2.0 2015-09-08 20:11:06 -0600 2015-09-14 11:20:15 -0600 ECMDB24812 M2MDB006929 DG(17:0cycw7c/19:iso/0:0) DG(17:0cycw7c/19:iso/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(17:0cycw7c/19:iso/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway. C39H74O5 623.016 622.553625483 1-{[8-(2-hexylcyclopropyl)octanoyl]oxy}-3-hydroxypropan-2-yl 17-methyloctadecanoate 1-{[8-(2-hexylcyclopropyl)octanoyl]oxy}-3-hydroxypropan-2-yl 17-methyloctadecanoate CCCCCCC1CC1CCCCCCCC(=O)OCC(CO)OC(=O)CCCCCCCCCCCCCCCC(C)C InChI=1S/C39H74O5/c1-4-5-6-22-27-35-31-36(35)28-23-18-16-20-24-29-38(41)43-33-37(32-40)44-39(42)30-25-19-15-13-11-9-7-8-10-12-14-17-21-26-34(2)3/h34-37,40H,4-33H2,1-3H3 DGLNJKBASZPSJE-UHFFFAOYSA-N logp 10.16 ALOGPS logs -7.68 ALOGPS solubility 1.32e-05 g/l ALOGPS logp 12.84 ChemAxon pka_strongest_acidic 14.58 ChemAxon pka_strongest_basic -3 ChemAxon iupac 1-{[8-(2-hexylcyclopropyl)octanoyl]oxy}-3-hydroxypropan-2-yl 17-methyloctadecanoate ChemAxon average_mass 623.016 ChemAxon mono_mass 622.553625483 ChemAxon smiles CCCCCCC1CC1CCCCCCCC(=O)OCC(CO)OC(=O)CCCCCCCCCCCCCCCC(C)C ChemAxon formula C39H74O5 ChemAxon inchi InChI=1S/C39H74O5/c1-4-5-6-22-27-35-31-36(35)28-23-18-16-20-24-29-38(41)43-33-37(32-40)44-39(42)30-25-19-15-13-11-9-7-8-10-12-14-17-21-26-34(2)3/h34-37,40H,4-33H2,1-3H3 ChemAxon inchikey DGLNJKBASZPSJE-UHFFFAOYSA-N ChemAxon polar_surface_area 72.83 ChemAxon refractivity 184.14 ChemAxon polarizability 82.57 ChemAxon rotatable_bond_count 35 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon phospholipid biosynthesis (CL(17:0cycw7c/19:iso/17:0cycw7c/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. PW001973 Metabolic Specdb::CMs 1087861 Specdb::EiMs 2730 Specdb::NmrOneD 326322 Specdb::NmrOneD 326323 Specdb::NmrOneD 326324 Specdb::NmrOneD 326325 Specdb::NmrOneD 326326 Specdb::NmrOneD 326327 Specdb::NmrOneD 326328 Specdb::NmrOneD 326329 Specdb::NmrOneD 326330 Specdb::NmrOneD 326331 Specdb::NmrOneD 326332 Specdb::NmrOneD 326333 Specdb::NmrOneD 326334 Specdb::NmrOneD 326335 Specdb::NmrOneD 326336 Specdb::NmrOneD 326337 Specdb::NmrOneD 326338 Specdb::NmrOneD 326339 Specdb::NmrOneD 326340 Specdb::NmrOneD 326341 Specdb::MsMs 26726 Specdb::MsMs 26727 Specdb::MsMs 26728 Specdb::MsMs 33284 Specdb::MsMs 33285 Specdb::MsMs 33286 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 Phosphatidate cytidylyltransferase P0ABG1 CDSA_ECOLI cdsA http://ecmdb.ca/proteins/P0ABG1.xml 2 DG(17:0cycw7c/19:iso/0:0) + Cytidine triphosphate + Hydrogen ion >2 CDP-DG(17:0cycw7c/19:iso) + Pyrophosphate PW_R005551