Compound

(2S)-2-aminobutanoate

An L-α-amino acid zwitterion that is L-α-aminobutyric acid in which a proton has been transferred from the carboxy group to the amino group. It is the major species at pH 7.3.

Definition from ChEBI (CHEBI:74359), read 2026-09-23. CC BY 4.0.

CHEBI:74359ChEBI

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Structure

2D depiction · 3D model shown

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A generated conformer of (2S)-2-aminobutanoate — one low-energy arrangement PubChem computed, not a measured structure. Hydrogens are not drawn; the formula counts them.

Class: Organic compound
Formula: C4H9NO2
Mass: 103.121 g/mol
Charge: 0
InChIKey: QWCKQJZIFLGMSD-VKHMYHEASA-N
SMILES: CC[C@H]([NH3+])C(=O)[O-]
Look it up: ChEBI PubChem By InChIKey

Identity from ChEBI, geometry from PubChem. Not evidence.

What it touches on the way

Mechanistic reach

2 entities

2 entities reached.

0 reported hops2 assembled from the scaffold

What the reference databases state

Statements

8 statements

8 statements · 1 reference database · Subject: (2S)-2-aminobutanoate · Sources: Rhea

Order

2-oxobutanoate is converted to (2S)-2-aminobutanoateCompoundRhea RHEA:70223Inferred only
(2S)-2-aminobutanoate is converted to 2-oxobutanoateCompoundRhea RHEA:37259Inferred only
2-oxobutanoate is converted to (2S)-2-aminobutanoateCompoundRhea RHEA:37259Inferred only
(2S)-2-aminobutanoate is converted to gamma-L-glutamyl-(2S)-2-aminobutanoateCompoundRhea RHEA:72067Inferred only
(2S)-2-aminobutanoate is a substrate of AGXT2ProteinRhea RHEA:77351Inferred only
(2S)-2-aminobutanoate is a substrate of AGXT2ProteinRhea RHEA:77355Inferred only
(2S)-2-aminobutanoate is a substrate of AGXT2ProteinRhea RHEA:77339Inferred only
(2S)-2-aminobutanoate is a substrate of GCLCProteinRhea RHEA:72067Inferred only

Reactions

16 reactions

(2S)-2-aminobutanoate+NAD(1-)+water2-oxobutanoate+ammonium+NADH(2-)+hydron
Reaction pageDirection not assertedBalanced
Rhea RHEA:37259CC BY 4.0Reference data
CHEBI:149760(2S)-2-aminobutanoate+formaldehyde
Reaction pageDirection not assertedBalanced
Rhea RHEA:64168CC BY 4.0Reference data
2-oxobutanoate+L-kynurenine(2S)-2-aminobutanoate+kynurenate+water
Catalysed by AADAT
Reaction pageLeft to rightBalanced
Rhea RHEA:66044CC BY 4.0Reference data
2-oxobutanoate+L-kynurenineCHEBI:58147+(2S)-2-aminobutanoate
Reaction pageDirection not assertedBalanced
Rhea RHEA:66048CC BY 4.0Reference data
2-oxobutanoate+L-cysteine2-oxo-3-sulfanylpropanoate+(2S)-2-aminobutanoate
Reaction pageDirection not assertedBalanced
Rhea RHEA:66108CC BY 4.0Reference data
2-oxobutanoate+L-tyrosine(2S)-2-aminobutanoate+3-(4-hydroxyphenyl)pyruvate
Reaction pageDirection not assertedBalanced
Rhea RHEA:66112CC BY 4.0Reference data
2-oxobutanoate+L-glutamine2-oxoglutaramate+(2S)-2-aminobutanoate
Reaction pageDirection not assertedBalanced
Rhea RHEA:66116CC BY 4.0Reference data
2-oxobutanoate+L-methionine(2S)-2-aminobutanoate+4-methylsulfanyl-2-oxobutanoate
Reaction pageDirection not assertedBalanced
Rhea RHEA:66120CC BY 4.0Reference data
2-oxobutanoate+L-histidineCHEBI:58133+(2S)-2-aminobutanoate
Reaction pageDirection not assertedBalanced
Rhea RHEA:66124CC BY 4.0Reference data
2-oxobutanoate+L-phenylalanine(2S)-2-aminobutanoate+3-phenylpyruvate
Reaction pageDirection not assertedBalanced
Rhea RHEA:66128CC BY 4.0Reference data
(2S)-2-aminobutanoate+2-oxoglutarate(2-)2-oxobutanoate+L-glutamate(1-)
Catalysed by GOT1
Reaction pageRight to leftBalanced
Rhea RHEA:70223CC BY 4.0Reference data
(2S)-2-aminobutanoate+L-glutamate(1-)+ATP(4-)gamma-L-glutamyl-(2S)-2-aminobutanoate+ADP(3-)+hydrogenphosphate+hydron
Catalysed by GCLC
Reaction pageLeft to rightBalanced
Rhea RHEA:72067CC BY 4.0Reference data

Show the remaining 4

Other names

3 names

Resolves to: (2S)-2-aminobutanoate

Also called: (2S)-2-ammoniobutanoate(2S)-2-ammoniobutyrate
Systematic name: (2S)-2-azaniumylbutanoate