2.0 2012-10-10 13:28:20 -0600 2015-12-09 14:11:11 -0700 ECMDB23312 M2MDB003702 DG(18:1(9Z)/19:1(9Z)/0:0) DG(18:1(9Z)/19:1(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(18:1(9Z)/19:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway. 1-(9Z-octadecenoyl)-2-(9Z-nonadecenoyl)-sn-glycerol 1-oleoyl-2-9Z-nonadecenoyl-sn-glycerol DAG(18:1/19:1) DAG(37:2) DG(18:1/19:1) DG(37:2) Diacylglycerol Diacylglycerol(18:1/19:1) Diacylglycerol(37:2) Diglyceride C40H74O5 635.027 634.553625483 (2S)-2-hydroxy-3-[(9Z)-octadec-9-enoyloxy]propyl (9Z)-nonadec-9-enoate (2S)-2-hydroxy-3-[(9Z)-octadec-9-enoyloxy]propyl (9Z)-nonadec-9-enoate [H][C@](O)(COC(=O)CCCCCCC\C=C/CCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCCC InChI=1S/C40H74O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-40(43)45-37-38(41)36-44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h18-21,38,41H,3-17,22-37H2,1-2H3/b20-18-,21-19-/t38-/m0/s1 CRAJNVCAFQOMSH-RTWGXCRCSA-N Membrane logp 10.40 ALOGPS logs -7.75 ALOGPS solubility 1.14e-05 g/l ALOGPS logp 13.5 ChemAxon pka_strongest_acidic 13.63 ChemAxon pka_strongest_basic -3.4 ChemAxon iupac (2S)-2-hydroxy-3-[(9Z)-octadec-9-enoyloxy]propyl (9Z)-nonadec-9-enoate ChemAxon average_mass 635.027 ChemAxon mono_mass 634.553625483 ChemAxon smiles [H][C@](O)(COC(=O)CCCCCCC\C=C/CCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCCC ChemAxon formula C40H74O5 ChemAxon inchi InChI=1S/C40H74O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-40(43)45-37-38(41)36-44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h18-21,38,41H,3-17,22-37H2,1-2H3/b20-18-,21-19-/t38-/m0/s1 ChemAxon inchikey CRAJNVCAFQOMSH-RTWGXCRCSA-N ChemAxon polar_surface_area 72.83 ChemAxon refractivity 192.94 ChemAxon polarizability 83.36 ChemAxon rotatable_bond_count 37 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon phospholipid biosynthesis (CDP-DG(18:1(9Z)/19:1(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. PW001785 Metabolic Specdb::CMs 1087109 Specdb::NmrOneD 276398 Specdb::NmrOneD 276399 Specdb::NmrOneD 276400 Specdb::NmrOneD 276401 Specdb::NmrOneD 276402 Specdb::NmrOneD 276403 Specdb::NmrOneD 276404 Specdb::NmrOneD 276405 Specdb::NmrOneD 276406 Specdb::NmrOneD 276407 Specdb::NmrOneD 276408 Specdb::NmrOneD 276409 Specdb::NmrOneD 276410 Specdb::NmrOneD 276411 Specdb::NmrOneD 276412 Specdb::NmrOneD 276413 Specdb::NmrOneD 276414 Specdb::NmrOneD 276415 Specdb::NmrOneD 276416 Specdb::NmrOneD 276417 Specdb::MsMs 3632838 Specdb::MsMs 3632839 Specdb::MsMs 3632840 Specdb::MsMs 3632841 Specdb::MsMs 3632842 Specdb::MsMs 3632843 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 Phosphatidylglycerophosphatase B P0A924 PGPB_ECOLI pgpB http://ecmdb.ca/proteins/P0A924.xml Phosphatidate cytidylyltransferase P0ABG1 CDSA_ECOLI cdsA http://ecmdb.ca/proteins/P0ABG1.xml Diacylglycerol kinase P0ABN1 KDGL_ECOLI dgkA http://ecmdb.ca/proteins/P0ABN1.xml DG(18:1(9Z)/19:1(9Z)/0:0) + Cytidine triphosphate + Hydrogen ion > CDP-DG(18:1(9Z)/19:1(9Z)) + Pyrophosphate PW_R004756