Compound: kynurenic acid
SMILES: O=c1c2c([nH]c(c1)C(=O)O)cccc2
InChIKey: HCZHHEIFKROPDY-UHFFFAOYSA-N
Synonyms: kynurenic acid, 492-27-3, 4-Hydroxyquinoline-2-carboxylic acid, Quinurenic acid, 4-Hydroxyquinaldic acid, Kinurenic acid, Kynuronic acid, 2-Quinolinecarboxylic acid, 4-hydroxy-, 4-Hydroxy-2-quinolinecarboxylic acid, 4-Hydroxyquinaldinic acid, 4-oxo-1H-quinoline-2-carboxylic acid, NSC-58973, CHEBI:18344, H030S2S85J, DTXSID8075417, Acid, Kynurenic, RefChem:794384, DTXCID5040675, 207-751-5, 13593-94-7, 4-oxo-1,4-dihydroquinoline-2-carboxylic acid, Transtorine, 1,4-Dihydro-4-oxoquinoline-2-carboxylic acid, 4-Hydroxy-2-quinolincarboxylic acid, Quinaldic acid, 4-hydroxy-, MFCD00006753, NSC 58973, 2-Carboxy-4-hydroxyquinoline, KYNA, NSC58973, 4-hydroxy-Quinaldic acid, MFCD03197717, CHEMBL299155, CCRIS 4428, SR-01000075455, EINECS 207-751-5, Kynurensaeure, kynurenic-acid, UNII-H030S2S85J, Kynurenate; KYNA, 4-Hydroxyquinaldate, KYA, 4-hydroxy-Quinaldate, 4-Hydroxyquinaldinate, Spectrum_001116, Tocris-0223, Spectrum2_001342, Spectrum3_001390, Spectrum4_000814, Spectrum5_001318, Lopac-K-3375, Quinurenic acid|Kynurenate, Kynurenic acid (Standard), Biomol-NT_000229, bmse000410, Kynurenic acid, >=98%, KYNURENIC ACID [MI], Lopac0_000716, Oprea1_032085, SCHEMBL22979, BSPBio_002980, KBioGR_001327, KBioSS_001596, MLS002172436, DivK1c_000309, SPECTRUM1500688, 1,4-DIHYDRO-4-OXOQUINOLINE-2-CARBOXYLICACID, SPBio_001523, 4-Quinolone-2-carboxilic acid, BPBio1_001350, GTPL2918, orb1298768, orb1980161, SCHEMBL5144405, SCHEMBL29366068, 4-Hydroxy-2-chinolincarbonsaeure, BDBM81975, HCZHHEIFKROPDY-UHFFFAOYSA-, HMS500P11, KBio1_000309, KBio2_001596, KBio2_004164, KBio2_006732, KBio3_002200, WLZ4674, NINDS_000309, 4-hydroxyquinolinium-2-carboxylate, HMS1736A10, HMS1921C20, HMS2269G22, HMS3262O13, HMS3266C13, HMS3411C03, HMS3675C03, HMS3885D20, ALBB-014130, Kynurenic acid - Bio-X trade mark, Tox21_500716, BBL027606, BDBM50233945, CCG-39280, EBC-03512, EBC-44200, HB0362, MSK157317, PDSP1_000132, PDSP2_000131, s4719, SBB003671, STL294769, STL301826, 4-Hydroxy-quinoline-2-carboxylic acid, AKOS000118368, AKOS000277721, CS-W020664, DB11937, FK24817, GS-3763, HY-100806R, HY-W110662, LP00716, SB67494, SB67643, SDCCGSBI-0050694.P003, IDI1_000309, NSC_5280455, SMP1_000172, NCGC00015581-01, NCGC00015581-02, NCGC00015581-03, NCGC00015581-04, NCGC00015581-05, NCGC00015581-06, NCGC00015581-07, NCGC00015581-08, NCGC00015581-09, NCGC00015581-14, NCGC00024505-01, NCGC00024505-02, NCGC00024505-03, NCGC00024505-04, NCGC00024505-05, NCGC00024505-06, NCGC00024505-07, NCGC00261401-01, BK166244, CAS_492-27-3, SMR000112310, ST036704, ST066912, SY152524, DB-008408, DB-081634, HY-100806, 4-oxo-1,4-dihydroquinoline-2-carboxylicacid, CS-0168103, EU-0100716, H0303, NS00014859, EN300-13998, C01717, K 3375, S12153, AE-641/00585057, F047165, F554963, Q642217, SR-01000075455-1, SR-01000075455-3, BRD-K85872723-001-15-9, Z94602408, 6F535706-B297-4930-A3FC-7A2823830118, InChI=1/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)
Theoretical properties:
molecular_formula: C10H7NO3
molecular_weight: 189.17 g/mol
exact_mass: 189.042593085 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 1
heavy_atom_count: 14
topological_polar_surface_area: 66.4 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
melting_point: 280 °C
solubility: >28.4 [ug/mL] (The mean of the results at pH 7.4)
Descriptions:
pubchem: Kynurenic acid is a quinolinemonocarboxylic acid that is quinoline-2-carboxylic acid substituted by a hydroxy group at C-4. It has a role as a nicotinic antagonist, a NMDA receptor antagonist, a neuroprotective agent, a G-protein-coupled receptor agonist, a Saccharomyces cerevisiae metabolite and a human metabolite. It is a quinolinemonocarboxylic acid and a monohydroxyquinoline. It is a conjugate acid of a kynurenate.
chebi: A quinolinemonocarboxylic acid that is quinoline-2-carboxylic acid substituted by a hydroxy group at C-4.
chembl: TRANSTORINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 1.0.
wikipedia: Kynurenic acid (KYNA or KYN) is a product of the normal metabolism of amino acid L-tryptophan. It has been shown that kynurenic acid possesses neuroactive activity. It acts as an antiexcitotoxic and anticonvulsant, most likely through acting as an antagonist at excitatory amino acid receptors. Because of this activity, it may influence important neurophysiological and neuropathological processes. As a result, kynurenic acid has been considered for use in therapy in certain neurobiological disorders. Conversely, increased levels of kynurenic acid have also been linked to certain pathological conditions.
Kynurenic acid was discovered in 1853 by the German chemist Justus von Liebig in dog urine, which it was apparently named after.