484-78-6

484-78-6 structure
484-78-6 structure
  • Name: 3-hydroxy-DL-Kynurenine
  • Chemical Name: 3-hydroxykynurenine
  • CAS Number: 484-78-6
  • Molecular Formula: C10H12N2O4
  • Molecular Weight: 224.21300
  • Catalog: Signaling Pathways Apoptosis Apoptosis
  • Create Date: 2017-11-21 11:04:21
  • Modify Date: 2024-01-08 13:24:15
  • 3-Hydroxykynurenine, a metabolite of tryptophan, is a potential endogenous neurotoxin whose increased levels have been described in several neurodegenerative disorders. 3-Hydroxykynurenine induces neuronal apoptosis[1].

Name 3-hydroxykynurenine
Synonyms rac 3-Hydroxy Kynurenine
Benzenebutanoic acid, a,2-diamino-3-hydroxy-g-oxo-
Description 3-Hydroxykynurenine, a metabolite of tryptophan, is a potential endogenous neurotoxin whose increased levels have been described in several neurodegenerative disorders. 3-Hydroxykynurenine induces neuronal apoptosis[1].
Related Catalog
Target

Human Endogenous Metabolite

In Vitro 3-Hydroxykynurenine-induced neuronal cell death shows several features of apoptosis[1].  3-Hydroxykynurenine is a metabolic intermediate of the kynurenine pathway, the major metabolic pathway of tryptophan (Trp)[1]. 3-Hydroxykynurenine acts as an endogenous neurotoxin in the brain under pathological conditions[1]. 3-Hydroxykynurenine (20-100 μM) significantly inhibits CD4+ T-cell proliferation in a dose-dependent manner with IC50 of approximately 70 μM[2]. 3-Hydroxykynurenine (20-100 μM) induces significant CD4+ T-cell-mediated cell death in a dose-dependent manner[2]. Cell Proliferation Assay[2] Cell Line: CD3/CD28 bead-stimulated CD4+ T cells Concentration: 0, 20, 40, 60, 80, and 100 μM Incubation Time: 72 hours Result: Significantly inhibited CD4+ T-cell proliferation in a dose-dependent manner with an IC50 of approximately 70 μM.
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.
References

[1]. S Okuda, et al. 3-Hydroxykynurenine, an endogenous oxidative stress generator, causes neuronal cell death with apoptotic features and region selectivity. J Neurochem. 1998 Jan;70(1):299-307.

[2]. Sarah S Zaher,et al. 3-hydroxykynurenine suppresses CD4+ T-cell proliferation, induces T-regulatory-cell development, and prolongs corneal allograft survival. Invest Ophthalmol Vis Sci. 2011 Apr 22;52(5):2640-8.

Density 1.461g/cm3
Boiling Point 519.3ºC at 760mmHg
Molecular Formula C10H12N2O4
Molecular Weight 224.21300
Flash Point 267.9ºC
Exact Mass 224.08000
PSA 126.64000
LogP 1.24060
Vapour Pressure 1.49E-12mmHg at 25°C
Index of Refraction 1.635
Storage condition 2-8°C

CHEMICAL IDENTIFICATION

RTECS NUMBER :
AY6475000
CHEMICAL NAME :
Alanine, 3-(3-hydroxyanthraniloyl)-
CAS REGISTRY NUMBER :
484-78-6
LAST UPDATED :
198910
DATA ITEMS CITED :
4
MOLECULAR FORMULA :
C10-H12-N2-O4
MOLECULAR WEIGHT :
224.24
WISWESSER LINE NOTATION :
ZR BQ FV1YZVQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Implant
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
80 mg/kg
TOXIC EFFECTS :
Tumorigenic - neoplastic by RTECS criteria Kidney, Ureter, Bladder - tumors

MUTATION DATA

TEST SYSTEM :
Rodent - mouse
DOSE/DURATION :
10 mg/L
REFERENCE :
NATUAS Nature. (Nature Subscription Dept., POB 1018, Manasguan, NJ 08736) V.1- 1869- Volume(issue)/page/year: 222,484,1969 *** REVIEWS *** TOXICOLOGY REVIEW AEHLAU Archives of Environmental Health. (Heldref Pub., 4000 Albemarle St., NW, Washington, DC 20016) V.1- 1960- Volume(issue)/page/year: 23,6,1971
HS Code 2922509090
HS Code 2922509090
Summary 2922509090. other amino-alcohol-phenols, amino-acid-phenols and other amino-compounds with oxygen function. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%