Compound
3-hydroxy-L-kynurenine
Zwitterionic form of 3-hydroxy-L-kynurenine arising from transfer of a proton from the carboxy to the amino group; major species at pH 7.3
Definition from ChEBI (CHEBI:58125), read 2026-09-23. CC BY 4.0.
Structure
Loading the model…
- Class
- Organic compound
- Formula
- C10H12N2O4
- Mass
- 224.216 g/mol
- Charge
- 0
- InChIKey
- VCKPUUFAIGNJHC-LURJTMIESA-N
- SMILES
- Nc1c(O)cccc1C(=O)C[C@H]([NH3+])C(=O)[O-]
- Look it up
- ChEBIPubChemBy InChIKey
Identity from ChEBI, geometry from PubChem. Not evidence.
What it touches on the way
Mechanistic reach
4 entities
4 entities reached.
0 reported hops4 assembled from the scaffold
What the reference databases state
Statements
10 statements
10 statements · 1 reference database · Subject: 3-hydroxy-L-kynurenine · Sources: Rhea
- 4-(2-amino-3-hydroxyphenyl)-2,4-dioxobutanoate is converted to 3-hydroxy-L-kynurenineCompoundRhea RHEA:65888Inferred only
- 3-hydroxy-L-kynurenine is converted to 4-(2-amino-3-hydroxyphenyl)-2,4-dioxobutanoateCompoundRhea RHEA:65888Inferred only
- 3-hydroxy-L-kynurenine is converted to L-kynurenineCompoundRhea RHEA:20545Inferred only
- L-kynurenine is converted to 3-hydroxy-L-kynurenineCompoundRhea RHEA:20545Inferred only
- xanthurenate is converted to 3-hydroxy-L-kynurenineCompoundRhea RHEA:65884Inferred only
- 3-hydroxy-L-kynurenine is converted to xanthurenateCompoundRhea RHEA:65884Inferred only
- 3-hydroxy-L-kynurenine is a substrate of AADATProteinRhea RHEA:65900Inferred only
- 3-hydroxy-L-kynurenine is a substrate of KMOProteinRhea RHEA:20545Inferred only
- 3-hydroxy-L-kynurenine is a substrate of KYAT3ProteinRhea RHEA:65900Inferred only
- 3-hydroxy-L-kynurenine is a substrate of KYNUProteinRhea RHEA:25143Inferred only
Reactions
14 reactions
L-kynurenine+NADPH(4-)+dioxygen+hydron3-hydroxy-L-kynurenine+NADP(3-)+water
Catalysed by KMO
Reaction pageDirection not assertedBalanced
Rhea RHEA:20545CC BY 4.0Reference data
3-hydroxy-L-kynurenine+water3-hydroxyanthranilate+L-alanine+hydron
Catalysed by KYNU
Reaction pageDirection not assertedBalanced
Rhea RHEA:25143CC BY 4.0Reference data
3-hydroxy-L-kynurenine+S-adenosyl-L-methionineCHEBI:141609+S-adenosyl-L-homocysteine+hydron
Reaction pageDirection not assertedBalanced
Rhea RHEA:57340CC BY 4.0Reference data
3-hydroxy-L-kynurenine+2-oxoglutarate(2-)xanthurenate+L-glutamate(1-)+water
Reaction pageDirection not assertedBalanced
Rhea RHEA:65884CC BY 4.0Reference data
3-hydroxy-L-kynurenine+2-oxoglutarate(2-)4-(2-amino-3-hydroxyphenyl)-2,4-dioxobutanoate+L-glutamate(1-)
Reaction pageDirection not assertedBalanced
Rhea RHEA:65888CC BY 4.0Reference data
3-hydroxy-L-kynurenine+glyoxylatexanthurenate+glycine+water
Reaction pageLeft to rightBalanced
Rhea RHEA:65900CC BY 4.0Reference data
3-hydroxy-L-kynurenine+glyoxylate4-(2-amino-3-hydroxyphenyl)-2,4-dioxobutanoate+glycine
Reaction pageDirection not assertedBalanced
Rhea RHEA:65904CC BY 4.0Reference data
3-hydroxy-L-kynurenine+pyruvatexanthurenate+L-alanine+water
Reaction pageDirection not assertedBalanced
Rhea RHEA:65908CC BY 4.0Reference data
3-hydroxy-L-kynurenine+pyruvate4-(2-amino-3-hydroxyphenyl)-2,4-dioxobutanoate+L-alanine
Reaction pageDirection not assertedBalanced
Rhea RHEA:65912CC BY 4.0Reference data
3-hydroxy-L-kynurenine+L-tryptophan3-hydroxy-L-kynurenine+L-tryptophan
Reaction pageDirection not assertedBalanced
Rhea RHEA:71187CC BY 4.0Reference data
3-hydroxy-L-kynurenine+2-oxobutanoate4-(2-amino-3-hydroxyphenyl)-2,4-dioxobutanoate+(2S)-2-aminobutanoate
Reaction pageDirection not assertedBalanced
Rhea RHEA:82419CC BY 4.0Reference data
3-hydroxy-L-kynurenine+4-methylsulfanyl-2-oxobutanoate4-(2-amino-3-hydroxyphenyl)-2,4-dioxobutanoate+L-methionine
Reaction pageDirection not assertedBalanced
Rhea RHEA:82423CC BY 4.0Reference data
Other names
1 name
Resolves to: 3-hydroxy-L-kynurenine
- Systematic name
- (2S)-4-(2-amino-3-hydroxyphenyl)-2-azaniumyl-4-oxobutanoate