Compound
(2S)-2-amino-3-oxobutanoate
An L-α-amino acid zwitterion obtained by transfer of a proton from the carboxy to the amino group of L-2-amino-3-oxobutanoic acid. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).
Definition from ChEBI (CHEBI:78948), read 2026-09-23. CC BY 4.0.
Structure
- Class
- Organic compound
- Formula
- C4H7NO3
- Mass
- 117.104 g/mol
- Charge
- 0
- InChIKey
- SAUCHDKDCUROAO-VKHMYHEASA-N
- SMILES
- CC(=O)[C@H]([NH3+])C(=O)[O-]
- Look it up
- ChEBIBy InChIKey
Identity from ChEBI. Not evidence.
What it touches on the way
Mechanistic reach
1 entity
1 entities reached.
0 reported hops1 assembled from the scaffold
- glycineCompoundCHEBI:57305converted toInferred only1 path1 endpoint
What the reference databases state
Statements
6 statements
6 statements · 1 reference database · Subject: (2S)-2-amino-3-oxobutanoate · Sources: Rhea
- (2S)-2-amino-3-oxobutanoate is converted to glycineCompoundRhea RHEA:20736Inferred only
- (2S)-2-amino-3-oxobutanoate is converted to L-allo-threonineCompoundRhea RHEA:30055Inferred only
- L-allo-threonine is converted to (2S)-2-amino-3-oxobutanoateCompoundRhea RHEA:30055Inferred only
- (2S)-2-amino-3-oxobutanoate is converted to L-threonineCompoundRhea RHEA:13161Inferred only
- L-threonine is converted to (2S)-2-amino-3-oxobutanoateCompoundRhea RHEA:13161Inferred only
- (2S)-2-amino-3-oxobutanoate is a substrate of GCATProteinRhea RHEA:20736Inferred only
Reactions
4 reactions
L-threonine+NAD(1-)(2S)-2-amino-3-oxobutanoate+NADH(2-)+hydron
Reaction pageDirection not assertedBalanced
Rhea RHEA:13161CC BY 4.0Reference data
glycine+acetyl-CoA(2S)-2-amino-3-oxobutanoate+coenzyme A(4-)
Catalysed by GCAT
Reaction pageRight to leftBalanced
Rhea RHEA:20736CC BY 4.0Reference data
(2S)-2-amino-3-oxobutanoate+hydronCHEBI:58320+carbon dioxide
Reaction pageDirection not assertedBalanced
Rhea RHEA:25653CC BY 4.0Reference data
L-allo-threonine+NADP(3-)(2S)-2-amino-3-oxobutanoate+NADPH(4-)+hydron
Reaction pageDirection not assertedBalanced
Rhea RHEA:30055CC BY 4.0Reference data
Other names
2 names
Resolves to: (2S)-2-amino-3-oxobutanoate
- Also called
- (2S)-2-ammonio-3-oxobutanoate
- Systematic name
- (2S)-2-azaniumyl-3-oxobutanoate