2.0 2015-09-08 20:09:06 -0600 2015-12-09 14:07:28 -0700 ECMDB24780 M2MDB006897 DG(15:0/10:0(3-OH)/0:0) DG(15:0/10:0(3-OH)/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(15:0/10:0(3-OH)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway. C28H54O6 486.734 486.392039459 (2S)-2-hydroxy-3-[(3-hydroxydecanoyl)oxy]propyl pentadecanoate (2S)-2-hydroxy-3-[(3-hydroxydecanoyl)oxy]propyl pentadecanoate [H][C@](O)(COC(=O)CCCCCCCCCCCCCC)COC(=O)CC(O)CCCCCCC InChI=1S/C28H54O6/c1-3-5-7-9-10-11-12-13-14-15-17-19-21-27(31)33-23-26(30)24-34-28(32)22-25(29)20-18-16-8-6-4-2/h25-26,29-30H,3-24H2,1-2H3/t25?,26-/m0/s1 ODXLWNSZGCPZEI-AMVUTOCUSA-N logp 7.46 ALOGPS logs -6.12 ALOGPS solubility 3.73e-04 g/l ALOGPS logp 7.66 ChemAxon pka_strongest_acidic 13.61 ChemAxon pka_strongest_basic -2.8 ChemAxon iupac (2S)-2-hydroxy-3-[(3-hydroxydecanoyl)oxy]propyl pentadecanoate ChemAxon average_mass 486.734 ChemAxon mono_mass 486.392039459 ChemAxon smiles [H][C@](O)(COC(=O)CCCCCCCCCCCCCC)COC(=O)CC(O)CCCCCCC ChemAxon formula C28H54O6 ChemAxon inchi InChI=1S/C28H54O6/c1-3-5-7-9-10-11-12-13-14-15-17-19-21-27(31)33-23-26(30)24-34-28(32)22-25(29)20-18-16-8-6-4-2/h25-26,29-30H,3-24H2,1-2H3/t25?,26-/m0/s1 ChemAxon inchikey ODXLWNSZGCPZEI-AMVUTOCUSA-N ChemAxon polar_surface_area 93.06 ChemAxon refractivity 137.01 ChemAxon polarizability 62.13 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(15:0/10:0(3-OH)/15:0/10:0(3-OH))) 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. PW001945 Metabolic Specdb::CMs 1089110 Specdb::NmrOneD 305891 Specdb::NmrOneD 305892 Specdb::NmrOneD 305893 Specdb::NmrOneD 305894 Specdb::NmrOneD 305895 Specdb::NmrOneD 305896 Specdb::NmrOneD 305897 Specdb::NmrOneD 305898 Specdb::NmrOneD 305899 Specdb::NmrOneD 305900 Specdb::NmrOneD 305901 Specdb::NmrOneD 305902 Specdb::NmrOneD 305903 Specdb::NmrOneD 305904 Specdb::NmrOneD 305905 Specdb::NmrOneD 305906 Specdb::NmrOneD 305907 Specdb::NmrOneD 305908 Specdb::NmrOneD 305909 Specdb::NmrOneD 305910 Specdb::MsMs 1307170 Specdb::MsMs 1307171 Specdb::MsMs 1307172 Specdb::MsMs 1421683 Specdb::MsMs 1421684 Specdb::MsMs 1421685 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(15:0/10:0(3-OH)/0:0) + Cytidine triphosphate + Hydrogen ion >2 CDP-DG(15:0/10:0(3-OH)) + Pyrophosphate PW_R005467