2.0 2012-10-10 13:28:18 -0600 2015-12-09 14:10:04 -0700 ECMDB23306 M2MDB003696 DG(18:1(9Z)/14:0/0:0) DG(18:1(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(18:1(9Z)/14:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway. 1-(9Z-octadecenoyl)-2-tetradecanoyl-sn-glycerol 1-oleoyl-2-myristoyl-sn-glycerol DAG(18:1/14:0) DAG(18:1n9/14:0) DAG(18:1w9/14:0) DAG(32:1) DG(18:1/14:0) DG(18:1n9/14:0) DG(18:1w9/14:0) DG(32:1) Diacylglycerol Diacylglycerol(18:1/14:0) Diacylglycerol(18:1n9/14:0) Diacylglycerol(18:1w9/14:0) Diacylglycerol(32:1) Diglyceride C35H66O5 566.908 566.491025225 (2R)-2-hydroxy-3-(tetradecanoyloxy)propyl (9Z)-octadec-9-enoate (2R)-2-hydroxy-3-(tetradecanoyloxy)propyl (9Z)-octadec-9-enoate [H][C@@](O)(COC(=O)CCCCCCCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCC InChI=1S/C35H66O5/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/h16-17,33,36H,3-15,18-32H2,1-2H3/b17-16-/t33-/m1/s1 DPKKTCYRXHCYKZ-NTEJXHNLSA-N Membrane logp 9.84 ALOGPS logs -7.46 ALOGPS solubility 1.98e-05 g/l ALOGPS logp 11.64 ChemAxon pka_strongest_acidic 13.63 ChemAxon pka_strongest_basic -3.4 ChemAxon iupac (2R)-2-hydroxy-3-(tetradecanoyloxy)propyl (9Z)-octadec-9-enoate ChemAxon average_mass 566.908 ChemAxon mono_mass 566.491025225 ChemAxon smiles [H][C@@](O)(COC(=O)CCCCCCCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCC ChemAxon formula C35H66O5 ChemAxon inchi InChI=1S/C35H66O5/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/h16-17,33,36H,3-15,18-32H2,1-2H3/b17-16-/t33-/m1/s1 ChemAxon inchikey DPKKTCYRXHCYKZ-NTEJXHNLSA-N ChemAxon polar_surface_area 72.83 ChemAxon refractivity 168.82 ChemAxon polarizability 74.41 ChemAxon rotatable_bond_count 33 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon phospholipid biosynthesis (CL(18:1(9Z)/14:0/19:0cycv8c/19:0cycv8c) 2) 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. PW001781 Metabolic Specdb::CMs 47685 Specdb::CMs 247398 Specdb::CMs 282165 Specdb::CMs 362739 Specdb::NmrOneD 276378 Specdb::NmrOneD 276379 Specdb::NmrOneD 276380 Specdb::NmrOneD 276381 Specdb::NmrOneD 276382 Specdb::NmrOneD 276383 Specdb::NmrOneD 276384 Specdb::NmrOneD 276385 Specdb::NmrOneD 276386 Specdb::NmrOneD 276387 Specdb::NmrOneD 276388 Specdb::NmrOneD 276389 Specdb::NmrOneD 276390 Specdb::NmrOneD 276391 Specdb::NmrOneD 276392 Specdb::NmrOneD 276393 Specdb::NmrOneD 276394 Specdb::NmrOneD 276395 Specdb::NmrOneD 276396 Specdb::NmrOneD 276397 Specdb::MsMs 2664235 Specdb::MsMs 2664236 Specdb::MsMs 2664237 Specdb::MsMs 3017589 Specdb::MsMs 3017590 Specdb::MsMs 3017591 HMDB07211 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(18:1(9Z)/14:0/0:0) + Cytidine triphosphate + Hydrogen ion + DG(18:1(9Z)/14:0/0:0) > CDP-DG(18:1(9Z)/14:0) + Pyrophosphate PW_R004745