Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-17 23:48:04 UTC
Update Date2022-08-31 17:37:55 UTC
Metabolite IDMMDBc0029951
Metabolite Identification
Common Name(4S)-4,6-Dihydroxy-2,5-dioxohexanoate
Description(4S)-4,6-Dihydroxy-2,5-dioxohexanoate (2,5-Diketo-3-deoxy-D-gluconate or 3-Deoxy-D-glycero-2,5-hexodiulosonate) is involved in pentose and glucuronate interconversions. It is a substrate for 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. It is also a substrate for 4-deoxy-L-threo-5-hexosulose-uronate ketol-isomerase. This enzyme catalyzes the isomerization of 5-dehydro-4-deoxy-D-glucuronate to 3-deoxy-D-glycero-2,5-hexodiulosonate.
Structure
Synonyms
ValueSource
2,5-Diketo-3-deoxy-D-gluconateChEBI
3-Deoxy-D-glycero-2,5-hexodiulosonateChEBI
2,5-Diketo-3-deoxy-D-gluconic acidGenerator
3-Deoxy-D-glycero-2,5-hexodiulosonic acidGenerator
(4S)-4,6-Dihydroxy-2,5-dioxohexanoic acidGenerator
3-Deoxy-D-glycero-hexo-2,5-diulosonateGenerator
Molecular FormulaC6H8O6
Average Mass176.1241
Monoisotopic Mass176.032087988
IUPAC Name(4S)-4,6-dihydroxy-2,5-dioxohexanoic acid
Traditional Name2,5-diketo-3-deoxy-D-gluconate
CAS Registry NumberNot Available
SMILES
[H][C@](O)(CC(=O)C(O)=O)C(=O)CO
InChI Identifier
InChI=1S/C6H8O6/c7-2-5(10)3(8)1-4(9)6(11)12/h3,7-8H,1-2H2,(H,11,12)/t3-/m0/s1
InChI KeyIBGYNIRCYXIAON-VKHMYHEASA-N