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Details

Stereochemistry RACEMIC
Molecular Formula C10H12N2O3
Molecular Weight 208.2139
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of KYNURENINE, (±)-

SMILES

NC(CC(=O)C1=CC=CC=C1N)C(O)=O

InChI

InChIKey=YGPSJZOEDVAXAB-UHFFFAOYSA-N
InChI=1S/C10H12N2O3/c11-7-4-2-1-3-6(7)9(13)5-8(12)10(14)15/h1-4,8H,5,11-12H2,(H,14,15)

HIDE SMILES / InChI

Description

DL-Kynurenine is a racemic mixture of D-kynurenine and L-kynurenine. Kynurenine is the precursor of kynurenic acid, an endogenous antagonist of the glycine site of the NMDA (N-methyl-D-aspartate) receptor. Kynurenine has been identified as an endogenous ligand of the aryl hydrocarbon receptor (AhR), a receptor known to be activated by various environmental toxicants, such as 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD).

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
Rats were treated with DL-Kynurenine at 150, 300 and 450 mg/kg
Route of Administration: Intraperitoneal
In Vitro Use Guide
HepG2 cells were cultured in a humidified atmosphere containing 5% CO2 for 24 hours under basal conditions and for another 24 hours under the evaluated conditions. Cells were cultured in six-well plates at 5 x 10^5 /well, except during the LDH release assay, when cells were cultured in 96-well plates at 10^4 /well. Cells were maintained untreated or treated with 100 mmol/L CoCl2, 50 mmol/L kynurenine, or 3 mmol/L CH223191 or various combinations. Cytotoxicity was assessed by LDH-release assay