Compound
L-kynurenine
Zwitterionic form of 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:57959), read 2026-09-23. CC BY 4.0.
Structure
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- Class
- Organic compound
- Formula
- C10H12N2O3
- Mass
- 208.217 g/mol
- Charge
- 0
- InChIKey
- YGPSJZOEDVAXAB-QMMMGPOBSA-N
- SMILES
- Nc1ccccc1C(=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
9 entities
9 entities reached.
0 reported hops9 assembled from the scaffold
- AADATProteinUNIPROT:Q8N5Z0substrate ofInferred only120 paths10 endpoints
- GOT2ProteinUNIPROT:P00505substrate ofInferred only34 paths34 endpoints
- SLC43A1ProteinUNIPROT:O75387transported byInferred only33 paths33 endpoints
- KYAT3ProteinUNIPROT:Q6YP21substrate ofInferred only24 paths6 endpoints
- KYNUProteinUNIPROT:Q16719substrate ofInferred only20 paths10 endpoints
- KMOProteinUNIPROT:O15229substrate ofInferred only20 paths10 endpoints
- KYAT1ProteinUNIPROT:Q16773substrate ofInferred only18 paths9 endpoints
- SLC7A8ProteinUNIPROT:Q9UHI5transported byInferred only18 paths18 endpoints
- AFMIDProteinUNIPROT:Q63HM1substrate ofInferred only8 paths8 endpoints
What the reference databases state
Statements
34 statements
34 statements · 2 reference databases · Subject: L-kynurenine · Sources: Human-GEM, Rhea
- 3-hydroxy-L-kynurenine is converted to L-kynurenineCompoundRhea RHEA:20545Inferred only
- L-kynurenine is converted to 3-hydroxy-L-kynurenineCompoundRhea RHEA:20545Inferred only
- CHEBI:17380 is converted to L-kynurenineCompoundHuman-GEM MAR04220Inferred only
- L-kynurenine is converted to CHEBI:17380CompoundHuman-GEM MAR04220Inferred only
- L-kynurenine is converted to kynurenateCompoundHuman-GEM MAR04222Inferred only
- L-kynurenine is converted to kynurenateCompoundRhea RHEA:65560Inferred only
- L-kynurenine is converted to kynurenateCompoundHuman-GEM MAR02765Inferred only
- L-kynurenine is a substrate of AADATProteinRhea RHEA:66060Inferred only
- L-kynurenine is a substrate of AADATProteinRhea RHEA:70047Inferred only
- L-kynurenine is a substrate of AADATProteinRhea RHEA:69104Inferred only
- L-kynurenine is a substrate of AADATProteinRhea RHEA:69096Inferred only
- L-kynurenine is a substrate of AADATProteinRhea RHEA:65896Inferred only
Show the remaining 22
- L-kynurenine is a substrate of AADATProteinRhea RHEA:66044Inferred only
- L-kynurenine is a substrate of AADATProteinRhea RHEA:66052Inferred only
- L-kynurenine is a substrate of AADATProteinRhea RHEA:66092Inferred only
- L-kynurenine is a substrate of AADATProteinRhea RHEA:66076Inferred only
- L-kynurenine is a substrate of AADATProteinHuman-GEM MAR02765Inferred only
- L-kynurenine is a substrate of AADATProteinRhea RHEA:65560Inferred only
- L-kynurenine is a substrate of AADATProteinRhea RHEA:66068Inferred only
- L-kynurenine is a substrate of AFMIDProteinRhea RHEA:13009Inferred only
- L-kynurenine is a substrate of GOT2ProteinRhea RHEA:65560Inferred only
- L-kynurenine is a substrate of KMOProteinRhea RHEA:20545Inferred only
- L-kynurenine is a substrate of KMOProteinHuman-GEM MAR04220Inferred only
- L-kynurenine is a substrate of KYAT1ProteinHuman-GEM MAR04222Inferred only
- L-kynurenine is a substrate of KYAT1ProteinRhea RHEA:65560Inferred only
- L-kynurenine is a substrate of KYAT3ProteinRhea RHEA:65560Inferred only
- L-kynurenine is a substrate of KYAT3ProteinHuman-GEM MAR02765Inferred only
- L-kynurenine is a substrate of KYAT3ProteinHuman-GEM MAR04222Inferred only
- L-kynurenine is a substrate of KYAT3ProteinRhea RHEA:65896Inferred only
- L-kynurenine is a substrate of KYNUProteinRhea RHEA:16813Inferred only
- L-kynurenine is a substrate of KYNUProteinHuman-GEM MAR04224Inferred only
- L-kynurenine is transported by SLC43A1ProteinHuman-GEM MAR09403Inferred only
- L-kynurenine is transported by SLC7A11ProteinRhea RHEA:71191Inferred only
- L-kynurenine is transported by SLC7A8ProteinHuman-GEM MAR09402Inferred only
Reactions
45 reactions
2-oxoglutarate(2-)+L-kynureninekynurenate+L-glutamate(1-)+water
Reaction pageLeft to rightBalancedEC 2.6.1.7mitochondrial matrix
Human-GEM MAR02765CC BY 4.0Reference data
water+CHEBI:30249formic acid+proton+L-kynurenine
Catalysed by AFMID
Reaction pageLeft to rightBalancedEC 3.5.1.49, 3.5.1.9cytosol
Human-GEM MAR04216CC BY 4.0Reference data
CHEBI:17380+water+NADP(3-)proton+L-kynurenine+NADPH(4-)+dioxygen
Catalysed by KMO
Reaction pageReversibleBalancedEC 1.14.13.9cytosol
Human-GEM MAR04220CC BY 4.0Reference data
2-oxoglutarate(2-)+L-kynureninekynurenate+L-glutamate(1-)+water
Reaction pageLeft to rightBalancedEC 2.6.1.7cytosol
Human-GEM MAR04222CC BY 4.0Reference data
water+L-kynurenineL-alanine+anthranilic acid+proton
Catalysed by KYNU
Reaction pageLeft to rightBalancedEC 3.7.1.3cytosol
Human-GEM MAR04224CC BY 4.0Reference data
2proton+L-kynurenine+UDP-alpha-D-glucuronateMAM00787c+UDP
Reaction pageLeft to rightUnbalancedcytosol
Human-GEM MAR06720CC BY 4.0Reference data
Reaction pageReversibleBalancedextracellular space, cytosol
Human-GEM MAR09274CC BY 4.0Reference data
L-kynurenine+L-phenylalanineL-kynurenine+L-phenylalanine
Transported by SLC7A8
Reaction pageReversibleBalancedextracellular space, cytosol
Human-GEM MAR09402CC BY 4.0Reference data
L-kynurenine+L-leucineL-kynurenine+L-leucine
Transported by SLC43A1
Reaction pageReversibleBalancedEC 5.1.3.1extracellular space, cytosol
Human-GEM MAR09403CC BY 4.0Reference data
Reaction pageReversibleBalance undeterminableextracellular space
Human-GEM MAR09857CC BY 4.0Reference data
N-formyl-L-kynurenine+waterL-kynurenine+formate+hydron
Catalysed by AFMID
Reaction pageDirection not assertedBalanced
Rhea RHEA:13009CC BY 4.0Reference data
L-kynurenine+wateranthranilate+L-alanine+hydron
Catalysed by KYNU
Reaction pageDirection not assertedBalanced
Rhea RHEA:16813CC BY 4.0Reference data
Where it reaches
10 systems, 22 regions, 43 tissues, 51 transporter routes — routes, not measurements: transporters known to carry L-kynurenine are expressed there, and no source reports it arriving.
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Other names
2 names
Resolves to: L-kynurenine
- Also called
- (2S)-4-(2-aminophenyl)-2-ammonio-4-oxobutanoate
- Systematic name
- (2S)-4-(2-aminophenyl)-2-azaniumyl-4-oxobutanoate