L-Kynurenine (BioCAD00000013067)
blood cerebrospinal fluid (csf) feces urine brain epidermis fibroblasts intestine liver neuron placenta spleen
Metabolite Card
Formula: C10H12N2O3 (208.0848)
SMILES: N[C@@H](CC(=O)C1=CC=CC=C1N)C(O)=O
Synonyms [en]
L-kynurenine; 3-Anthraniloyl-L-alanine; KYNURENINE; (2S)-2-amino-4-(2-aminophenyl)-4-oxobutanoic acid; (S)-alpha,2-diamino-3-hydroxy-gamma-oxo-Benzenebutanoic acid; alpha,2-Diamino-gamma-oxo-benzenebutanoic acid
Last reviewed on 2024-06-28.
Cite this Page
L-Kynurenine. 数据之源，洞见之始. SMRUCC genomics institute, a synthetic life researcher from China.
https://biocad_registry.innovation.ac.cn/s/(-)-arctiin
(retrieved
2026-01-03) (CAD Registry RN: BioCAD00000013067). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Note
Kynurenine is a metabolite of the amino acid tryptophan used in the production of niacin. L-Kynurenine is a central compound of the tryptophan metabolism pathway since it can change into the neuroprotective agent kynurenic acid or to the neurotoxic agent quinolinic acid. The break-up of these endogenous compounds' balance can be observable in many disorders such as stroke, epilepsy, multiple sclerosis, and amyotrophic lateral sclerosis. It can also occur in neurodegenerative disorders such as Parkinson's disease, Huntington's, and Alzheimer's disease; and in mental disorders such as schizophrenia and depression.
DBLinks
- CAS Registry Number: 2922-83-0
- PubChem CID: 161166
- ChEBI: 16946
- HMDB: HMDB0000684
- LipidMaps:
- KEGG: C00328
- BioCyc: CPD-14736
- NCBI MeSH:
- Wikipedia: Kynurenine
Other DBLinks
- CAS Registry Number: 2922-83-0
- CAS Registry Number: 343-65-7
- PubChem: 161166
- PubChem: 3622
- PubChem: 6971029
- ChEBI: ChEBI:16946
- ChEBI: ChEBI:28683
- ChEBI: ChEBI:57959
- HMDB: HMDB0000684
- HMDB: HMDB00183
- KEGG: C00328
- BioCyc: CPD-14736
- Wikipedia: Kynurenine
- DrugBank: DB02070
- RefMet: RM0132226
- MoNA: Bruker_HCD_library000081
- MoNA: Bruker_HCD_library001083
- MoNA: Bruker_HCD_library001084
- MoNA: CCMSLIB00000577887
- MoNA: EMBL-MCF_spec10104
- MoNA: EMBL-MCF_spec91669
- MoNA: EMBL-MCF_spec91830
- MoNA: FiehnLib000682
- MoNA: FiehnLib000688
- MoNA: FIO00638
- MoNA: FIO00639
- MoNA: FIO00640
- MoNA: FIO00641
- MoNA: FIO00642
- MoNA: HMDB0000684_ms_ms_948
- MoNA: HMDB0000684_ms_ms_949
- MoNA: HMDB0000684_ms_ms_950
- MoNA: KO003267
- MoNA: KO003268
- MoNA: KO003269
- MoNA: KO003270
- MoNA: KO003271
- MoNA: KO009016
- MoNA: KO009017
- MoNA: KO009018
- MoNA: KO009019
- MoNA: KO009020
- MoNA: MoNA010363
- MoNA: MoNA010364
- MoNA: MoNA010365
- MoNA: MoNA010366
- MoNA: MoNA010367
- MoNA: MoNA010368
- MoNA: MoNA016742
- MoNA: MT000014
- MoNA: OUF00313
- MoNA: PM000960
- MoNA: PS006601
- MoNA: VF-NPL-LTQ000055
- MoNA: VF-NPL-LTQ000056
- MoNA: VF-NPL-LTQ000057
- MoNA: VF-NPL-LTQ000058
- MoNA: VF-NPL-QEHF000151
- MoNA: VF-NPL-QEHF000152
- MoNA: VF-NPL-QEHF000153
- MoNA: VF-NPL-QEHF000154
- MoNA: VF-NPL-QEHF000155
- MoNA: VF-NPL-QEHF000156
- MoNA: VF-NPL-QTOF008271
- MoNA: VF-NPL-QTOF008272
- MoNA: VF-NPL-QTOF008273
- MoNA: VF-NPL-QTOF008274
- MoNA: VF-NPL-QTOF008275
- MoNA: VF-NPL-QTOF008276
Class / Ontology
- WishartLab ClassyFire: [Carbonyl compounds] Carbonyl compounds
- RefMet: [Amino acids] Amino acids
- ChEBI: [CHEBI:16946] L-kynurenine
| ID | EC Number | Name |
|---|---|---|
| KEGG:R00987 | 3.7.1.3 | L-kynurenine hydrolase |
| KEGG:R01956 | 2.6.1.7 | L-kynurenine:2-oxoglutarate aminotransferase |
| KEGG:R01957 | 2.6.1.63 | L-kynurenine:glyoxylote aminotransferase (cyclizing) |
| KEGG:R01959 | 3.5.1.9 | N-formyl-L-kynurenine amidohydrolase |
| KEGG:R01960 | 1.14.13.9 | L-kynurenine,NADPH:oxygen oxidoreductase (3-hydroxylating) |
| KEGG:R12688 | 2.6.1.7 | L-kynurenine:2-oxoglutarate aminotransferase |
| KEGG:R12692 | 2.6.1.63 | L-kynurenine:glyoxylate aminotransferase (cyclizing) |
| BioCyc:RXN-21858 | 2.6.1.7 | CPD-14736 + 2-KETOGLUTARATE --> KYNURENATE + GLT + WATER + PROTON |
| BioCyc:2.6.1.7-RXN | CPD-14736 + 2-KETOGLUTARATE<=>GLT + CPD-476 | |
| BioCyc:ARYLFORMAMIDASE-RXN | 3.5.1.9 | N-FORMYLKYNURENINE + WATER --> CPD-14736 + FORMATE + PROTON |
| BioCyc:2.6.1.63-RXN | CPD-14736 + GLYOX<=>GLY + CPD-476 | |
| BioCyc:KYNURENINE-3-MONOOXYGENASE-RXN | 1.14.13.9 | CPD-14736 + OXYGEN-MOLECULE + NADPH + PROTON --> 3-HYDROXY-L-KYNURENINE + WATER + NADP |
| BioCyc:RXN-21998 | 2.6.1.63 | CPD-14736 + GLYOX --> KYNURENATE + GLY + WATER + PROTON |
| BioCyc:KYNURENINASE-RXN | 3.7.1.3 | CPD-14736 + WATER --> PROTON + L-ALPHA-ALANINE + ANTHRANILATE |
Taxonomy Source
Pathway Synthetic
| pathway id | name |
|---|---|
| WikiPathways:WP3228 | NAD biosynthesis II from tryptophan |
| WikiPathways:WP15 | Selenium micronutrient network |
| WikiPathways:WP3604 | Biochemical pathways: part I |
| WikiPathways:WP270 | Tryptophan metabolism |
| WikiPathways:WP79 | Tryptophan metabolism |
| WikiPathways:WP3257 | Selenium micronutrient network |
| WikiPathways:WP2485 | NAD biosynthesis II (from tryptophan) |
| WikiPathways:WP3645 | NAD+ biosynthetic pathways |
| PathBank:SMP0002353 | Tryptophan Metabolism |
| PathBank:SMP0087330 | Tryptophan Metabolism |
| PathBank:SMP0087237 | Tryptophan Metabolism |
| PathBank:SMP0063693 | Tryptophan Metabolism |
| PathBank:SMP0000063 | Tryptophan Metabolism |
| PathBank:SMP0002338 | NAD Metabolism |
| PathBank:SMP0087451 | Tryptophan Metabolism |