2.0 2015-09-08 20:11:18 -0600 2015-12-09 14:10:40 -0700 ECMDB24815 M2MDB006932 DG(18:1(9Z)/17:0cycw7c/0:0) DG(18:1(9Z)/17:0cycw7c/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(18:1(9Z)/17:0cycw7c/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway. C38H70O5 606.973 606.522325354 (2S)-3-{[8-(2-hexylcyclopropyl)octanoyl]oxy}-2-hydroxypropyl (9Z)-octadec-9-enoate (2S)-3-{[8-(2-hexylcyclopropyl)octanoyl]oxy}-2-hydroxypropyl (9Z)-octadec-9-enoate [H][C@](O)(COC(=O)CCCCCCC\C=C/CCCCCCCC)COC(=O)CCCCCCCC1CC1CCCCCC InChI=1S/C38H70O5/c1-3-5-7-9-10-11-12-13-14-15-16-17-18-21-25-29-37(40)42-32-36(39)33-43-38(41)30-26-22-19-20-24-28-35-31-34(35)27-23-8-6-4-2/h13-14,34-36,39H,3-12,15-33H2,1-2H3/b14-13-/t34?,35?,36-/m0/s1 KIHDDXAOMUYAHF-MCOZOBPGSA-N logp 10.15 ALOGPS logs -7.61 ALOGPS solubility 1.48e-05 g/l ALOGPS logp 12.2 ChemAxon pka_strongest_acidic 13.63 ChemAxon pka_strongest_basic -3.4 ChemAxon iupac (2S)-3-{[8-(2-hexylcyclopropyl)octanoyl]oxy}-2-hydroxypropyl (9Z)-octadec-9-enoate ChemAxon average_mass 606.973 ChemAxon mono_mass 606.522325354 ChemAxon smiles [H][C@](O)(COC(=O)CCCCCCC\C=C/CCCCCCCC)COC(=O)CCCCCCCC1CC1CCCCCC ChemAxon formula C38H70O5 ChemAxon inchi InChI=1S/C38H70O5/c1-3-5-7-9-10-11-12-13-14-15-16-17-18-21-25-29-37(40)42-32-36(39)33-43-38(41)30-26-22-19-20-24-28-35-31-34(35)27-23-8-6-4-2/h13-14,34-36,39H,3-12,15-33H2,1-2H3/b14-13-/t34?,35?,36-/m0/s1 ChemAxon inchikey KIHDDXAOMUYAHF-MCOZOBPGSA-N ChemAxon polar_surface_area 72.83 ChemAxon refractivity 180.71 ChemAxon polarizability 78.95 ChemAxon rotatable_bond_count 34 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon phospholipid biosynthesis (CL(18:1(9Z)/16:1(9Z)/18:1(9Z)/17:0cycw7c)) 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. PW002014 Metabolic Specdb::CMs 1090152 Specdb::NmrOneD 331442 Specdb::NmrOneD 331443 Specdb::NmrOneD 331444 Specdb::NmrOneD 331445 Specdb::NmrOneD 331446 Specdb::NmrOneD 331447 Specdb::NmrOneD 331448 Specdb::NmrOneD 331449 Specdb::NmrOneD 331450 Specdb::NmrOneD 331451 Specdb::NmrOneD 331452 Specdb::NmrOneD 331453 Specdb::NmrOneD 331454 Specdb::NmrOneD 331455 Specdb::NmrOneD 331456 Specdb::NmrOneD 331457 Specdb::NmrOneD 331458 Specdb::NmrOneD 331459 Specdb::NmrOneD 331460 Specdb::NmrOneD 331461 Specdb::MsMs 1260478 Specdb::MsMs 1260479 Specdb::MsMs 1260480 Specdb::MsMs 1375603 Specdb::MsMs 1375604 Specdb::MsMs 1375605 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(18:1(9Z)/17:0cycw7c/0:0) + Cytidine triphosphate + Hydrogen ion > CDP-DG(18:1(9Z)/17:0cycw7c) + Pyrophosphate PW_R005675