(S)-2-Methylbutanoyl-CoA (BioCAD00000000926)

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Metabolite Card

Formula: C26H44N7O17P3S (851.1727)
SMILES: CC[C@H](C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N

Synonyms [en]

(S)-2-Methylbutanoyl-CoA; (S)-2-Methylbutanoyl-coenzyme A; (S)-2-methylbutyryl-Coenzyme A; (S)-2-Methylbutyryl-CoA; 2-Methylbutyryl CoA; alpha-Methylbutyryl coenzyme A

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

(S)-2-Methylbutanoyl-CoA. 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: BioCAD00000000926). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

2-Methylbutyryl-CoA (CAS: 6712-02-3), also known as alpha-methylbutyryl-coenzyme A, belongs to the class of organic compounds known as acyl-CoAs. These are organic compounds containing a coenzyme A substructure linked to an acyl chain. 2-Methylbutyryl-CoA is a strong basic compound (based on its pKa). 2-Methylbutyryl-CoA is a product of isoleucine catabolism. It is converted into tiglyl-CoA by short/branched-chain acyl-CoA dehydrogenase. 2-Methylbutyryl-CoA dehydrogenase deficiency, also known as 2-methyl-3-hydroxybutyryl-CoA dehydrogenase deficiency or MBHD, is an inherited disorder in which the body is unable to process the amino acid isoleucine properly. It is caused by a mutation in the HADH2 gene. Untreated MBHD can lead to progressive loss of motor skills, mental retardation, and epilepsy.

Extracellular Membrane Mitochondria
Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 6712-02-3
  • CAS Registry Number: 87069-91-8
  • PubChem: 71448903
  • ChEBI: ChEBI:90222
  • HMDB: HMDB0001041
  • KEGG: C01033
  • KEGG: C15980
  • Wikipedia: 2-Methylbutyryl-CoA
  • Metlin: METLIN_450
  • Metlin: METLIN_63440
  • Coconut NaturalProduct: CNP0138378.1

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R03171 1.2.1.25 (S)-3-methyl-2-oxopentanoate:NAD+ 2-oxidoreductase (CoA-methylbutanoylating)
KEGG:R03172 1.3.8.1 (S)-2-methylbutanoyl-CoA:acceptor 2,3-oxidoreductase
KEGG:R03174 2.3.1.168 (S)-2-methylbutanoyl-CoA:enzyme N6-(dihydrolipoyl)lysine S-(2-methylbutanoyl)transferase
KEGG:R03175 C15980<=>C05996
KEGG:R08567 1.2.7.7 (S)-3-methyl-2-oxopentanoate:ferredoxin oxidoreductase (decarboxylating; CoA-2-methylbutanoylating)
KEGG:R12734 2.3.1.300 (2S)-2-methylbutanoyl-CoA:malonyl-[acyl-carrier protein] C-acyltransferase
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Organism Source

Taxonomy Source

Pathway Synthetic

pathway id name
PlantCyc:PLANT_PWY18C3-16 acylsucrose biosynthesis (Solanum habrochaites)
PlantCyc:PLANT_PWY18C3-8 monoacylsucrose biosynthesis (Solanum)
PlantCyc:PLANT_ILEUDEG-PWY L-isoleucine degradation I
PlantCyc:PLANT_PWY18C3-10 triacylsucrose biosynthesis (Solanum)
PlantCyc:PLANT_PWY-7857 adlupulone and adhumulone biosynthesis
PlantCyc:PLANT_PWY-5134 superpathway of bitter acids biosynthesis
PlantCyc:PLANT_PWY18C3-12 superpathway of acylsucrose biosynthesis (cultivated tomato)
PlantCyc:PLANT_PWY18C3-17 superpathway of acylsucrose biosynthesis (wild tomato)
PlantCyc:PLANT_PWY18C3-9 diacylsucrose biosynthesis (Solanum)
WikiPathways:WP3604 Biochemical pathways: part I
WikiPathways:WP662 Amino acid metabolism
WikiPathways:WP3925 Amino acid metabolism
View All Pathways