(R)-2,3-Dihydroxy-3-methylpentanoate (BioCAD00000000824)

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Metabolite Card

Formula: C6H12O4 (148.0736)
SMILES: CC[C@@](C)(O)[C@@H](O)C(O)=O

Synonyms [en]

(2R,3R)-2,3-Dihydroxy-3-methylpentanoic acid; (R)-2,3-Dihydroxy-3-methylpentanoate; (2R,3R)-2,3-Dihydroxy-3-methylpentanoate; (2R,3R)-2,3-Dihydroxy-3-methylvaleric acid; 1-keto-2-Methylvalerate; (R)-2,3-Dihydroxy-3-methylvalerate

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

(R)-2,3-Dihydroxy-3-methylpentanoate. 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: BioCAD00000000824). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

(R)-2,3-Dihydroxy-methylvalerate 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, which generates not only isoleucine and valine but also leucine. (R)-2,3-Dihydroxy-methylvalerate is generated from 3-hydroxy-3-methyl-2-oxopentanoic acid via the enzyme ketol-acid reductoisomerase (EC 1.1.1.86). It is converted into (S)-3-methyl-2-oxopentanoic via the dihydroxy-acid dehydratase (EC 4.2.1.9).

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 562-43-6
  • PubChem: 448154
  • ChEBI: ChEBI:27512
  • HMDB: HMDB0012140
  • LipidMaps: LMFA01050452
  • KEGG: C06007
  • DrugBank: DB03675
  • Metlin: METLIN_63442
  • Coconut NaturalProduct: CNP0207481.1

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R05068 1.1.1.86 (R)-2,3-dihydroxy-3-methylpentanoate:NADP+ oxidoreductase (isomerizing)
KEGG:R05070 4.2.1.9 (R)-2,3-dihydroxy-3-methylpentanoate hydro-lyase
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Organism Source

Taxonomy Source

Pathway Synthetic

pathway id name
BioCyc:TRYPANO_PWY-3001 isoleucine biosynthesis I
BioCyc:TRYPANO_ILEUSYN-PWY isoleucine biosynthesis I (from threonine)
BioCyc:TRYPANO_THREOCAT-PWY superpathway of threonine metabolism
PathBank:SMP0000838 Isoleucine 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-1119460 Isoleucine biosynthesis from threonine
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-1119460 Isoleucine biosynthesis from threonine
Plant Reactome:R-OMI-5655122 Amino acid biosynthesis
Plant Reactome:R-OMI-1119460 Isoleucine biosynthesis from threonine
Plant Reactome:R-PTI-2744345 Metabolism and regulation
Plant Reactome:R-PTI-2744343 Amino acid metabolism
View All Pathways