2.0 2015-09-08 20:09:21 -0600 2015-12-09 14:07:42 -0700 ECMDB24784 M2MDB006901 DG(15:0cyclo/14:0/0:0) DG(15:0cyclo/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(15:0cyclo/14:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway. C32H60O5 524.827 524.444075032 (2R)-3-{[8-(2-butylcyclopropyl)octanoyl]oxy}-2-hydroxypropyl tetradecanoate (2R)-3-{[8-(2-butylcyclopropyl)octanoyl]oxy}-2-hydroxypropyl tetradecanoate [H][C@@](O)(COC(=O)CCCCCCCCCCCCC)COC(=O)CCCCCCCC1CC1CCCC InChI=1S/C32H60O5/c1-3-5-7-8-9-10-11-12-13-16-19-23-31(34)36-26-30(33)27-37-32(35)24-20-17-14-15-18-22-29-25-28(29)21-6-4-2/h28-30,33H,3-27H2,1-2H3/t28?,29?,30-/m1/s1 OAZPHWGBKHFNSJ-QGVFFIPKSA-N logp 9.24 ALOGPS logs -7.25 ALOGPS solubility 2.95e-05 g/l ALOGPS logp 9.89 ChemAxon pka_strongest_acidic 13.63 ChemAxon pka_strongest_basic -3.4 ChemAxon iupac (2R)-3-{[8-(2-butylcyclopropyl)octanoyl]oxy}-2-hydroxypropyl tetradecanoate ChemAxon average_mass 524.827 ChemAxon mono_mass 524.444075032 ChemAxon smiles [H][C@@](O)(COC(=O)CCCCCCCCCCCCC)COC(=O)CCCCCCCC1CC1CCCC ChemAxon formula C32H60O5 ChemAxon inchi InChI=1S/C32H60O5/c1-3-5-7-8-9-10-11-12-13-16-19-23-31(34)36-26-30(33)27-37-32(35)24-20-17-14-15-18-22-29-25-28(29)21-6-4-2/h28-30,33H,3-27H2,1-2H3/t28?,29?,30-/m1/s1 ChemAxon inchikey OAZPHWGBKHFNSJ-QGVFFIPKSA-N ChemAxon polar_surface_area 72.83 ChemAxon refractivity 151.99 ChemAxon polarizability 67.73 ChemAxon rotatable_bond_count 29 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon phospholipid biosynthesis CL(16:0/15:0cyclo/15:0cyclo/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." PW001221 Metabolic Specdb::CMs 1088383 Specdb::EiMs 4083 Specdb::NmrOneD 314101 Specdb::NmrOneD 314102 Specdb::NmrOneD 314103 Specdb::NmrOneD 314104 Specdb::NmrOneD 314105 Specdb::NmrOneD 314106 Specdb::NmrOneD 314107 Specdb::NmrOneD 314108 Specdb::NmrOneD 314109 Specdb::NmrOneD 314110 Specdb::NmrOneD 314111 Specdb::NmrOneD 314112 Specdb::NmrOneD 314113 Specdb::NmrOneD 314114 Specdb::NmrOneD 314115 Specdb::NmrOneD 314116 Specdb::NmrOneD 314117 Specdb::NmrOneD 314118 Specdb::NmrOneD 314119 Specdb::NmrOneD 314120 Specdb::MsMs 1305832 Specdb::MsMs 1305833 Specdb::MsMs 1305834 Specdb::MsMs 1420351 Specdb::MsMs 1420352 Specdb::MsMs 1420353 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(15:0cyclo/14:0/0:0) + Cytidine triphosphate + Hydrogen ion > CDP-DG(15:0cyclo/14:0) + Pyrophosphate PW_R005680