2.0 2012-10-10 13:28:16 -0600 2015-12-09 14:09:19 -0700 ECMDB23299 M2MDB003689 DG(18:0/16:0/0:0) DG(18:0/16:0/0:0) 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(18:0/16:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway. 1-octadecanoyl-2-hexadecanoyl-sn-glycerol 1-stearoyl-2-palmitoyl-sn-glycerol DAG(18:0/16:0) DAG(34:0) DG(18:0/16:0) DG(34:0) Diacylglycerol Diacylglycerol(18:0/16:0) Diacylglycerol(34:0) Diglyceride C37H72O5 596.978 596.537975418 (2R)-3-(hexadecanoyloxy)-2-hydroxypropyl octadecanoate (2R)-3-(hexadecanoyloxy)-2-hydroxypropyl octadecanoate [H][C@@](O)(COC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCC InChI=1S/C37H72O5/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/h35,38H,3-34H2,1-2H3/t35-/m1/s1 BFTGWUUHOMAGPO-PGUFJCEWSA-N Membrane logp 10.18 ALOGPS logs -7.51 ALOGPS solubility 1.83e-05 g/l ALOGPS logp 12.89 ChemAxon pka_strongest_acidic 13.63 ChemAxon pka_strongest_basic -3.4 ChemAxon iupac (2R)-3-(hexadecanoyloxy)-2-hydroxypropyl octadecanoate ChemAxon average_mass 596.978 ChemAxon mono_mass 596.537975418 ChemAxon smiles [H][C@@](O)(COC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCC ChemAxon formula C37H72O5 ChemAxon inchi InChI=1S/C37H72O5/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/h35,38H,3-34H2,1-2H3/t35-/m1/s1 ChemAxon inchikey BFTGWUUHOMAGPO-PGUFJCEWSA-N ChemAxon polar_surface_area 72.83 ChemAxon refractivity 176.9 ChemAxon polarizability 80.24 ChemAxon rotatable_bond_count 36 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon phospholipid biosynthesis (PE(18:0/16:0)) 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. PW001767 Metabolic Specdb::CMs 47723 Specdb::CMs 243701 Specdb::CMs 456358 Specdb::CMs 791896 Specdb::NmrOneD 345368 Specdb::NmrOneD 345369 Specdb::NmrOneD 345370 Specdb::NmrOneD 345371 Specdb::NmrOneD 345372 Specdb::NmrOneD 345373 Specdb::NmrOneD 345374 Specdb::NmrOneD 345375 Specdb::NmrOneD 345376 Specdb::NmrOneD 345377 Specdb::NmrOneD 345378 Specdb::NmrOneD 345379 Specdb::NmrOneD 345380 Specdb::NmrOneD 345381 Specdb::NmrOneD 345382 Specdb::NmrOneD 345383 Specdb::NmrOneD 345384 Specdb::NmrOneD 345385 Specdb::NmrOneD 345386 Specdb::NmrOneD 345387 Specdb::MsMs 2807456 Specdb::MsMs 2807457 Specdb::MsMs 2807458 Specdb::MsMs 2898648 Specdb::MsMs 2898649 Specdb::MsMs 2898650 HMDB05209 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(18:0/16:0/0:0) + Cytidine triphosphate + Hydrogen ion + DG(18:0/16:0/0:0) > CDP-DG(18:0/16:0) + Pyrophosphate + CDP-DG(18:0/16:0) PW_R004724