2.02012-05-31 14:03:06 -06002015-09-17 15:41:46 -0600ECMDB04042M2MDB0005752-Dehydro-D-gluconate2-Keto-L-gluconate is a derivative of gluconic acid, which occurs naturally in fruit, honey and wine and is used as a food additive, an acidity regulator. It is also used in cleaning products where it helps cleaning up mineral deposits. It is a strong chelating agent, especially in alkaline solution. It chelates the anions of calcium, iron, aluminium, copper, and other heavy metals. E. coli contains ketogluconate reductase genes, so it is likely that pathways exist for the metabolism of ketogluconate2-Dehydro-D-gluconate2-Dehydro-D-gluconic acid2-Dehydro-L-idonate2-Dehydro-L-idonic acid2-Keto-D-gluconate2-Keto-D-gluconic acid2-Keto-L-gulonate2-Keto-L-gulonic acid2-Ketoidonate2-Ketoidonic acid2-Oxogluconate2-Oxogluconic acidL-KetoidonateL-Ketoidonic acidL-SorbosonateL-Sorbosonic acidProvitamin CC6H10O7194.1394194.042652674(3S,4R,5R)-3,4,5,6-tetrahydroxy-2-oxohexanoic acid2-ketogluconic acidOCC(O)C(O)C(O)C(=O)C(O)=OInChI=1S/C6H10O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h2-4,7-10H,1H2,(H,12,13)VBUYCZFBVCCYFD-UHFFFAOYSA-NSolidCytoplasmPeriplasmlogp-2.41logs-0.28solubility1.01e+02 g/lmelting_point157.82logp-2.5pka_strongest_acidic2.67pka_strongest_basic-3iupac(3S,4R,5R)-3,4,5,6-tetrahydroxy-2-oxohexanoic acidaverage_mass194.1394mono_mass194.042652674smilesOCC(O)C(O)C(O)C(=O)C(O)=OformulaC6H10O7inchiInChI=1S/C6H10O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h2-4,7-10H,1H2,(H,12,13)inchikeyVBUYCZFBVCCYFD-UHFFFAOYSA-Npolar_surface_area135.29refractivity37.65polarizability16.29rotatable_bond_count5acceptor_count7donor_count5physiological_charge-1formal_charge0Pentose phosphate pathwayec00030ketogluconate metabolismPW002003Metabolicketogluconate metabolismKETOGLUCONMET-PWYSpecdb::CMs1568Specdb::CMs1600Specdb::MsMs26633Specdb::MsMs26634Specdb::MsMs26635Specdb::MsMs33191Specdb::MsMs33192Specdb::MsMs33193HMDB117325049C06473CPD-377Keseler, 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-D590.21097882Kanehisa, 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-D114.22080510van 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 370:17-25.177651952,5-diketo-D-gluconic acid reductase BP30863DKGB_ECOLIdkgBhttp://ecmdb.ca/proteins/P30863.xmlGlyoxylate/hydroxypyruvate reductase BP37666GHRB_ECOLIghrBhttp://ecmdb.ca/proteins/P37666.xml2,3-diketo-L-gulonate reductaseP37672DLGD_ECOLIdlgDhttp://ecmdb.ca/proteins/P37672.xml2,5-diketo-D-gluconic acid reductase AQ46857DKGA_ECOLIdkgAhttp://ecmdb.ca/proteins/Q46857.xmlNADP + Gluconic acid <> Hydrogen ion + 2-Dehydro-D-gluconate + NADPH1.1.1.215-RXNHydrogen ion + NADPH + 2,5-Diketo-D-gluconate <> 2-Dehydro-D-gluconate + NADP1.1.1.274-RXNHydrogen ion + 2-Dehydro-D-gluconate + NADPH <> L-Idonate + NADPYIAE2-RXN2-Dehydro-D-gluconate + NADP > 2,5-didehydro-D-gluconate + NADPHGluconic acid + NADP > 2-Dehydro-D-gluconate + NADPH1.1.1.215-RXNGluconic acid + NADP <> 2-Keto-D-gluconic acid + NADPH + Hydrogen ion + 2-Dehydro-D-gluconateR017392-Dehydro-D-gluconate + NADP <> 2,5-Diketo-D-gluconate + NADPH + Hydrogen ionR05823 2-Keto-L-gluconate + NADPH + Hydrogen ion + 2-Dehydro-D-gluconate + NADPH > Gluconic acid + NADPPW_R0056892-Keto-L-gluconate + Hydrogen ion + NADPH + 2-Dehydro-D-gluconate + NADPH > NADP + L-IdonatePW_R0056492,5-Diketo-D-gluconate + Hydrogen ion + NADPH + NADPH > NADP + 2-Keto-L-gluconate + 2-Dehydro-D-gluconatePW_R0056482 2-Dehydro-D-gluconate + NADP <>2 2,5-Diketo-D-gluconate + NADPH + Hydrogen ion