2.0 2012-10-10 13:28:15 -0600 2015-12-09 14:08:40 -0700 ECMDB23294 M2MDB003684 DG(16:1(9Z)/19:1(9Z)/0:0) DG(16:1(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(16:1(9Z)/19:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway. 1-(9Z-hexadecenoyl)-2-(9Z-nonadecenoyl)-sn-glycerol 1-palmitoleoyl-2-9Z-nonadecenoyl-sn-glycerol DAG(16:1/19:1) DAG(35:2) DG(16:1/19:1) DG(35:2) Diacylglycerol Diacylglycerol(16:1/19:1) Diacylglycerol(35:2) Diglyceride C38H70O5 606.973 606.522325354 (2S)-3-[(9Z)-hexadec-9-enoyloxy]-2-hydroxypropyl (9Z)-nonadec-9-enoate (2S)-3-[(9Z)-hexadec-9-enoyloxy]-2-hydroxypropyl (9Z)-nonadec-9-enoate [H][C@](O)(COC(=O)CCCCCCC\C=C/CCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCCC InChI=1S/C38H70O5/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-33-38(41)43-35-36(39)34-42-37(40)32-30-28-26-24-22-20-16-14-12-10-8-6-4-2/h14,16,18-19,36,39H,3-13,15,17,20-35H2,1-2H3/b16-14-,19-18-/t36-/m0/s1 SDIREOOUFASUDR-CYGLPLGMSA-N Membrane logp 10.15 ALOGPS logs -7.67 ALOGPS solubility 1.31e-05 g/l ALOGPS logp 12.61 ChemAxon pka_strongest_acidic 13.63 ChemAxon pka_strongest_basic -3.4 ChemAxon iupac (2S)-3-[(9Z)-hexadec-9-enoyloxy]-2-hydroxypropyl (9Z)-nonadec-9-enoate ChemAxon average_mass 606.973 ChemAxon mono_mass 606.522325354 ChemAxon smiles [H][C@](O)(COC(=O)CCCCCCC\C=C/CCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCCC ChemAxon formula C38H70O5 ChemAxon inchi InChI=1S/C38H70O5/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-33-38(41)43-35-36(39)34-42-37(40)32-30-28-26-24-22-20-16-14-12-10-8-6-4-2/h14,16,18-19,36,39H,3-13,15,17,20-35H2,1-2H3/b16-14-,19-18-/t36-/m0/s1 ChemAxon inchikey SDIREOOUFASUDR-CYGLPLGMSA-N ChemAxon polar_surface_area 72.83 ChemAxon refractivity 183.74 ChemAxon polarizability 79.25 ChemAxon rotatable_bond_count 35 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon phospholipid biosynthesis (PE(16:1(9Z)/19:iso)) 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. PW001760 Metabolic Specdb::CMs 1086610 Specdb::NmrOneD 322312 Specdb::NmrOneD 322313 Specdb::NmrOneD 322314 Specdb::NmrOneD 322315 Specdb::NmrOneD 322316 Specdb::NmrOneD 322317 Specdb::NmrOneD 322318 Specdb::NmrOneD 322319 Specdb::NmrOneD 322320 Specdb::NmrOneD 322321 Specdb::NmrOneD 322322 Specdb::NmrOneD 322323 Specdb::NmrOneD 322324 Specdb::NmrOneD 322325 Specdb::NmrOneD 322326 Specdb::NmrOneD 322327 Specdb::NmrOneD 322328 Specdb::NmrOneD 322329 Specdb::NmrOneD 322330 Specdb::NmrOneD 322331 Specdb::MsMs 1263574 Specdb::MsMs 1263575 Specdb::MsMs 1263576 Specdb::MsMs 1378663 Specdb::MsMs 1378664 Specdb::MsMs 1378665 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)/19:1(9Z)/0:0) + Cytidine triphosphate + Hydrogen ion > CDP-DG(16:1(9Z)/19:1(9Z)) + Pyrophosphate PW_R004714