2.0 2015-09-08 20:09:39 -0600 2015-12-09 14:07:50 -0700 ECMDB24789 M2MDB006906 DG(15:0cyclo/18:1(9Z)/0:0) DG(15:0cyclo/18:1(9Z)/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/18:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway. C36H66O5 578.919 578.491025225 (2R)-3-{[8-(2-butylcyclopropyl)octanoyl]oxy}-2-hydroxypropyl (9Z)-octadec-9-enoate (2R)-3-{[8-(2-butylcyclopropyl)octanoyl]oxy}-2-hydroxypropyl (9Z)-octadec-9-enoate [H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCCCC)COC(=O)CCCCCCCC1CC1CCCC InChI=1S/C36H66O5/c1-3-5-7-8-9-10-11-12-13-14-15-16-17-20-23-27-35(38)40-30-34(37)31-41-36(39)28-24-21-18-19-22-26-33-29-32(33)25-6-4-2/h12-13,32-34,37H,3-11,14-31H2,1-2H3/b13-12-/t32?,33?,34-/m1/s1 GUTLIJQTNGSSPK-OROBCDJMSA-N logp 9.85 ALOGPS logs -7.52 ALOGPS solubility 1.76e-05 g/l ALOGPS logp 11.31 ChemAxon pka_strongest_acidic 13.63 ChemAxon pka_strongest_basic -3.4 ChemAxon iupac (2R)-3-{[8-(2-butylcyclopropyl)octanoyl]oxy}-2-hydroxypropyl (9Z)-octadec-9-enoate ChemAxon average_mass 578.919 ChemAxon mono_mass 578.491025225 ChemAxon smiles [H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCCCC)COC(=O)CCCCCCCC1CC1CCCC ChemAxon formula C36H66O5 ChemAxon inchi InChI=1S/C36H66O5/c1-3-5-7-8-9-10-11-12-13-14-15-16-17-20-23-27-35(38)40-30-34(37)31-41-36(39)28-24-21-18-19-22-26-33-29-32(33)25-6-4-2/h12-13,32-34,37H,3-11,14-31H2,1-2H3/b13-12-/t32?,33?,34-/m1/s1 ChemAxon inchikey GUTLIJQTNGSSPK-OROBCDJMSA-N ChemAxon polar_surface_area 72.83 ChemAxon refractivity 171.51 ChemAxon polarizability 74.61 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(15:0cyclo/18:1(9Z)/15:0cyclo/18:1(9Z)) "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." PW001163 Metabolic Specdb::CMs 1089639 Specdb::NmrOneD 305571 Specdb::NmrOneD 305572 Specdb::NmrOneD 305573 Specdb::NmrOneD 305574 Specdb::NmrOneD 305575 Specdb::NmrOneD 305576 Specdb::NmrOneD 305577 Specdb::NmrOneD 305578 Specdb::NmrOneD 305579 Specdb::NmrOneD 305580 Specdb::NmrOneD 305581 Specdb::NmrOneD 305582 Specdb::NmrOneD 305583 Specdb::NmrOneD 305584 Specdb::NmrOneD 305585 Specdb::NmrOneD 305586 Specdb::NmrOneD 305587 Specdb::NmrOneD 305588 Specdb::NmrOneD 305589 Specdb::NmrOneD 305590 Specdb::MsMs 1231693 Specdb::MsMs 1231694 Specdb::MsMs 1231695 Specdb::MsMs 1347229 Specdb::MsMs 1347230 Specdb::MsMs 1347231 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(15:0cyclo/18:1(9Z)/0:0) + Cytidine triphosphate + Hydrogen ion >2 CDP-DG(18:1(9Z)/18:1(9Z)) + Pyrophosphate + Pyrophosphate PW_R005710