2.0 2015-09-08 20:07:40 -0600 2015-12-09 12:15:42 -0700 ECMDB24753 M2MDB006870 DG(12:0(3-OH)/12:0/0:0) DG(12:0(3-OH)/12:0/0:0) 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)/12:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway. C27H52O6 472.707 472.376389394 (2R)-3-(dodecanoyloxy)-2-hydroxypropyl 3-hydroxydodecanoate (2R)-3-(dodecanoyloxy)-2-hydroxypropyl 3-hydroxydodecanoate [H][C@@](O)(COC(=O)CCCCCCCCCCC)COC(=O)CC(O)CCCCCCCCC InChI=1S/C27H52O6/c1-3-5-7-9-11-12-14-16-18-20-26(30)32-22-25(29)23-33-27(31)21-24(28)19-17-15-13-10-8-6-4-2/h24-25,28-29H,3-23H2,1-2H3/t24?,25-/m1/s1 KBERLNPFENTXOE-WUBHUQEYSA-N logp 7.03 ALOGPS logs -5.84 ALOGPS solubility 6.86e-04 g/l ALOGPS logp 7.22 ChemAxon pka_strongest_acidic 13.61 ChemAxon pka_strongest_basic -2.8 ChemAxon iupac (2R)-3-(dodecanoyloxy)-2-hydroxypropyl 3-hydroxydodecanoate ChemAxon average_mass 472.707 ChemAxon mono_mass 472.376389394 ChemAxon smiles [H][C@@](O)(COC(=O)CCCCCCCCCCC)COC(=O)CC(O)CCCCCCCCC ChemAxon formula C27H52O6 ChemAxon inchi InChI=1S/C27H52O6/c1-3-5-7-9-11-12-14-16-18-20-26(30)32-22-25(29)23-33-27(31)21-24(28)19-17-15-13-10-8-6-4-2/h24-25,28-29H,3-23H2,1-2H3/t24?,25-/m1/s1 ChemAxon inchikey KBERLNPFENTXOE-WUBHUQEYSA-N ChemAxon polar_surface_area 93.06 ChemAxon refractivity 132.41 ChemAxon polarizability 59.9 ChemAxon rotatable_bond_count 26 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon phospholipid biosynthesis (CL(12:0(3-OH)/12:0/12:0/12:0)) 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. PW001917 Metabolic Specdb::CMs 1088668 Specdb::NmrOneD 294315 Specdb::NmrOneD 294316 Specdb::NmrOneD 294317 Specdb::NmrOneD 294318 Specdb::NmrOneD 294319 Specdb::NmrOneD 294320 Specdb::NmrOneD 294321 Specdb::NmrOneD 294322 Specdb::NmrOneD 294323 Specdb::NmrOneD 294324 Specdb::NmrOneD 294325 Specdb::NmrOneD 294326 Specdb::NmrOneD 294327 Specdb::NmrOneD 294328 Specdb::NmrOneD 294329 Specdb::NmrOneD 294330 Specdb::NmrOneD 294331 Specdb::NmrOneD 294332 Specdb::NmrOneD 294333 Specdb::NmrOneD 294334 Specdb::MsMs 3629493 Specdb::MsMs 3629494 Specdb::MsMs 3629495 Specdb::MsMs 3629496 Specdb::MsMs 3629497 Specdb::MsMs 3629498 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(12:0(3-OH)/12:0/0:0) + Cytidine triphosphate + Hydrogen ion > CDP-DG(12:0(3-OH)/12:0) + Pyrophosphate PW_R005356