2.0 2015-09-08 20:08:33 -0600 2015-12-09 14:07:05 -0700 ECMDB24770 M2MDB006887 DG(14:0(3-OH)/14:0/0:0) DG(14:0(3-OH)/14:0/0:0) 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(14:0(3-OH)/14:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway. C31H60O6 528.815 528.438989652 (2R)-2-hydroxy-3-(tetradecanoyloxy)propyl 3-hydroxytetradecanoate (2R)-2-hydroxy-3-(tetradecanoyloxy)propyl 3-hydroxytetradecanoate [H][C@@](O)(COC(=O)CCCCCCCCCCCCC)COC(=O)CC(O)CCCCCCCCCCC InChI=1S/C31H60O6/c1-3-5-7-9-11-13-14-16-18-20-22-24-30(34)36-26-29(33)27-37-31(35)25-28(32)23-21-19-17-15-12-10-8-6-4-2/h28-29,32-33H,3-27H2,1-2H3/t28?,29-/m1/s1 WQTIZQDRYDLJAR-YPJJGMIRSA-N logp 8.29 ALOGPS logs -6.61 ALOGPS solubility 1.29e-04 g/l ALOGPS logp 8.99 ChemAxon pka_strongest_acidic 13.61 ChemAxon pka_strongest_basic -2.8 ChemAxon iupac (2R)-2-hydroxy-3-(tetradecanoyloxy)propyl 3-hydroxytetradecanoate ChemAxon average_mass 528.815 ChemAxon mono_mass 528.438989652 ChemAxon smiles [H][C@@](O)(COC(=O)CCCCCCCCCCCCC)COC(=O)CC(O)CCCCCCCCCCC ChemAxon formula C31H60O6 ChemAxon inchi InChI=1S/C31H60O6/c1-3-5-7-9-11-13-14-16-18-20-22-24-30(34)36-26-29(33)27-37-31(35)25-28(32)23-21-19-17-15-12-10-8-6-4-2/h28-29,32-33H,3-27H2,1-2H3/t28?,29-/m1/s1 ChemAxon inchikey WQTIZQDRYDLJAR-YPJJGMIRSA-N ChemAxon polar_surface_area 93.06 ChemAxon refractivity 150.81 ChemAxon polarizability 68.44 ChemAxon rotatable_bond_count 30 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon phospholipid biosynthesis (CL(14:0(3-OH)/14:0/14:0/14:0)) 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. PW001937 Metabolic Specdb::CMs 1085943 Specdb::NmrOneD 309511 Specdb::NmrOneD 309512 Specdb::NmrOneD 309513 Specdb::NmrOneD 309514 Specdb::NmrOneD 309515 Specdb::NmrOneD 309516 Specdb::NmrOneD 309517 Specdb::NmrOneD 309518 Specdb::NmrOneD 309519 Specdb::NmrOneD 309520 Specdb::NmrOneD 309521 Specdb::NmrOneD 309522 Specdb::NmrOneD 309523 Specdb::NmrOneD 309524 Specdb::NmrOneD 309525 Specdb::NmrOneD 309526 Specdb::NmrOneD 309527 Specdb::NmrOneD 309528 Specdb::NmrOneD 309529 Specdb::NmrOneD 309530 Specdb::MsMs 1259584 Specdb::MsMs 1259585 Specdb::MsMs 1259586 Specdb::MsMs 1374712 Specdb::MsMs 1374713 Specdb::MsMs 1374714 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 Phosphatidate cytidylyltransferase P0ABG1 CDSA_ECOLI cdsA http://ecmdb.ca/proteins/P0ABG1.xml DG(14:0(3-OH)/14:0/0:0) + Cytidine triphosphate + Hydrogen ion > CDP-DG(14:0(3-OH)/14:0) + Pyrophosphate PW_R005437