2.0 2015-09-08 20:07:08 -0600 2015-12-09 12:15:22 -0700 ECMDB24744 M2MDB006861 DG(10:0(3-OH)/16:1(9Z)/0:0) DG(10:0(3-OH)/16:1(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(10:0(3-OH)/16:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway. C29H54O6 498.745 498.392039459 (2R)-2-hydroxy-3-[(3-hydroxydecanoyl)oxy]propyl (9Z)-hexadec-9-enoate (2R)-2-hydroxy-3-[(3-hydroxydecanoyl)oxy]propyl (9Z)-hexadec-9-enoate [H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCC)COC(=O)CC(O)CCCCCCC InChI=1S/C29H54O6/c1-3-5-7-9-10-11-12-13-14-15-16-18-20-22-28(32)34-24-27(31)25-35-29(33)23-26(30)21-19-17-8-6-4-2/h11-12,26-27,30-31H,3-10,13-25H2,1-2H3/b12-11-/t26?,27-/m1/s1 VEUPRCKEIPEJQQ-RRSIKFODSA-N logp 7.34 ALOGPS logs -6.21 ALOGPS solubility 3.05e-04 g/l ALOGPS logp 7.74 ChemAxon pka_strongest_acidic 13.61 ChemAxon pka_strongest_basic -2.8 ChemAxon iupac (2R)-2-hydroxy-3-[(3-hydroxydecanoyl)oxy]propyl (9Z)-hexadec-9-enoate ChemAxon average_mass 498.745 ChemAxon mono_mass 498.392039459 ChemAxon smiles [H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCC)COC(=O)CC(O)CCCCCCC ChemAxon formula C29H54O6 ChemAxon inchi InChI=1S/C29H54O6/c1-3-5-7-9-10-11-12-13-14-15-16-18-20-22-28(32)34-24-27(31)25-35-29(33)23-26(30)21-19-17-8-6-4-2/h11-12,26-27,30-31H,3-10,13-25H2,1-2H3/b12-11-/t26?,27-/m1/s1 ChemAxon inchikey VEUPRCKEIPEJQQ-RRSIKFODSA-N ChemAxon polar_surface_area 93.06 ChemAxon refractivity 142.72 ChemAxon polarizability 62.54 ChemAxon rotatable_bond_count 27 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon phospholipid biosynthesis (CL(10:0(3-OH)/16:1(9Z)/10:0(3-OH)/16:1(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. PW001903 Metabolic Specdb::CMs 1085344 Specdb::NmrOneD 314441 Specdb::NmrOneD 314442 Specdb::NmrOneD 314443 Specdb::NmrOneD 314444 Specdb::NmrOneD 314445 Specdb::NmrOneD 314446 Specdb::NmrOneD 314447 Specdb::NmrOneD 314448 Specdb::NmrOneD 314449 Specdb::NmrOneD 314450 Specdb::NmrOneD 314451 Specdb::NmrOneD 314452 Specdb::NmrOneD 314453 Specdb::NmrOneD 314454 Specdb::NmrOneD 314455 Specdb::NmrOneD 314456 Specdb::NmrOneD 314457 Specdb::NmrOneD 314458 Specdb::NmrOneD 314459 Specdb::NmrOneD 314460 Specdb::MsMs 3612840 Specdb::MsMs 3612841 Specdb::MsMs 3612842 Specdb::MsMs 3612843 Specdb::MsMs 3612844 Specdb::MsMs 3612845 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(10:0(3-OH)/16:1(9Z)/0:0) + Cytidine triphosphate + Hydrogen ion >2 CDP-DG(10:0(3-OH)/16:1(9Z)) + Pyrophosphate PW_R005302