kynurenic acid   Click here for help

GtoPdb Ligand ID: 2918

Abbreviated name: KYNA
Synonyms: transtorine
PDB Ligand
Comment: Kynurenic acid is a by-product of the kynurenine pathway, the main route for the non-protein metabolism (catabolism) of tryptophan [4].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 2
Rotatable bonds 1
Topological polar surface area 70.16
Molecular weight 189.04
XLogP 2.43
No. Lipinski's rules broken 0
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Canonical SMILES OC(=O)c1cc(=O)c2c([nH]1)cccc2
Isomeric SMILES OC(=O)c1cc(=O)c2c([nH]1)cccc2
InChI InChI=1S/C10H7NO3/c12-9-5-8(10(13)14)11-7-4-2-1-3-6(7)9/h1-5H,(H,11,12)(H,13,14)
Bioactivity Comments
Kynurenic acid has been reported as an agonist of the aryl hydrocarbon receptor (AhR) [1], and of the orphan G protein-coupled receptor GPR35 [3].
Natural/Endogenous Targets
Selectivity at GPCRs
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
GPR35 Ligand is endogenous in the given species Rn Agonist Agonist 5.2 pEC50 - 3
pEC50 5.2 [3]
GPR35 Ligand is endogenous in the given species Mm Agonist Agonist 5.0 pEC50 - 3
pEC50 5.0 [3]
GPR35 Ligand is endogenous in the given species Hs Agonist Agonist 3.9 – 4.4 pEC50 - 2-3
pEC50 3.9 – 4.4 [2-3]