2.02012-05-31 14:27:35 -06002015-06-03 17:19:19 -0600ECMDB20102M2MDB0009505-Dehydro-4-deoxy-D-glucarate5-dehydro-4-deoxy-D-glucarate is a member of the chemical class known as Hexoses. These are monosaccharides in which the sugar unit is a hexose. KDG is invovled in D-glucarate metabolism. Crystals of GlucD have been obtained into which the substrate D-glucarate and two competitive inhibitors, 4-deoxy-D-glucarate and xylarohydroxamate, could be diffused; D-glucarate is converted to the dehydration product, 5-keto-4-deoxy-D-glucarate (KDG). (PMID 10769114)2,3-Dihydroxy-5-oxo-hexanedioate2,3-Dihydroxy-5-oxo-hexanedioic acid3-deoxy-(<i>L</i>)-<i>threo</i>-2-hexulosarate3-Deoxy-(L)-threo-2-hexulosarate3-Deoxy-(L)-threo-2-hexulosaric acid3-deoxy-L-<i>threo</i>-hex-2-ulosarate3-Deoxy-L-threo-hex-2-ulosarate3-Deoxy-L-threo-hex-2-ulosaric acid5-Dehydro-4-deoxy-D-glucarate5-Dehydro-4-deoxy-D-glucaric acid5-KDG5-Keto-4-deoxy-D-glucarate5-Keto-4-deoxy-D-glucaric acidGLRKDGKGRC6H8O7192.1235192.02700261(2R,3S)-2,3-dihydroxy-5-oxohexanedioic acid5-dehydro-4-deoxy-D-glucarate[H][C@](O)(CC(=O)C(O)=O)[C@@]([H])(O)C(O)=OInChI=1S/C6H8O7/c7-2(4(9)6(12)13)1-3(8)5(10)11/h2,4,7,9H,1H2,(H,10,11)(H,12,13)/t2-,4+/m0/s1QUURPCHWPQNNGL-ZAFYKAAXSA-NCytosollogp-1.23logs-0.56solubility5.27e+01 g/llogp-1.5pka_strongest_acidic2.5pka_strongest_basic-3.3iupac(2R,3S)-2,3-dihydroxy-5-oxohexanedioic acidaverage_mass192.1235mono_mass192.02700261smiles[H][C@](O)(CC(=O)C(O)=O)[C@@]([H])(O)C(O)=OformulaC6H8O7inchiInChI=1S/C6H8O7/c7-2(4(9)6(12)13)1-3(8)5(10)11/h2,4,7,9H,1H2,(H,10,11)(H,12,13)/t2-,4+/m0/s1inchikeyQUURPCHWPQNNGL-ZAFYKAAXSA-Npolar_surface_area132.13refractivity36.18polarizability15.51rotatable_bond_count5acceptor_count7donor_count4physiological_charge-2formal_charge0Ascorbate and aldarate metabolismec00053Metabolic pathwayseco01100D-galactarate degradation IGALACTARDEG-PWY<i>D</i>-glucarate degradation IGLUCARDEG-PWYSpecdb::CMs1084461Specdb::NmrOneD258048Specdb::NmrOneD258049Specdb::NmrOneD258050Specdb::NmrOneD258051Specdb::NmrOneD258052Specdb::NmrOneD258053Specdb::NmrOneD258054Specdb::NmrOneD258055Specdb::NmrOneD258056Specdb::NmrOneD258057Specdb::NmrOneD258058Specdb::NmrOneD258059Specdb::NmrOneD258060Specdb::NmrOneD258061Specdb::NmrOneD258062Specdb::NmrOneD258063Specdb::NmrOneD258064Specdb::NmrOneD258065Specdb::NmrOneD258066Specdb::NmrOneD258067Specdb::MsMs26429Specdb::MsMs26430Specdb::MsMs26431Specdb::MsMs32987Specdb::MsMs32988Specdb::MsMs32989439290388423C00679428195-KETO-4-DEOXY-D-GLUCARATEKGRKeseler, 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 370:17-25.17765195Glucarate dehydrataseP0AES2GUDH_ECOLIgudDhttp://ecmdb.ca/proteins/P0AES2.xml5-keto-4-deoxy-D-glucarate aldolaseP23522GARL_ECOLIgarLhttp://ecmdb.ca/proteins/P23522.xmlD-galactarate dehydrataseP39829GARD_ECOLIgarDhttp://ecmdb.ca/proteins/P39829.xmlGlucarate dehydratase-related proteinQ46915GUDX_ECOLIgudXhttp://ecmdb.ca/proteins/Q46915.xmlGlucaric acid > 5-Dehydro-4-deoxy-D-glucarate + WaterGLUCARDEHYDRA-RXN5-Dehydro-4-deoxy-D-glucarate > Tartronate semialdehyde + Pyruvic acidR02754KDGALDOL-RXNGalactaric acid > 5-Dehydro-4-deoxy-D-glucarate + WaterGALACTARDEHYDRA-RXND-Glucarate + Glucaric acid <> 5-Dehydro-4-deoxy-D-glucarate + WaterR027525-Dehydro-4-deoxy-D-glucarate <> Pyruvic acid + Tartronate semialdehydeR02754D-Galactarate + Galactaric acid <> 5-Dehydro-4-deoxy-D-glucarate + WaterR05608D-glucarate > 5-Dehydro-4-deoxy-D-glucarate + Water