2.0 2012-10-10 13:28:15 -0600 2015-12-09 14:08:34 -0700 ECMDB23293 M2MDB003683 DG(16:1(9Z)/18:1(9Z)/0:0) DG(16:1(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(16:1(9Z)/18:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway. 1-(9Z-hexadecenoyl)-2-(9Z-octadecenoyl)-sn-glycerol 1-palmitoleoyl-2-oleoyl-sn-glycerol DAG(16:1/18:1) DAG(16:1n7/18:1n9) DAG(16:1w7/18:1w9) DAG(34:2) DG(16:1/18:1) DG(16:1n7/18:1n9) DG(16:1w7/18:1w9) DG(34:2) Diacylglycerol Diacylglycerol(16:1/18:1) Diacylglycerol(16:1n7/18:1n9) Diacylglycerol(16:1w7/18:1w9) Diacylglycerol(34:2) Diglyceride C37H68O5 592.946 592.50667529 (2S)-3-[(9Z)-hexadec-9-enoyloxy]-2-hydroxypropyl (9Z)-octadec-9-enoate (2S)-3-[(9Z)-hexadec-9-enoyloxy]-2-hydroxypropyl (9Z)-octadec-9-enoate [H][C@](O)(COC(=O)CCCCCCC\C=C/CCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCC InChI=1S/C37H68O5/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-37(40)42-34-35(38)33-41-36(39)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h14,16-18,35,38H,3-13,15,19-34H2,1-2H3/b16-14-,18-17-/t35-/m0/s1 OABLVTWPCWBOIK-DATDAJMQSA-N Membrane logp 10.00 ALOGPS logs -7.64 ALOGPS solubility 1.37e-05 g/l ALOGPS logp 12.17 ChemAxon pka_strongest_acidic 13.63 ChemAxon pka_strongest_basic -3.4 ChemAxon iupac (2S)-3-[(9Z)-hexadec-9-enoyloxy]-2-hydroxypropyl (9Z)-octadec-9-enoate ChemAxon average_mass 592.946 ChemAxon mono_mass 592.50667529 ChemAxon smiles [H][C@](O)(COC(=O)CCCCCCC\C=C/CCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCC ChemAxon formula C37H68O5 ChemAxon inchi InChI=1S/C37H68O5/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-37(40)42-34-35(38)33-41-36(39)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h14,16-18,35,38H,3-13,15,19-34H2,1-2H3/b16-14-,18-17-/t35-/m0/s1 ChemAxon inchikey OABLVTWPCWBOIK-DATDAJMQSA-N ChemAxon polar_surface_area 72.83 ChemAxon refractivity 179.13 ChemAxon polarizability 77.26 ChemAxon rotatable_bond_count 34 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon phospholipid biosynthesis (CL(16:1(9Z)/18:1(9Z)/16:1(9Z)/14:0)) 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. PW001759 Metabolic Specdb::CMs 1089400 Specdb::NmrOneD 262868 Specdb::NmrOneD 262869 Specdb::NmrOneD 262870 Specdb::NmrOneD 262871 Specdb::NmrOneD 262872 Specdb::NmrOneD 262873 Specdb::NmrOneD 262874 Specdb::NmrOneD 262875 Specdb::NmrOneD 262876 Specdb::NmrOneD 262877 Specdb::NmrOneD 262878 Specdb::NmrOneD 262879 Specdb::NmrOneD 262880 Specdb::NmrOneD 262881 Specdb::NmrOneD 262882 Specdb::NmrOneD 262883 Specdb::NmrOneD 262884 Specdb::NmrOneD 262885 Specdb::NmrOneD 262886 Specdb::NmrOneD 262887 Specdb::MsMs 1229818 Specdb::MsMs 1229819 Specdb::MsMs 1229820 Specdb::MsMs 1345372 Specdb::MsMs 1345373 Specdb::MsMs 1345374 HMDB07131 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(16:1(9Z)/18:1(9Z)/0:0) + Cytidine triphosphate + Hydrogen ion + DG(16:1(9Z)/18:1(9Z)/0:0) > CDP-DG(16:1(9Z)/18:1(9Z)) + Pyrophosphate PW_R004711