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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 | PAMDB001875 |
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Identification |
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| Name: |
2,3-Dihydroxyisovaleric acid |
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| Description: | 2,3-dihydroxyisovaleric acid (or 2,3-Dihydroxy-3-methylbutanoate) is invovled in branched chain amino acid biosynthesis. It is a substrate for Ketol-acid reductoisomerase (ilvC). This enzyme catalyzes the reaction: (R)-2,3-dihydroxy-3-methylbutanoate + NADP+ = (S)-2-hydroxy-2-methyl-3-oxobutanoate + NADPH. |
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Structure |
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| Synonyms: | - 2,3-Dihydroxy-3-methylbutanoate
- 2,3-Dihydroxy-3-methylbutanoic acid
- 2,3-Dihydroxy-isovalerate
- 2,3-Dihydroxy-isovaleric acid
- 2,3-Dihydroxyisovalerate
- 2,3-DIV
- a,b-Dihydroxyisovalerate
- a,b-Dihydroxyisovaleric acid
- Alpha,beta-Dihydroxyisovalerate
- Alpha,beta-Dihydroxyisovaleric acid
- α,β-Dihydroxyisovalerate
- α,β-Dihydroxyisovaleric acid
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Chemical Formula: |
C5H10O4 |
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| Average Molecular Weight: |
134.1305 |
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| Monoisotopic Molecular
Weight: |
134.057908808 |
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| InChI Key: |
JTEYKUFKXGDTEU-UHFFFAOYSA-N |
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| InChI: | InChI=1S/C5H10O4/c1-5(2,9)3(6)4(7)8/h3,6,9H,1-2H3,(H,7,8) |
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| CAS
number: |
1756-18-9 |
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| IUPAC Name: | 2,3-dihydroxy-3-methylbutanoic acid |
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Traditional IUPAC Name: |
2,3-dihydroxyisovaleric acid |
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| SMILES: | CC(C)(O)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 hydroxy fatty acids. These are fatty acids in which the chain bears a hydroxyl group. |
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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 |
Hydroxy fatty acids |
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| Alternative Parents |
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| Substituents |
- Hydroxy fatty acid
- Methyl-branched fatty acid
- Short-chain hydroxy acid
- Branched fatty acid
- Beta-hydroxy acid
- Monosaccharide
- Hydroxy acid
- Alpha-hydroxy acid
- Tertiary alcohol
- Secondary alcohol
- 1,2-diol
- Monocarboxylic acid or derivatives
- Carboxylic acid
- Carboxylic acid derivative
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- Alcohol
- Aliphatic acyclic compound
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| Molecular Framework |
Aliphatic acyclic compounds |
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| External Descriptors |
Not Available |
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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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Pathways: |
- Metabolic pathways pae01100
- Pantothenate and CoA biosynthesis pae00770
- Valine, leucine and isoleucine biosynthesis pae00290
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Spectra |
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| Spectra: |
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References |
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| References: |
- Winder, C. L., Dunn, W. B., Schuler, S., Broadhurst, D., Jarvis, R., Stephens, G. M., Goodacre, R. (2008). "Global metabolic profiling of Escherichia coli cultures: an evaluation of methods for quenching and extraction of intracellular metabolites." Anal Chem 80:2939-2948. Pubmed: 18331064
- Yurtsever D. (2007). Fatty acid methyl ester profiling of Enterococcus and Esherichia coli for microbial source tracking. M.sc. Thesis. Villanova University: U.S.A
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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: |
| Resource | Link |
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| CHEBI ID | 15689 | | HMDB ID | Not Available | | Pubchem Compound ID | 677 | | Kegg ID | C04039 | | ChemSpider ID | 657 | | Wikipedia ID | Not Available | | BioCyc ID | Not Available |
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