2.0 2015-09-08 20:09:53 -0600 2015-12-09 14:08:03 -0700 ECMDB24793 M2MDB006910 DG(16:0/15:0cyclo/0:0) DG(16:0/15:0cyclo/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(16:0/15:0cyclo/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway. C34H64O5 552.881 552.475375161 (2S)-3-{[8-(2-butylcyclopropyl)octanoyl]oxy}-2-hydroxypropyl hexadecanoate (2S)-3-{[8-(2-butylcyclopropyl)octanoyl]oxy}-2-hydroxypropyl hexadecanoate [H][C@](O)(COC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCCC1CC1CCCC InChI=1S/C34H64O5/c1-3-5-7-8-9-10-11-12-13-14-15-18-21-25-33(36)38-28-32(35)29-39-34(37)26-22-19-16-17-20-24-31-27-30(31)23-6-4-2/h30-32,35H,3-29H2,1-2H3/t30?,31?,32-/m0/s1 VJNSSSSCHBLVIG-PDZHLSQESA-N logp 9.63 ALOGPS logs -7.39 ALOGPS solubility 2.25e-05 g/l ALOGPS logp 10.78 ChemAxon pka_strongest_acidic 13.63 ChemAxon pka_strongest_basic -3.4 ChemAxon iupac (2S)-3-{[8-(2-butylcyclopropyl)octanoyl]oxy}-2-hydroxypropyl hexadecanoate ChemAxon average_mass 552.881 ChemAxon mono_mass 552.475375161 ChemAxon smiles [H][C@](O)(COC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCCC1CC1CCCC ChemAxon formula C34H64O5 ChemAxon inchi InChI=1S/C34H64O5/c1-3-5-7-8-9-10-11-12-13-14-15-18-21-25-33(36)38-28-32(35)29-39-34(37)26-22-19-16-17-20-24-31-27-30(31)23-6-4-2/h30-32,35H,3-29H2,1-2H3/t30?,31?,32-/m0/s1 ChemAxon inchikey VJNSSSSCHBLVIG-PDZHLSQESA-N ChemAxon polar_surface_area 72.83 ChemAxon refractivity 161.19 ChemAxon polarizability 72.08 ChemAxon rotatable_bond_count 31 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon phospholipid biosynthesis CL(16:0/15:0cyclo/16:0/16:0) "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." PW001226 Metabolic Specdb::CMs 1087281 Specdb::MsMs 1314511 Specdb::MsMs 1314512 Specdb::MsMs 1314513 Specdb::MsMs 1428994 Specdb::MsMs 1428995 Specdb::MsMs 1428996 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 DG(16:0/15:0cyclo/0:0) + Cytidine triphosphate + Hydrogen ion > CDP-DG(16:0/15:0cyclo) + Pyrophosphate PW_R005686