0) + Cytidine triphosphate + Hydrogen ion + DG(16:1(9Z)/15:0/0:0) > CDP-DG(16:1(9Z)/15:0) + Pyrophosphate PW_R004707