2.0 2015-09-08 20:09:24 -0600 2015-12-09 14:07:44 -0700 ECMDB24785 M2MDB006902 DG(15:0cyclo/15:0cyclo/0:0) DG(15:0cyclo/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(15:0cyclo/15:0cyclo/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway. C33H60O5 536.838 536.444075032 3-{[8-(2-butylcyclopropyl)octanoyl]oxy}-2-hydroxypropyl 8-(2-butylcyclopropyl)octanoate 3-{[8-(2-butylcyclopropyl)octanoyl]oxy}-2-hydroxypropyl 8-(2-butylcyclopropyl)octanoate [H]C(O)(COC(=O)CCCCCCCC1CC1CCCC)COC(=O)CCCCCCCC1CC1CCCC InChI=1S/C33H60O5/c1-3-5-17-27-23-29(27)19-13-9-7-11-15-21-32(35)37-25-31(34)26-38-33(36)22-16-12-8-10-14-20-30-24-28(30)18-6-4-2/h27-31,34H,3-26H2,1-2H3 BEYJNGJBHYCNAW-UHFFFAOYSA-N logp 8.50 ALOGPS logs -7.49 ALOGPS solubility 1.72e-05 g/l ALOGPS logp 9.56 ChemAxon pka_strongest_acidic 13.63 ChemAxon pka_strongest_basic -3.4 ChemAxon iupac 3-{[8-(2-butylcyclopropyl)octanoyl]oxy}-2-hydroxypropyl 8-(2-butylcyclopropyl)octanoate ChemAxon average_mass 536.838 ChemAxon mono_mass 536.444075032 ChemAxon smiles [H]C(O)(COC(=O)CCCCCCCC1CC1CCCC)COC(=O)CCCCCCCC1CC1CCCC ChemAxon formula C33H60O5 ChemAxon inchi InChI=1S/C33H60O5/c1-3-5-17-27-23-29(27)19-13-9-7-11-15-21-32(35)37-25-31(34)26-38-33(36)22-16-12-8-10-14-20-30-24-28(30)18-6-4-2/h27-31,34H,3-26H2,1-2H3 ChemAxon inchikey BEYJNGJBHYCNAW-UHFFFAOYSA-N ChemAxon polar_surface_area 72.83 ChemAxon refractivity 154.68 ChemAxon polarizability 68.2 ChemAxon rotatable_bond_count 28 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon phospholipid biosynthesis CL(15:0cyclo/15:0cyclo/14:0/16:0) "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." PW001059 Metabolic Specdb::CMs 1089166 Specdb::EiMs 2077 Specdb::NmrOneD 310371 Specdb::NmrOneD 310372 Specdb::NmrOneD 310373 Specdb::NmrOneD 310374 Specdb::NmrOneD 310375 Specdb::NmrOneD 310376 Specdb::NmrOneD 310377 Specdb::NmrOneD 310378 Specdb::NmrOneD 310379 Specdb::NmrOneD 310380 Specdb::NmrOneD 310381 Specdb::NmrOneD 310382 Specdb::NmrOneD 310383 Specdb::NmrOneD 310384 Specdb::NmrOneD 310385 Specdb::NmrOneD 310386 Specdb::NmrOneD 310387 Specdb::NmrOneD 310388 Specdb::NmrOneD 310389 Specdb::NmrOneD 310390 Specdb::MsMs 1284271 Specdb::MsMs 1284272 Specdb::MsMs 1284273 Specdb::MsMs 1399090 Specdb::MsMs 1399091 Specdb::MsMs 1399092 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(15:0cyclo/15:0cyclo/0:0) + Cytidine triphosphate + Hydrogen ion > CDP-DG(15:0cyclo/15:0cyclo) + Pyrophosphate PW_R005681