2.0 2012-10-10 13:28:17 -0600 2015-12-09 14:09:25 -0700 ECMDB23302 M2MDB003692 DG(18:0/18:1(9Z)/0:0) DG(18:0/18:1(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(18:0/18:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway. 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycerol 1-stearoyl-2-oleoyl-sn-glycerol DAG(18:0/18:1) DAG(18:0/18:1n9) DAG(18:0/18:1w9) DAG(36:1) DG(18:0/18:1) DG(18:0/18:1n9) DG(18:0/18:1w9) DG(36:1) Diacylglycerol Diacylglycerol(18:0/18:1) Diacylglycerol(18:0/18:1n9) Diacylglycerol(18:0/18:1w9) Diacylglycerol(36:1) Diglyceride C39H74O5 623.016 622.553625483 (2S)-2-hydroxy-3-(octadecanoyloxy)propyl (9Z)-octadec-9-enoate (2S)-2-hydroxy-3-(octadecanoyloxy)propyl (9Z)-octadec-9-enoate [H][C@](O)(COC(=O)CCCCCCCCCCCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCC InChI=1S/C39H74O5/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/h17,19,37,40H,3-16,18,20-36H2,1-2H3/b19-17-/t37-/m1/s1 IIPIJHXZZCPSGV-PXYGFXEISA-N Membrane logp 10.37 ALOGPS logs -7.61 ALOGPS solubility 1.53e-05 g/l ALOGPS logp 13.42 ChemAxon pka_strongest_acidic 13.63 ChemAxon pka_strongest_basic -3.4 ChemAxon iupac (2S)-2-hydroxy-3-(octadecanoyloxy)propyl (9Z)-octadec-9-enoate ChemAxon average_mass 623.016 ChemAxon mono_mass 622.553625483 ChemAxon smiles [H][C@](O)(COC(=O)CCCCCCCCCCCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCC ChemAxon formula C39H74O5 ChemAxon inchi InChI=1S/C39H74O5/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/h17,19,37,40H,3-16,18,20-36H2,1-2H3/b19-17-/t37-/m1/s1 ChemAxon inchikey IIPIJHXZZCPSGV-PXYGFXEISA-N ChemAxon polar_surface_area 72.83 ChemAxon refractivity 187.22 ChemAxon polarizability 82.99 ChemAxon rotatable_bond_count 37 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon phospholipid biosynthesis (PE(18:0/18:1(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. PW001774 Metabolic Specdb::CMs 1090059 Specdb::NmrOneD 288435 Specdb::NmrOneD 288436 Specdb::NmrOneD 288437 Specdb::NmrOneD 288438 Specdb::NmrOneD 288439 Specdb::NmrOneD 288440 Specdb::NmrOneD 288441 Specdb::NmrOneD 288442 Specdb::NmrOneD 288443 Specdb::NmrOneD 288444 Specdb::NmrOneD 288445 Specdb::NmrOneD 288446 Specdb::NmrOneD 288447 Specdb::NmrOneD 288448 Specdb::NmrOneD 288449 Specdb::NmrOneD 288450 Specdb::NmrOneD 288451 Specdb::NmrOneD 288452 Specdb::NmrOneD 288453 Specdb::NmrOneD 288454 Specdb::MsMs 1302751 Specdb::MsMs 1302752 Specdb::MsMs 1302753 Specdb::MsMs 1417324 Specdb::MsMs 1417325 Specdb::MsMs 1417326 HMDB07160 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(18:0/18:1(9Z)/0:0) + Cytidine triphosphate + Hydrogen ion + DG(18:0/18:1(9Z)/0:0) > CDP-DG(18:0/18:1(9Z)) + Pyrophosphate + CDP-DG(18:0/18:1(9Z)) PW_R004736