2.0 2015-09-08 19:02:27 -0600 2015-12-09 14:09:39 -0700 ECMDB24344 M2MDB006461 DG(18:1(11Z)/10:0/0:0) DG(18:1(11Z)/10:0/0:0) 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(18:1(11Z)/10:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway. C31H58O5 510.8 510.428424968 (2R)-3-(decanoyloxy)-2-hydroxypropyl (11Z)-octadec-11-enoate (2R)-3-(decanoyloxy)-2-hydroxypropyl (11Z)-octadec-11-enoate [H][C@@](O)(COC(=O)CCCCCCCCC)COC(=O)CCCCCCCCC\C=C/CCCCCC InChI=1S/C31H58O5/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-22-24-26-31(34)36-28-29(32)27-35-30(33)25-23-21-19-10-8-6-4-2/h12-13,29,32H,3-11,14-28H2,1-2H3/b13-12-/t29-/m1/s1 REHMDNQLXLACQC-BKAVPCLVSA-N logp 9.06 ALOGPS logs -7.21 ALOGPS solubility 3.12e-05 g/l ALOGPS logp 9.86 ChemAxon pka_strongest_acidic 13.63 ChemAxon pka_strongest_basic -3.4 ChemAxon iupac (2R)-3-(decanoyloxy)-2-hydroxypropyl (11Z)-octadec-11-enoate ChemAxon average_mass 510.8 ChemAxon mono_mass 510.428424968 ChemAxon smiles [H][C@@](O)(COC(=O)CCCCCCCCC)COC(=O)CCCCCCCCC\C=C/CCCCCC ChemAxon formula C31H58O5 ChemAxon inchi InChI=1S/C31H58O5/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-22-24-26-31(34)36-28-29(32)27-35-30(33)25-23-21-19-10-8-6-4-2/h12-13,29,32H,3-11,14-28H2,1-2H3/b13-12-/t29-/m1/s1 ChemAxon inchikey REHMDNQLXLACQC-BKAVPCLVSA-N ChemAxon polar_surface_area 72.83 ChemAxon refractivity 150.41 ChemAxon polarizability 65.96 ChemAxon rotatable_bond_count 29 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon phospholipid biosynthesis (CL(18:1(11Z)/10:0/10:0/10:0)) 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. PW001976 Metabolic Specdb::CMs 1088359 Specdb::NmrOneD 302945 Specdb::NmrOneD 302946 Specdb::NmrOneD 302947 Specdb::NmrOneD 302948 Specdb::NmrOneD 302949 Specdb::NmrOneD 302950 Specdb::NmrOneD 302951 Specdb::NmrOneD 302952 Specdb::NmrOneD 302953 Specdb::NmrOneD 302954 Specdb::NmrOneD 302955 Specdb::NmrOneD 302956 Specdb::NmrOneD 302957 Specdb::NmrOneD 302958 Specdb::NmrOneD 302959 Specdb::NmrOneD 302960 Specdb::NmrOneD 302961 Specdb::NmrOneD 302962 Specdb::NmrOneD 302963 Specdb::NmrOneD 302964 Specdb::MsMs 1308940 Specdb::MsMs 1308941 Specdb::MsMs 1308942 Specdb::MsMs 1423441 Specdb::MsMs 1423442 Specdb::MsMs 1423443 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(18:1(11Z)/10:0/0:0) + Cytidine triphosphate + Hydrogen ion > CDP-DG(18:1(11Z)/10:0) + Pyrophosphate PW_R005566