Metabolite Card
Formula: C5H10O4 (134.0579)
SMILES: CC(C)(O)[C@@H](O)C(O)=O
Synonyms [en]
(R)-2,3-Dihydroxy-isovalerate; (2R)-2,3-dihydroxy-3-methylbutanoic acid; (R)-2,3-Dihydroxy-isovaleric acid; (R)-2,3-dihydroxy-3-methylbutanoate; (R)-2,3-dihydroxy-3-methylbutanoic acid; (2R)-2,3-Dihydroxy-3-methylbutanoate
Last reviewed on 2024-06-28.
Cite this Page
(R)-2,3-Dihydroxy-3-methylbutanoate. 数据之源，洞见之始. SMRUCC genomics institute, a synthetic life researcher from China.
https://biocad_registry.innovation.ac.cn/s/(-)-arctiin
(retrieved
2026-01-03) (CAD Registry RN: BioCAD00000000823). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Note
(R) 2,3-Dihydroxy-isovalerate is an intermediate in valine, leucine and isoleucine biosynthesis. The pathway of valine biosynthesis is a four-step pathway that shares all of its steps with the parallel pathway of isoleucine biosynthesis. These entwined pathways are part of the superpathway of leucine, valine, and isoleucine biosynthesis , that generates not only isoleucine and valine, but also leucine. (R) 2,3-Dihydroxy-isovalerate is generated from 3-Hydroxy-3-methyl-2-oxobutanoic acid via the enzyme ketol-acid reductoisomerase (EC 1.1.1.86) then it is converted to 2-Oxoisovalerate via the dihydroxy-acid dehydratase (EC:4.2.1.9).
DBLinks
- CAS Registry Number: 19451-56-0
- PubChem CID: 440279
- ChEBI: 15684
- HMDB: HMDB0012141
- LipidMaps: LMFA01050453
- KEGG: C04272
- BioCyc:
- NCBI MeSH:
- Wikipedia:
Other DBLinks
- CAS Registry Number: 19451-56-0
- CAS Registry Number: 63903-90-2
- PubChem: 440279
- ChEBI: ChEBI:15684
- HMDB: HMDB0012141
- HMDB: HMDB12141
- LipidMaps: LMFA01050453
- KEGG: C04272
- RefMet: RM0152878
- Metlin: METLIN_62808
- Coconut NaturalProduct: CNP0224141.1
- Coconut NaturalProduct: CNP0224141.2
Class / Ontology
- WishartLab ClassyFire: [Fatty acids and conjugates] Fatty acids and conjugates
- RefMet: [Hydroxy FA] Hydroxy FA
- LipidMaps: [Hydroxy fatty acids [FA0105]] Hydroxy fatty acids [FA0105]
- ChEBI: [CHEBI:15684] (R)-2,3-dihydroxy-3-methylbutanoic acid
- Coconut NaturalProduct: [Hydroxy fatty acids] Hydroxy fatty acids
| ID | EC Number | Name |
|---|---|---|
| KEGG:R04439 | 1.1.1.86 | (R)-2,3-dihydroxy-3-methylbutanoate:NADP+ oxidoreductase (isomerizing) |
| KEGG:R04440 | 1.1.1.86 | (R)-2,3-dihydroxy-3-methylbutanoate:NADP+ oxidoreductase (isomerizing) |
| KEGG:R04441 | 4.2.1.9 | (R)-2,3-dihydroxy-3-methylbutanoate hydro-lyase |
| KEGG:R10916 | 1.1.1.382 | (2R)-2,3-dihydroxy-3-methylbutanoate:NAD+ oxidoreductase (isomerizing) |
Taxonomy Source
Pathway Synthetic
| pathway id | name |
|---|---|
| PathBank:SMP0000832 | Valine Biosynthesis |
| PathBank:SMP0000994 | Secondary Metabolites: Valine and L-Leucine Biosynthesis from Pyruvate |
| Plant Reactome:R-OAU-2744345 | Metabolism and regulation |
| Plant Reactome:R-OAU-2744343 | Amino acid metabolism |
| Plant Reactome:R-TAE-1119600 | Valine biosynthesis |
| Plant Reactome:R-FVE-5655122 | Amino acid biosynthesis |
| Plant Reactome:R-MES-2744345 | Metabolism and regulation |
| Plant Reactome:R-MES-2744343 | Amino acid metabolism |
| Plant Reactome:R-TDI-2744345 | Metabolism and regulation |
| Plant Reactome:R-TDI-2744343 | Amino acid metabolism |
| Plant Reactome:R-DRO-2744345 | Metabolism and regulation |
| Plant Reactome:R-DRO-5655122 | Amino acid biosynthesis |
| Plant Reactome:R-DRO-1119600 | Valine biosynthesis |
| Plant Reactome:R-OMI-5655122 | Amino acid biosynthesis |
| Plant Reactome:R-OMI-1119600 | Valine biosynthesis |
| Plant Reactome:R-PTI-2744345 | Metabolism and regulation |
| Plant Reactome:R-PTI-2744343 | Amino acid metabolism |
| Plant Reactome:R-GMA-2744345 | Metabolism and regulation |
| Plant Reactome:R-GMA-2744343 | Amino acid metabolism |
| Plant Reactome:R-PDA-2744345 | Metabolism and regulation |