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Record Information |
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| Version |
1.0 |
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| Update Date |
1/22/2018 11:54:54 AM |
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Metabolite ID | PAMDB000605 |
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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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| Average Molecular Weight: |
129.1339 |
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| Monoisotopic Molecular
Weight: |
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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Taxonomy Description | This compound belongs to the class of organic compounds known as methyl-branched fatty acids. These are fatty acids with an acyl chain that has a methyl branch. Usually, they are saturated and contain only one or more methyl group. However, branches other than methyl may be present. |
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Kingdom |
Organic compounds |
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| Super Class | Lipids and lipid-like molecules |
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Class |
Fatty Acyls |
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| Sub Class | Fatty acids and conjugates |
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Direct Parent |
Methyl-branched fatty acids |
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| Alternative Parents |
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| Substituents |
- Methyl-branched fatty acid
- Keto acid
- Alpha-keto acid
- Ketone
- Carboxylic acid salt
- Monocarboxylic acid or derivatives
- Carboxylic acid
- Carboxylic acid derivative
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- 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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Pathways: |
- Valine, leucine and isoleucine biosynthesis pae00290
- Valine, leucine and isoleucine degradation pae00280
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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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