Compound
4-methylsulfanyl-2-oxobutanoate
The 2-oxo monocarboxylic acid anion derived from 4-methylthio-2-oxobutanoic acid. The major microspecies at pH 7.3, it is formed from L-methionine via the action of methionine transaminase.
Definition from ChEBI (CHEBI:16723), read 2026-09-23. CC BY 4.0.
Structure
Loading the model…
- Class
- Organic compound, anion
- Formula
- C5H7O3S
- Mass
- 147.175 g/mol
- Charge
- -1
- InChIKey
- SXFSQZDSUWACKX-UHFFFAOYSA-M
- SMILES
- CSCCC(=O)C(=O)[O-]
- Look it up
- ChEBIPubChemBy InChIKey
Identity from ChEBI, geometry from PubChem. Not evidence.
What it touches on the way
Mechanistic reach
3 entities
3 entities reached.
What the reference databases state
Chemical structure
- 4-methylsulfanyl-2-oxobutanoate has the functional parent butanoateCompoundChEBI CHEBI:16723Inferred only
Statements
6 statements
6 statements · 1 reference database · Subject: 4-methylsulfanyl-2-oxobutanoate · Sources: Rhea
- 4-methylsulfanyl-2-oxobutanoate is converted to D-methionineCompoundRhea RHEA:78207Inferred only
- D-methionine is converted to 4-methylsulfanyl-2-oxobutanoateCompoundRhea RHEA:78207Inferred only
- 4-methylsulfanyl-2-oxobutanoate is a substrate of AADATProteinRhea RHEA:22884Inferred only
- 4-methylsulfanyl-2-oxobutanoate is a substrate of AADATProteinRhea RHEA:69096Inferred only
- 4-methylsulfanyl-2-oxobutanoate is a substrate of ADI1ProteinRhea RHEA:24504Inferred only
- 4-methylsulfanyl-2-oxobutanoate is a substrate of DAOProteinRhea RHEA:78207Inferred only
Reactions
19 reactions
glyoxylate+L-methionine4-methylsulfanyl-2-oxobutanoate+glycine
Catalysed by AADAT
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:22884CC BY 4.0Reference data
D-methionine+pyruvate4-methylsulfanyl-2-oxobutanoate+L-alanine
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:23836CC BY 4.0Reference data
1,2-dihydroxy-5-(methylsulfanyl)pent-1-en-3-one+dioxygen4-methylsulfanyl-2-oxobutanoate+formate+2hydron
Catalysed by ADI1
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:24504CC BY 4.0Reference data
4-methylsulfanyl-2-oxobutanoate+acetyl-CoA+waterCHEBI:58816+coenzyme A(4-)+hydron
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:25601CC BY 4.0Reference data
L-methionine+2-oxoglutarate(2-)4-methylsulfanyl-2-oxobutanoate+L-glutamate(1-)
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:25796CC BY 4.0Reference data
5-methylsulfanyl-2,3-dioxopentyl phosphate+dioxygen+water4-methylsulfanyl-2-oxobutanoate+formate+hydrogenphosphate+2hydron
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:27922CC BY 4.0Reference data
4-methylsulfanyl-2-oxobutanoate+L-glutamine2-oxoglutaramate+L-methionine
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:30391CC BY 4.0Reference data
a 2-oxocarboxylate+L-methionine4-methylsulfanyl-2-oxobutanoate+an L-alpha-amino acid
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:31763CC BY 4.0Reference data
4-methylsulfanyl-2-oxobutanoate+L-tyrosine3-(4-hydroxyphenyl)pyruvate+L-methionine
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:47084CC BY 4.0Reference data
an aromatic L-alpha-amino acid+4-methylsulfanyl-2-oxobutanoateCHEBI:73309+L-methionine
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:47800CC BY 4.0Reference data
4-methylsulfanyl-2-oxobutanoate+hydronCHEBI:49017+carbon dioxide
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:55076CC BY 4.0Reference data
L-methionine+dioxygen+water4-methylsulfanyl-2-oxobutanoate+hydrogen peroxide+ammonium
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:61236CC BY 4.0Reference data
Other names
2 names
Resolves to: 4-methylsulfanyl-2-oxobutanoate
- Also called
- 2-oxo-4-methylthiobutanoate
- Systematic name
- 4-(methylsulfanyl)-2-oxobutanoate