2.0 2015-09-08 20:07:54 -0600 2015-12-09 12:15:48 -0700 ECMDB24759 M2MDB006876 DG(12:0(3-OH)/18:1(9Z)/0:0) DG(12:0(3-OH)/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(12:0(3-OH)/18:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway. C33H62O6 554.853 554.454639716 (2R)-2-hydroxy-3-[(3-hydroxydodecanoyl)oxy]propyl (9Z)-octadec-9-enoate (2R)-2-hydroxy-3-[(3-hydroxydodecanoyl)oxy]propyl (9Z)-octadec-9-enoate [H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCCCC)COC(=O)CC(O)CCCCCCCCC InChI=1S/C33H62O6/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-22-24-26-32(36)38-28-31(35)29-39-33(37)27-30(34)25-23-21-19-10-8-6-4-2/h14-15,30-31,34-35H,3-13,16-29H2,1-2H3/b15-14-/t30?,31-/m1/s1 BPODHYBQHQVWEP-RHKBQCMMSA-N logp 8.59 ALOGPS logs -6.88 ALOGPS solubility 7.24e-05 g/l ALOGPS logp 9.52 ChemAxon pka_strongest_acidic 13.61 ChemAxon pka_strongest_basic -2.8 ChemAxon iupac (2R)-2-hydroxy-3-[(3-hydroxydodecanoyl)oxy]propyl (9Z)-octadec-9-enoate ChemAxon average_mass 554.853 ChemAxon mono_mass 554.454639716 ChemAxon smiles [H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCCCC)COC(=O)CC(O)CCCCCCCCC ChemAxon formula C33H62O6 ChemAxon inchi InChI=1S/C33H62O6/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-22-24-26-32(36)38-28-31(35)29-39-33(37)27-30(34)25-23-21-19-10-8-6-4-2/h14-15,30-31,34-35H,3-13,16-29H2,1-2H3/b15-14-/t30?,31-/m1/s1 ChemAxon inchikey BPODHYBQHQVWEP-RHKBQCMMSA-N ChemAxon polar_surface_area 93.06 ChemAxon refractivity 161.13 ChemAxon polarizability 71.12 ChemAxon rotatable_bond_count 31 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon phospholipid biosynthesis (CL(12:0(3-OH)/18:1(9Z)/12:0(3-OH)/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. PW001924 Metabolic Specdb::CMs 1087532 Specdb::NmrOneD 309191 Specdb::NmrOneD 309192 Specdb::NmrOneD 309193 Specdb::NmrOneD 309194 Specdb::NmrOneD 309195 Specdb::NmrOneD 309196 Specdb::NmrOneD 309197 Specdb::NmrOneD 309198 Specdb::NmrOneD 309199 Specdb::NmrOneD 309200 Specdb::NmrOneD 309201 Specdb::NmrOneD 309202 Specdb::NmrOneD 309203 Specdb::NmrOneD 309204 Specdb::NmrOneD 309205 Specdb::NmrOneD 309206 Specdb::NmrOneD 309207 Specdb::NmrOneD 309208 Specdb::NmrOneD 309209 Specdb::NmrOneD 309210 Specdb::MsMs 3624795 Specdb::MsMs 3624796 Specdb::MsMs 3624797 Specdb::MsMs 3624798 Specdb::MsMs 3624799 Specdb::MsMs 3624800 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(12:0(3-OH)/18:1(9Z)/0:0) + Cytidine triphosphate + Hydrogen ion >2 CDP-DG(12:0(3-OH)/18:1(9Z)) + Pyrophosphate PW_R005387