| Identification | Back Directory | [Name]
2-amino-4-(2-amino-3-hydroxyphenyl)-4-oxobutanoic acid | [CAS]
484-78-6 | [Synonyms]
NSC 96400
Paralysin II
3-hydroxykynurenine
rac 3-Hydroxy Kynurenine
13C6]-3-hydroxykynurenine
REF DUPL: DL-3-Hydroxykynurenine
3-(3-Hydroxyanthraniloyl)alanine
Benzenebutanoic acid, α,2-diamino-3-hydroxy-γ-oxo-
2-amino-4-(2-amino-3-hydroxyphenyl)-4-oxobutanoic acid
REF DUPL: 2-amino-4-(2-amino-3-hydroxyphenyl)-4-oxobutanoic acid
3-Hydroxy-DL-kynurenine,rac 3-Hydroxy Kynurenine Hydrochloride Salt | [Molecular Formula]
C10H12N2O4 | [MOL File]
484-78-6.mol | [Molecular Weight]
224.21 |
| Chemical Properties | Back Directory | [Melting point ]
213 °C (decomp) | [Boiling point ]
365.61°C (rough estimate) | [density ]
1.2995 (rough estimate) | [refractive index ]
1.6620 (estimate) | [storage temp. ]
2-8°C | [solubility ]
DMF: 0.5 mg/ml; DMSO: 1 mg/ml; Ethanol: 2 mg/ml; PBS (pH 7.2): 0.5 mg/ml | [form ]
A crystalline solid | [pka]
2.16±0.23(Predicted) | [color ]
Light yellow to yellow | [Stability:]
Hygroscopic | [Major Application]
clinical testing | [InChI]
1S/C10H12N2O4/c11-6(10(15)16)4-8(14)5-2-1-3-7(13)9(5)12/h1-3,6,13H,4,11-12H2,(H,15,16) | [InChIKey]
VCKPUUFAIGNJHC-UHFFFAOYSA-N | [SMILES]
NC(CC(=O)c1cccc(O)c1N)C(O)=O |
| Safety Data | Back Directory | [WGK Germany ]
3 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Uses]
3-Hydroxy-DL-kynurenine has been used:
- as a substrate for the recombinant human kynureninase assay
- as a reference standard in tandem mass spectrometry (MS/MS) analysis
- as a control for quantifying serum 3-Hydroxy-DL-kynurenine levels in diabetic retinopathy patients
| [Uses]
3-Hydroxy-DL-kynurenine is a tryptophan metabolite. Could be associated with symptoms in Parkinson''s disease. | [Uses]
3-Hydroxykynurenine is a metabolite of tryptophan.
ential endogenous neurotoxin. | [Definition]
ChEBI: A hydroxykynurenine that is kynurenine substituted by a hydroxy group at position 3. | [General Description]
3-Hydroxy-DL-kynurenine is a tryptophan metabolite with a molecular weight corresponding to 224Da. It is a chromophore or hydrophilic yellow compound present in the lens of the eye. 3-Hydroxy-DL-kynurenine is synthesized from kynurenine?by the action of enzyme kynurenine 3-monooxygenase (KMO). It is metabolized to 3-hydroxyanthranilic acid and xanthurenic acid in the presence of enzymes kynureninase and kynurenine aminotransferases, respectively. | [Biochem/physiol Actions]
3-Hydroxy-DL-kynurenine (3-HKYN) has antioxidant functionality and prevents lipid peroxidation in cerebral cortex. It may modulate synaptic neurotransmission. The levels of 3-HKYN is elevated in Huntington′s disease. However, its role in neurodegenerative diseases is still not understood well. Kynurenine metabolism is linked with glutamatergic neurotransmission and the level of 3-HKYN is linked to the pathophysiology of schizophrenia. | [in vivo]
3-Hydroxykynurenine administration (560 mg/kg IP on a daily basis on days 1 to 7, days 7 to 14, or days 1 to 14) results in significant prolongation of graft survival whether administered between days 1 to 7, days 7 to 14, or days 1 to 14[2]. | Animal Model: | BALB/c (H2d) mice[2] | | Dosage: | 560 mg/kg
| | Administration: | IP injection
| | Result: | There was significant prolongation of graft survival in all treatment groups in comparison to the controls.
|
| [IC 50]
Human Endogenous Metabolite |
|
| Company Name: |
BOC Sciences
|
| Tel: |
1-631-485-4226; 16314854226 |
| Website: |
https://www.bocsci.com |
| Company Name: |
Sigma-Aldrich
|
| Tel: |
021-61415566 800-8193336 |
| Website: |
https://www.sigmaaldrich.cn |
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