2.0 2015-09-08 20:10:05 -0600 2015-12-09 14:08:11 -0700 ECMDB24796 M2MDB006913 DG(16:0/19:0cycw8c/0:0) DG(16:0/19:0cycw8c/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(16:0/19:0cycw8c/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway. C38H72O5 608.989 608.537975418 (2S)-3-{[9-(2-heptylcyclopropyl)nonanoyl]oxy}-2-hydroxypropyl hexadecanoate (2S)-3-{[9-(2-heptylcyclopropyl)nonanoyl]oxy}-2-hydroxypropyl hexadecanoate [H][C@](O)(COC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCCCC1CC1CCCCCCC InChI=1S/C38H72O5/c1-3-5-7-9-10-11-12-13-14-15-16-21-25-29-37(40)42-32-36(39)33-43-38(41)30-26-22-18-17-20-24-28-35-31-34(35)27-23-19-8-6-4-2/h34-36,39H,3-33H2,1-2H3/t34?,35?,36-/m0/s1 NYDHJJQKEHCXTA-ONHAVXAHSA-N logp 10.22 ALOGPS logs -7.55 ALOGPS solubility 1.70e-05 g/l ALOGPS logp 12.56 ChemAxon pka_strongest_acidic 13.63 ChemAxon pka_strongest_basic -3.4 ChemAxon iupac (2S)-3-{[9-(2-heptylcyclopropyl)nonanoyl]oxy}-2-hydroxypropyl hexadecanoate ChemAxon average_mass 608.989 ChemAxon mono_mass 608.537975418 ChemAxon smiles [H][C@](O)(COC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCCCC1CC1CCCCCCC ChemAxon formula C38H72O5 ChemAxon inchi InChI=1S/C38H72O5/c1-3-5-7-9-10-11-12-13-14-15-16-21-25-29-37(40)42-32-36(39)33-43-38(41)30-26-22-18-17-20-24-28-35-31-34(35)27-23-19-8-6-4-2/h34-36,39H,3-33H2,1-2H3/t34?,35?,36-/m0/s1 ChemAxon inchikey NYDHJJQKEHCXTA-ONHAVXAHSA-N ChemAxon polar_surface_area 72.83 ChemAxon refractivity 179.59 ChemAxon polarizability 80.94 ChemAxon rotatable_bond_count 35 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon phospholipid biosynthesis CL(16:0/18:1(9Z)/16:0/19:0cycv8c) "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." PW001361 Metabolic Specdb::CMs 1090258 Specdb::EiMs 2108 Specdb::NmrOneD 317941 Specdb::NmrOneD 317942 Specdb::NmrOneD 317943 Specdb::NmrOneD 317944 Specdb::NmrOneD 317945 Specdb::NmrOneD 317946 Specdb::NmrOneD 317947 Specdb::NmrOneD 317948 Specdb::NmrOneD 317949 Specdb::NmrOneD 317950 Specdb::NmrOneD 317951 Specdb::NmrOneD 317952 Specdb::NmrOneD 317953 Specdb::NmrOneD 317954 Specdb::NmrOneD 317955 Specdb::NmrOneD 317956 Specdb::NmrOneD 317957 Specdb::NmrOneD 317958 Specdb::NmrOneD 317959 Specdb::NmrOneD 317960 Specdb::MsMs 1334041 Specdb::MsMs 1334042 Specdb::MsMs 1334043 Specdb::MsMs 1448254 Specdb::MsMs 1448255 Specdb::MsMs 1448256 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(16:0/19:0cycw8c/0:0) + Cytidine triphosphate + Hydrogen ion > CDP-DG(16:0/19:0cycw8c) + Pyrophosphate PW_R005692