2.0 2015-09-08 20:10:29 -0600 2015-12-09 14:08:48 -0700 ECMDB24803 M2MDB006920 DG(17:0cycw7c/12:0(3-OH)/0:0) DG(17:0cycw7c/12:0(3-OH)/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/12:0(3-OH)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway. C32H60O6 540.826 540.438989652 (2S)-3-{[8-(2-hexylcyclopropyl)octanoyl]oxy}-2-hydroxypropyl 3-hydroxydodecanoate (2S)-3-{[8-(2-hexylcyclopropyl)octanoyl]oxy}-2-hydroxypropyl 3-hydroxydodecanoate [H][C@](O)(COC(=O)CCCCCCCC1CC1CCCCCC)COC(=O)CC(O)CCCCCCCCC InChI=1S/C32H60O6/c1-3-5-7-9-10-13-17-21-29(33)24-32(36)38-26-30(34)25-37-31(35)22-18-14-11-12-16-20-28-23-27(28)19-15-8-6-4-2/h27-30,33-34H,3-26H2,1-2H3/t27?,28?,29?,30-/m0/s1 GVYJEDYVEZLPBE-IYCLCUOYSA-N logp 8.13 ALOGPS logs -6.60 ALOGPS solubility 1.37e-04 g/l ALOGPS logp 8.66 ChemAxon pka_strongest_acidic 13.61 ChemAxon pka_strongest_basic -2.8 ChemAxon iupac (2S)-3-{[8-(2-hexylcyclopropyl)octanoyl]oxy}-2-hydroxypropyl 3-hydroxydodecanoate ChemAxon average_mass 540.826 ChemAxon mono_mass 540.438989652 ChemAxon smiles [H][C@](O)(COC(=O)CCCCCCCC1CC1CCCCCC)COC(=O)CC(O)CCCCCCCCC ChemAxon formula C32H60O6 ChemAxon inchi InChI=1S/C32H60O6/c1-3-5-7-9-10-13-17-21-29(33)24-32(36)38-26-30(34)25-37-31(35)22-18-14-11-12-16-20-28-23-27(28)19-15-8-6-4-2/h27-30,33-34H,3-26H2,1-2H3/t27?,28?,29?,30-/m0/s1 ChemAxon inchikey GVYJEDYVEZLPBE-IYCLCUOYSA-N ChemAxon polar_surface_area 93.06 ChemAxon refractivity 153.5 ChemAxon polarizability 68.69 ChemAxon rotatable_bond_count 29 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon phospholipid biosynthesis (CL(17:0cycw7c/12:0(3-OH)/12:0/12:0)) 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. PW001969 Metabolic phospholipid biosynthesis (CL(17:0cycw7c/12:0(3-OH)/17:0cycw7c/12:0(3-OH))) 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. PW001970 Metabolic Specdb::CMs 1084035 Specdb::EiMs 4586 Specdb::NmrOneD 341288 Specdb::NmrOneD 341289 Specdb::NmrOneD 341290 Specdb::NmrOneD 341291 Specdb::NmrOneD 341292 Specdb::NmrOneD 341293 Specdb::NmrOneD 341294 Specdb::NmrOneD 341295 Specdb::NmrOneD 341296 Specdb::NmrOneD 341297 Specdb::NmrOneD 341298 Specdb::NmrOneD 341299 Specdb::NmrOneD 341300 Specdb::NmrOneD 341301 Specdb::NmrOneD 341302 Specdb::NmrOneD 341303 Specdb::NmrOneD 341304 Specdb::NmrOneD 341305 Specdb::NmrOneD 341306 Specdb::NmrOneD 341307 Specdb::MsMs 1271554 Specdb::MsMs 1271555 Specdb::MsMs 1271556 Specdb::MsMs 1386562 Specdb::MsMs 1386563 Specdb::MsMs 1386564 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/12:0(3-OH)/0:0) + Cytidine triphosphate + Hydrogen ion >2 CDP-DG(17:0cycw7c/12:0(3-OH)) + Pyrophosphate PW_R005536