2.0 2012-10-10 13:28:14 -0600 2015-12-09 14:08:20 -0700 ECMDB23287 M2MDB003677 DG(16:1(9Z)/12:0/0:0) DG(16:1(9Z)/12:0/0:0) 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(16:1(9Z)/12:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway. 1-(9Z-hexadecenoyl)-2-dodecanoyl-sn-glycerol 1-palmitoleoyl-2-dodecanoyl-sn-glycerol DAG(16:1/12:0) DAG(28:1) DG(16:1/12:0) DG(28:1) Diacylglycerol Diacylglycerol(16:1/12:0) Diacylglycerol(28:1) Diglyceride C31H58O5 510.8 510.428424968 (2R)-3-(dodecanoyloxy)-2-hydroxypropyl (9Z)-hexadec-9-enoate (2R)-3-(dodecanoyloxy)-2-hydroxypropyl (9Z)-hexadec-9-enoate [H][C@@](O)(COC(=O)CCCCCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCC InChI=1S/C31H58O5/c1-3-5-7-9-11-13-14-15-16-18-20-22-24-26-31(34)36-28-29(32)27-35-30(33)25-23-21-19-17-12-10-8-6-4-2/h13-14,29,32H,3-12,15-28H2,1-2H3/b14-13-/t29-/m1/s1 VYPXGRBEVZJVHI-FOIMXDHRSA-N Membrane logp 9.04 ALOGPS logs -7.20 ALOGPS solubility 3.22e-05 g/l ALOGPS logp 9.86 ChemAxon pka_strongest_acidic 13.63 ChemAxon pka_strongest_basic -3.4 ChemAxon iupac (2R)-3-(dodecanoyloxy)-2-hydroxypropyl (9Z)-hexadec-9-enoate ChemAxon average_mass 510.8 ChemAxon mono_mass 510.428424968 ChemAxon smiles [H][C@@](O)(COC(=O)CCCCCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCC ChemAxon formula C31H58O5 ChemAxon inchi InChI=1S/C31H58O5/c1-3-5-7-9-11-13-14-15-16-18-20-22-24-26-31(34)36-28-29(32)27-35-30(33)25-23-21-19-17-12-10-8-6-4-2/h13-14,29,32H,3-12,15-28H2,1-2H3/b14-13-/t29-/m1/s1 ChemAxon inchikey VYPXGRBEVZJVHI-FOIMXDHRSA-N ChemAxon polar_surface_area 72.83 ChemAxon refractivity 150.41 ChemAxon polarizability 65.87 ChemAxon rotatable_bond_count 29 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon phospholipid biosynthesis (PE(16:1(9Z)/12:0(3-OH))) 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. PW001755 Metabolic Specdb::CMs 1090204 Specdb::NmrOneD 345628 Specdb::NmrOneD 345629 Specdb::NmrOneD 345630 Specdb::NmrOneD 345631 Specdb::NmrOneD 345632 Specdb::NmrOneD 345633 Specdb::NmrOneD 345634 Specdb::NmrOneD 345635 Specdb::NmrOneD 345636 Specdb::NmrOneD 345637 Specdb::NmrOneD 345638 Specdb::NmrOneD 345639 Specdb::NmrOneD 345640 Specdb::NmrOneD 345641 Specdb::NmrOneD 345642 Specdb::NmrOneD 345643 Specdb::NmrOneD 345644 Specdb::NmrOneD 345645 Specdb::NmrOneD 345646 Specdb::NmrOneD 345647 Specdb::MsMs 1318324 Specdb::MsMs 1318325 Specdb::MsMs 1318326 Specdb::MsMs 1432774 Specdb::MsMs 1432775 Specdb::MsMs 1432776 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)/12:0/0:0) + Cytidine triphosphate + Hydrogen ion > CDP-DG(16:1(9Z)/12:0) + Pyrophosphate PW_R004703