2.0 2015-09-08 20:10:11 -0600 2015-12-09 14:08:30 -0700 ECMDB24798 M2MDB006915 DG(16:1(9Z)/17:0cycw7c/0:0) DG(16:1(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(16:1(9Z)/17:0cycw7c/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway. C36H66O5 578.919 578.491025225 (2S)-3-{[8-(2-hexylcyclopropyl)octanoyl]oxy}-2-hydroxypropyl (9Z)-hexadec-9-enoate (2S)-3-{[8-(2-hexylcyclopropyl)octanoyl]oxy}-2-hydroxypropyl (9Z)-hexadec-9-enoate [H][C@](O)(COC(=O)CCCCCCC\C=C/CCCCCC)COC(=O)CCCCCCCC1CC1CCCCCC InChI=1S/C36H66O5/c1-3-5-7-9-10-11-12-13-14-15-16-19-23-27-35(38)40-30-34(37)31-41-36(39)28-24-20-17-18-22-26-33-29-32(33)25-21-8-6-4-2/h11-12,32-34,37H,3-10,13-31H2,1-2H3/b12-11-/t32?,33?,34-/m0/s1 DHLVMRZBCXXXLY-GPIXZVFCSA-N logp 9.85 ALOGPS logs -7.52 ALOGPS solubility 1.77e-05 g/l ALOGPS logp 11.31 ChemAxon pka_strongest_acidic 13.63 ChemAxon pka_strongest_basic -3.4 ChemAxon iupac (2S)-3-{[8-(2-hexylcyclopropyl)octanoyl]oxy}-2-hydroxypropyl (9Z)-hexadec-9-enoate ChemAxon average_mass 578.919 ChemAxon mono_mass 578.491025225 ChemAxon smiles [H][C@](O)(COC(=O)CCCCCCC\C=C/CCCCCC)COC(=O)CCCCCCCC1CC1CCCCCC ChemAxon formula C36H66O5 ChemAxon inchi InChI=1S/C36H66O5/c1-3-5-7-9-10-11-12-13-14-15-16-19-23-27-35(38)40-30-34(37)31-41-36(39)28-24-20-17-18-22-26-33-29-32(33)25-21-8-6-4-2/h11-12,32-34,37H,3-10,13-31H2,1-2H3/b12-11-/t32?,33?,34-/m0/s1 ChemAxon inchikey DHLVMRZBCXXXLY-GPIXZVFCSA-N ChemAxon polar_surface_area 72.83 ChemAxon refractivity 171.51 ChemAxon polarizability 74.7 ChemAxon rotatable_bond_count 32 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon phospholipid biosynthesis (CL(16:1(9Z)/17:0cycw7c/14:0/17:0cycw7c)) 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. PW001959 Metabolic Specdb::CMs 1090032 Specdb::EiMs 2899 Specdb::NmrOneD 313801 Specdb::NmrOneD 313802 Specdb::NmrOneD 313803 Specdb::NmrOneD 313804 Specdb::NmrOneD 313805 Specdb::NmrOneD 313806 Specdb::NmrOneD 313807 Specdb::NmrOneD 313808 Specdb::NmrOneD 313809 Specdb::NmrOneD 313810 Specdb::NmrOneD 313811 Specdb::NmrOneD 313812 Specdb::NmrOneD 313813 Specdb::NmrOneD 313814 Specdb::NmrOneD 313815 Specdb::NmrOneD 313816 Specdb::NmrOneD 313817 Specdb::NmrOneD 313818 Specdb::NmrOneD 313819 Specdb::NmrOneD 313820 Specdb::MsMs 1225837 Specdb::MsMs 1225838 Specdb::MsMs 1225839 Specdb::MsMs 1341436 Specdb::MsMs 1341437 Specdb::MsMs 1341438 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(16:1(9Z)/17:0cycw7c/0:0) + Cytidine triphosphate + Hydrogen ion >2 CDP-DG(16:1(9Z)/17:0cycw7c) + Pyrophosphate PW_R005506