2.0 2012-05-31 14:03:22 -0600 2015-06-03 15:54:40 -0600 ECMDB04047 M2MDB000580 3-Dehydro-2-deoxy-D-gluconate 3-Dehydro-2-deoxy-D-gluconate is an intermediate in pectin degradation and is involved in carbohydrate metabolism as well as pentose and glucuronate interconversions. It is a substrate for the enzyme 2-dehydro-3-deoxy-D-gluconate 5-dehydrogenase. This enzyme catalyzes the reduction of 2,5-diketo-3-deoxygluconate (DKII or 4,6-dihydroxy-2,5-dioxohexanoate) into 2-keto-3-deoxygluconate (KDG or 2-dehydro-3-deoxygluconate) with a concomitant oxidation of NADH 2-Deoxy-3-dehydro-D-gluconate 2-Deoxy-3-dehydro-D-gluconic acid 2-Deoxy-3-ketogluconate 2-Deoxy-3-ketogluconic acid 2-Deoxy-3-oxogluconate 2-Deoxy-3-oxogluconic acid 3-Dehydro-2-deoxy-D-gluconic acid 3-Dehydro-2-deoxy-gluconate 3-Dehydro-2-deoxy-gluconic acid De-O-K-gluconate De-O-K-gluconic acid Deoxy-ketogluconate Deoxy-ketogluconic acid C6H10O6 178.14 178.047738052 4,5,6-trihydroxy-3-oxohexanoic acid 4,5,6-trihydroxy-3-oxohexanoic acid OCC(O)C(O)C(=O)CC(O)=O InChI=1S/C6H10O6/c7-2-4(9)6(12)3(8)1-5(10)11/h4,6-7,9,12H,1-2H2,(H,10,11) CNLFCQPCBQQMHK-UHFFFAOYSA-N Cytoplasm Periplasm logp -2.01 ALOGPS logs 0.07 ALOGPS solubility 2.09e+02 g/l ALOGPS logp -1.9 ChemAxon pka_strongest_acidic 3.75 ChemAxon pka_strongest_basic -3 ChemAxon iupac 4,5,6-trihydroxy-3-oxohexanoic acid ChemAxon average_mass 178.14 ChemAxon mono_mass 178.047738052 ChemAxon smiles OCC(O)C(O)C(=O)CC(O)=O ChemAxon formula C6H10O6 ChemAxon inchi InChI=1S/C6H10O6/c7-2-4(9)6(12)3(8)1-5(10)11/h4,6-7,9,12H,1-2H2,(H,10,11) ChemAxon inchikey CNLFCQPCBQQMHK-UHFFFAOYSA-N ChemAxon polar_surface_area 115.06 ChemAxon refractivity 36.24 ChemAxon polarizability 15.51 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 6 ChemAxon donor_count 4 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Pentose and glucuronate interconversions ec00040 Collection of Reactions without pathways PW001891 Metabolic Specdb::CMs 1084073 Specdb::NmrOneD 282419 Specdb::NmrOneD 282420 Specdb::NmrOneD 282421 Specdb::NmrOneD 282422 Specdb::NmrOneD 282423 Specdb::NmrOneD 282424 Specdb::NmrOneD 282425 Specdb::NmrOneD 282426 Specdb::NmrOneD 282427 Specdb::NmrOneD 282428 Specdb::NmrOneD 282429 Specdb::NmrOneD 282430 Specdb::NmrOneD 282431 Specdb::NmrOneD 282432 Specdb::NmrOneD 282433 Specdb::NmrOneD 282434 Specdb::NmrOneD 282435 Specdb::NmrOneD 282436 Specdb::NmrOneD 282437 Specdb::NmrOneD 282438 Specdb::MsMs 23972 Specdb::MsMs 23973 Specdb::MsMs 23974 Specdb::MsMs 30770 Specdb::MsMs 30771 Specdb::MsMs 30772 627 607 C03926 16622 DE-O-K-GLUCONATE Keseler, I. M., Collado-Vides, J., Santos-Zavaleta, A., Peralta-Gil, M., Gama-Castro, S., Muniz-Rascado, L., Bonavides-Martinez, C., Paley, S., Krummenacker, M., Altman, T., Kaipa, P., Spaulding, A., Pacheco, J., Latendresse, M., Fulcher, C., Sarker, M., Shearer, A. G., Mackie, A., Paulsen, I., Gunsalus, R. P., Karp, P. D. (2011). "EcoCyc: a comprehensive database of Escherichia coli biology." Nucleic Acids Res 39:D583-D590. 21097882 Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114. 22080510 van der Werf, M. J., Overkamp, K. M., Muilwijk, B., Coulier, L., Hankemeier, T. (2007). "Microbial metabolomics: toward a platform with full metabolome coverage." Anal Biochem 370:17-25. 17765195 2-dehydro-3-deoxy-D-gluconate 5-dehydrogenase P37769 KDUD_ECOLI kduD http://ecmdb.ca/proteins/P37769.xml NAD + 2-Deoxygluconate <> Hydrogen ion + NADH + 3-Dehydro-2-deoxy-D-gluconate KDUD-RXN 2-Deoxygluconate + NAD > 3-Dehydro-2-deoxy-D-gluconate + NADH + Hydrogen ion PW_R005869