| Record Information |
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| Version | 2.0 |
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| Creation Date | 2012-05-31 14:22:44 -0600 |
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| Update Date | 2015-06-03 17:19:07 -0600 |
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| Secondary Accession Numbers | |
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| Identification |
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| Name: | (4S)-4,6-Dihydroxy-2,5-dioxohexanoate |
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| 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. |
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| Structure | |
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| Synonyms: | - (4S)-4,6-dihydroxy-2,5-dioxohexanoate
- (4S)-4,6-dihydroxy-2,5-dioxohexanoic acid
- 2,5-Diketo-3-deoxy-D-gluconate
- 2,5-Diketo-3-deoxy-D-gluconic acid
- 3-Deoxy-D-glycero-2,5-hexodiulosonate
- 3-Deoxy-D-glycero-2,5-hexodiulosonic acid
- 3-Deoxy-D-glycero-hexo-2,5-diulosonate
- 3-Deoxy-D-glycero-hexo-2,5-diulosonic acid
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| Chemical Formula: | C6H8O6 |
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| Weight: | Average: 176.1241
Monoisotopic: 176.032087988 |
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| InChI Key: | IBGYNIRCYXIAON-VKHMYHEASA-N |
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| InChI: | 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 |
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| CAS number: | Not Available |
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| IUPAC Name: | (4S)-4,6-dihydroxy-2,5-dioxohexanoic acid |
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| Traditional IUPAC Name: | 2,5-diketo-3-deoxy-D-gluconate |
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| SMILES: | [H][C@](O)(CC(=O)C(O)=O)C(=O)CO |
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| Chemical Taxonomy |
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| Description | belongs to the class of organic compounds known as medium-chain keto acids and derivatives. These are keto acids with a 6 to 12 carbon atoms long side chain. |
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| Kingdom | Organic compounds |
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| Super Class | Organic acids and derivatives |
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| Class | Keto acids and derivatives |
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| Sub Class | Medium-chain keto acids and derivatives |
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| Direct Parent | Medium-chain keto acids and derivatives |
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| Alternative Parents | |
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| Substituents | - Medium-chain keto acid
- Acyloin
- Alpha-keto acid
- Beta-hydroxy ketone
- Monosaccharide
- Alpha-hydroxy ketone
- Secondary alcohol
- Ketone
- Carboxylic acid
- Carboxylic acid derivative
- Monocarboxylic acid or derivatives
- Primary alcohol
- Alcohol
- Carbonyl group
- Organic oxygen compound
- Hydrocarbon derivative
- Organic oxide
- Organooxygen compound
- Aliphatic acyclic compound
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| Molecular Framework | Aliphatic acyclic compounds |
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| External Descriptors | |
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| Physical Properties |
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| State: | Not Available |
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| Charge: | -1 |
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| Melting point: | Not Available |
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| Experimental Properties: | |
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| Predicted Properties | |
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| Biological Properties |
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| Cellular Locations: | Cytoplasm |
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| Reactions: | |
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| SMPDB Pathways: | | Collection of Reactions without pathways | PW001891 |    |
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| KEGG Pathways: | - Pentose and glucuronate interconversions ec00040
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| EcoCyc Pathways: | Not Available |
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| Concentrations |
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| Not Available |
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| Spectra |
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| Spectra: | |
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| References |
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| References: | - 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. Pubmed: 22080510
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| Synthesis Reference: | Not Available |
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| Material Safety Data Sheet (MSDS) | Not Available |
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| Links |
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| External Links: | |
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