2.0 2012-10-10 13:28:20 -0600 2015-12-09 14:10:46 -0700 ECMDB23311 M2MDB003701 DG(18:1(9Z)/18:1(9Z)/0:0) DG(18:1(9Z)/18:1(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)/18:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway. 1,2-di(9Z-octadecenoyl)-rac-glycerol 1,2-Diolein 1,2-dioleoyl-rac-glycerol 3-hydroxy-2-(Z)-octadec-9-enoyloxypropyl (Z)-octadec-9-enoate 3-Hydroxy-2-(Z)-octadec-9-enoyloxypropyl (Z)-octadec-9-enoic acid 9-Octadecenoate (Z)-, 1-(hydroxymethyl)-1,2-ethanediyl ester 9-octadecenoic acid (Z)-, 1-(hydroxymethyl)-1,2-ethanediyl ester DAG(18:1/18:1) DAG(36:2) DG(18:1/18:1) DG(36:2) Diacylglycerol Diacylglycerol(18:1/18:1) Diacylglycerol(36:2) Diglyceride GLYCEROL DIOLEATE GLYCEROL dioleic acid C39H72O5 620.986 620.537975414 2-hydroxy-3-[(9Z)-octadec-9-enoyloxy]propyl (9Z)-octadec-9-enoate 2-hydroxy-3-[(9Z)-octadec-9-enoyloxy]propyl (9Z)-octadec-9-enoate CCCCCCCC\C=C/CCCCCCCC(=O)OCC(O)COC(=O)CCCCCCC\C=C/CCCCCCCC InChI=1S/C39H72O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-35-37(40)36-44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,37,40H,3-16,21-36H2,1-2H3/b19-17-,20-18- DRAWQKGUORNASA-CLFAGFIQSA-N Membrane logp 10.28 ALOGPS logs -7.71 ALOGPS solubility 1.20e-05 g/l ALOGPS logp 13.06 ChemAxon pka_strongest_acidic 13.63 ChemAxon pka_strongest_basic -3.4 ChemAxon iupac 2-hydroxy-3-[(9Z)-octadec-9-enoyloxy]propyl (9Z)-octadec-9-enoate ChemAxon average_mass 620.986 ChemAxon mono_mass 620.537975414 ChemAxon smiles CCCCCCCC\C=C/CCCCCCCC(=O)OCC(O)COC(=O)CCCCCCC\C=C/CCCCCCCC ChemAxon formula C39H72O5 ChemAxon inchi InChI=1S/C39H72O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-35-37(40)36-44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,37,40H,3-16,21-36H2,1-2H3/b19-17-,20-18- ChemAxon inchikey DRAWQKGUORNASA-CLFAGFIQSA-N ChemAxon polar_surface_area 72.83 ChemAxon refractivity 188.34 ChemAxon polarizability 81.4 ChemAxon rotatable_bond_count 36 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon phospholipid biosynthesis (CL(18:1/18:1/18:1/18:1)) "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." PW001027 Metabolic Specdb::CMs 47791 Specdb::CMs 544309 Specdb::CMs 792815 Specdb::NmrOneD 282039 Specdb::NmrOneD 282040 Specdb::NmrOneD 282041 Specdb::NmrOneD 282042 Specdb::NmrOneD 282043 Specdb::NmrOneD 282044 Specdb::NmrOneD 282045 Specdb::NmrOneD 282046 Specdb::NmrOneD 282047 Specdb::NmrOneD 282048 Specdb::NmrOneD 282049 Specdb::NmrOneD 282050 Specdb::NmrOneD 282051 Specdb::NmrOneD 282052 Specdb::NmrOneD 282053 Specdb::NmrOneD 282054 Specdb::NmrOneD 282055 Specdb::NmrOneD 282056 Specdb::NmrOneD 282057 Specdb::NmrOneD 282058 Specdb::MsMs 2426203 Specdb::MsMs 2426204 Specdb::MsMs 2426205 Specdb::MsMs 2509621 Specdb::MsMs 2509622 Specdb::MsMs 2509623 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 1-acyl-sn-glycerol-3-phosphate acyltransferase P26647 PLSC_ECOLI plsC http://ecmdb.ca/proteins/P26647.xml LPA(18:1(9Z)/0:0) + Stearoyl-CoA + Stearoyl-CoA > Coenzyme A + DG(18:1(9Z)/18:1(9Z)/0:0) + DG(18:1(9Z)/18:1(9Z)/0:0) PW_R003826 LPA(18:1(9Z)/0:0) + acyl-[acp] > a holo-[acyl-carrier protein]  + DG(18:1(9Z)/18:1(9Z)/0:0) + DG(18:1(9Z)/18:1(9Z)/0:0) PW_R003827 DG(18:1(9Z)/18:1(9Z)/0:0) + Hydrogen ion + Cytidine triphosphate + DG(18:1(9Z)/18:1(9Z)/0:0) > Pyrophosphate + CDP-DG(18:1(9Z)/18:0) + CDP-DG(18:1(9Z)/18:0) PW_R003828