CHEBI:63965 - 7-chlorokynurenic acid

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ChEBI Name 7-chlorokynurenic acid
ChEBI ID CHEBI:63965
Definition A quinolinemonocarboxylic acid that is quinaldic acid which is substituted by a hydroxy group at position 4 and by a chlorine at position 7. It is a potent NMDA glutamate receptor antagonist which antagonizes the strychnine-insensitive glycine site of the NMDA receptor. It also prevents neurodegeneration produced by quinolinic acid.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C10H6ClNO3
Net Charge 0
Average Mass 223.61300
Monoisotopic Mass 223.00362
InChI InChI=1S/C10H6ClNO3/c11-5-1-2-6-7(3-5)12-8(10(14)15)4-9(6)13/h1-4H,(H,12,13)(H,14,15)
InChIKey UAWVRVFHMOSAPU-UHFFFAOYSA-N
SMILES OC(=O)c1cc(O)c2ccc(Cl)cc2n1
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): NMDA receptor antagonist
Any substance that inhibits the action of N-methyl-D-aspartate (NMDA) receptors. They tend to induce a state known as dissociative anesthesia, marked by catalepsy, amnesia, and analgesia, while side effects can include hallucinations, nightmares, and confusion. Due to their psychotomimetic effects, many NMDA receptor antagonists are used as recreational drugs.
Application(s): neuroprotective agent
Any compound that can be used for the treatment of neurodegenerative disorders.
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ChEBI Ontology
Outgoing 7-chlorokynurenic acid (CHEBI:63965) has role neuroprotective agent (CHEBI:63726)
7-chlorokynurenic acid (CHEBI:63965) has role NMDA receptor antagonist (CHEBI:60643)
7-chlorokynurenic acid (CHEBI:63965) is a organochlorine compound (CHEBI:36683)
7-chlorokynurenic acid (CHEBI:63965) is a quinolinemonocarboxylic acid (CHEBI:26512)
IUPAC Name
7-chloro-4-hydroxyquinoline-2-carboxylic acid
Synonyms Sources
7-chloro-4-hydroxy-2-carboxyquinoline ChEBI
7-CKA ChEBI
7-Cl-KYNA ChEBI
Manual Xref Database
LSM-24944 LINCS
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Registry Numbers Types Sources
18000-24-3 CAS Registry Number ChemIDplus
185645 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
11224142 PubMed citation Europe PMC
Last Modified
25 February 2016