2.0 2015-09-08 20:07:04 -0600 2015-12-09 12:15:20 -0700 ECMDB24742 M2MDB006859 DG(10:0(3-OH)/15:0cyclo/0:0) DG(10:0(3-OH)/15:0cyclo/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)/15:0cyclo/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway. C28H52O6 484.718 484.376389394 (2R)-3-{[8-(2-butylcyclopropyl)octanoyl]oxy}-2-hydroxypropyl 3-hydroxydecanoate (2R)-3-{[8-(2-butylcyclopropyl)octanoyl]oxy}-2-hydroxypropyl 3-hydroxydecanoate [H][C@@](O)(COC(=O)CCCCCCCC1CC1CCCC)COC(=O)CC(O)CCCCCCC InChI=1S/C28H52O6/c1-3-5-7-9-13-17-25(29)20-28(32)34-22-26(30)21-33-27(31)18-14-11-8-10-12-16-24-19-23(24)15-6-4-2/h23-26,29-30H,3-22H2,1-2H3/t23?,24?,25?,26-/m1/s1 BLSZLDFQBXPTAF-BDSJNSOASA-N logp 6.58 ALOGPS logs -5.73 ALOGPS solubility 8.94e-04 g/l ALOGPS logp 6.88 ChemAxon pka_strongest_acidic 13.61 ChemAxon pka_strongest_basic -2.8 ChemAxon iupac (2R)-3-{[8-(2-butylcyclopropyl)octanoyl]oxy}-2-hydroxypropyl 3-hydroxydecanoate ChemAxon average_mass 484.718 ChemAxon mono_mass 484.376389394 ChemAxon smiles [H][C@@](O)(COC(=O)CCCCCCCC1CC1CCCC)COC(=O)CC(O)CCCCCCC ChemAxon formula C28H52O6 ChemAxon inchi InChI=1S/C28H52O6/c1-3-5-7-9-13-17-25(29)20-28(32)34-22-26(30)21-33-27(31)18-14-11-8-10-12-16-24-19-23(24)15-6-4-2/h23-26,29-30H,3-22H2,1-2H3/t23?,24?,25?,26-/m1/s1 ChemAxon inchikey BLSZLDFQBXPTAF-BDSJNSOASA-N ChemAxon polar_surface_area 93.06 ChemAxon refractivity 135.1 ChemAxon polarizability 60.31 ChemAxon rotatable_bond_count 25 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon phospholipid biosynthesis (CL(10:0(3-OH)/15:0cyclo/10:0(3-OH)/15:0cyclo)) 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. PW001902 Metabolic Specdb::CMs 1088180 Specdb::EiMs 4365 Specdb::NmrOneD 317001 Specdb::NmrOneD 317002 Specdb::NmrOneD 317003 Specdb::NmrOneD 317004 Specdb::NmrOneD 317005 Specdb::NmrOneD 317006 Specdb::NmrOneD 317007 Specdb::NmrOneD 317008 Specdb::NmrOneD 317009 Specdb::NmrOneD 317010 Specdb::NmrOneD 317011 Specdb::NmrOneD 317012 Specdb::NmrOneD 317013 Specdb::NmrOneD 317014 Specdb::NmrOneD 317015 Specdb::NmrOneD 317016 Specdb::NmrOneD 317017 Specdb::NmrOneD 317018 Specdb::NmrOneD 317019 Specdb::NmrOneD 317020 Specdb::MsMs 3616182 Specdb::MsMs 3616183 Specdb::MsMs 3616184 Specdb::MsMs 3616185 Specdb::MsMs 3616186 Specdb::MsMs 3616187 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)/15:0cyclo/0:0) + Cytidine triphosphate + Hydrogen ion >2 CDP-DG(10:0(3-OH)/15:0cyclo) + Pyrophosphate PW_R005293