| Record Information |
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| Version | 2.0 |
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| Creation Date | 2012-05-31 14:04:44 -0600 |
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| Update Date | 2015-06-03 15:54:43 -0600 |
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| Secondary Accession Numbers | |
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| Identification |
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| Name: | 2-Keto-3-methyl-valerate |
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| Description | 3-Methyl-2-oxovaleric acid is a metabolite of isoleucine in man, animals and bacteria. It is the alpha-keto acid analogue of isoleucine. 3-Methyl-2-oxovaleric acid is produced from isoleucine by cytosolic branched chain aminotransferase 1 (EC:2.6.1.42), whereupon it is further degraded by branched chain keto acid dehydrogenase E1 to 2-Methyl-1-hydroxybutyl-ThPP. |
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| Structure | |
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| Synonyms: | - α-keto-β-methyl-valerate
- α-keto-β-methyl-valeric acid
- α-keto-methylvalerate
- α-keto-methylvaleric acid
- (3S)-3-Methyl-2-oxopentanoate
- (3R)-3-Methyl-2-oxopentanoate
- (3R)-3-Methyl-2-oxopentanoic acid
- (3S)-3-methyl-2-oxopentanoate
- (3S)-3-methyl-2-oxopentanoic acid
- (S)-2-oxo-3-methylpentanoate
- (S)-3-methyl-2-oxopentanoate
- (R)-3-methyl-2-oxopentanoate
- (R)-3-methyl-2-oxopentanoic acid
- (S)-2-oxo-3-methylpentanoate
- (S)-2-oxo-3-methylpentanoic acid
- (S)-3-methyl-2-oxopentanoate
- (S)-3-methyl-2-oxopentanoic acid
- (S)-3-methyl-2-oxovalerate
- (S)-3-methyl-2-oxovaleric acid
- 2-keto-3-methyl-valerate
- 2-Keto-3-methyl-valeric acid
- 2-keto-3-methylvalerate
- 2-keto-3-methylvaleric acid
- 2-Oxo-3-methyl-N-valerate
- 2-Oxo-3-methyl-N-valeric acid
- 2-Oxo-3-methylpentanoate
- 2-Oxo-3-methylpentanoic acid
- 2-Oxo-3-methylvalerate
- 2-Oxo-3-methylvaleric acid
- 2-Oxoisoleucine
- 2-Oxokolavenate
- 2-Oxokolavenic acid
- 3-Methyl-2-oxo-pentanoate
- 3-Methyl-2-oxo-pentanoic acid
- 3-Methyl-2-oxo-Valerate
- 3-Methyl-2-oxo-Valeric acid
- 3-Methyl-2-oxopentanoate
- 3-Methyl-2-oxopentanoic acid
- 3-Methyl-2-oxovalerate
- 3-Methyl-2-oxovaleric
- 3-Methyl-2-oxovaleric acid
- A-Keto-b-methyl-N-valerate
- A-Keto-b-methyl-N-valeric acid
- a-keto-b-Methyl-valerate
- a-keto-b-Methyl-valeric acid
- A-Keto-b-methylvalerate
- A-Keto-b-methylvaleric acid
- a-keto-Methylvalerate
- a-keto-Methylvaleric acid
- A-Oxo-b-methyl-N-valerate
- A-Oxo-b-methyl-N-valeric acid
- A-Oxo-b-methylvalerate
- A-Oxo-b-methylvaleric acid
- Alpha-Keto-beta-methyl-N-valerate
- Alpha-Keto-beta-methyl-N-valeric acid
- Alpha-Keto-beta-methyl-valerate
- Alpha-Keto-beta-methyl-valeric acid
- Alpha-Keto-beta-methylvalerate
- Alpha-Keto-beta-methylvaleric acid
- Alpha-Keto-methylvalerate
- Alpha-Keto-methylvaleric acid
- Alpha-Oxo-beta-methyl-N-valerate
- Alpha-Oxo-beta-methyl-N-valeric acid
- Alpha-Oxo-beta-methylvalerate
- Alpha-Oxo-beta-methylvaleric acid
- α-keto-Methylvalerate
- α-keto-Methylvaleric acid
- α-keto-β-Methyl-N-valerate
- α-keto-β-Methyl-N-valeric acid
- α-keto-β-Methyl-valerate
- α-keto-β-Methyl-valeric acid
- α-keto-β-Methylvalerate
- α-keto-β-Methylvaleric acid
- α-oxo-β-Methyl-N-valerate
- α-oxo-β-Methyl-N-valeric acid
- α-oxo-β-Methylvalerate
- α-oxo-β-Methylvaleric acid
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| Chemical Formula: | C6H9O3 |
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| Weight: | Average: 129.1339
Monoisotopic: 129.055169154 |
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| InChI Key: | JVQYSWDUAOAHFM-BYPYZUCNSA-M |
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| InChI: | InChI=1S/C6H10O3/c1-3-4(2)5(7)6(8)9/h4H,3H2,1-2H3,(H,8,9)/p-1/t4-/m0/s1 |
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| CAS number: | 1460-34-0 |
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| IUPAC Name: | (3S)-3-methyl-2-oxopentanoate |
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| Traditional IUPAC Name: | (S)-3-methyl-2-oxopentanoate |
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| SMILES: | CC[C@H](C)C(=O)C([O-])=O |
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| Chemical Taxonomy |
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| Description | belongs to the class of organic compounds known as short-chain keto acids and derivatives. These are keto acids with an alkyl chain the contains less than 6 carbon atoms. |
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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 | Short-chain keto acids and derivatives |
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| Direct Parent | Short-chain keto acids and derivatives |
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| Alternative Parents | |
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| Substituents | - Branched fatty acid
- Short-chain keto acid
- Methyl-branched fatty acid
- Alpha-keto acid
- Fatty acyl
- Ketone
- Carboxylic acid derivative
- Carboxylic acid
- Monocarboxylic acid or derivatives
- Hydrocarbon derivative
- Organic oxygen compound
- Carbonyl group
- Organic oxide
- Organooxygen compound
- Organic anion
- 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: | Solid |
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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: | |
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| KEGG Pathways: | - Valine, leucine and isoleucine biosynthesis ec00290
- Valine, leucine and isoleucine degradation ec00280
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| EcoCyc Pathways: | |
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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
- 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. Pubmed: 21097882
- 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. Pubmed: 17765195
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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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