Homoquinolinic acid

Homoquinolinic acid
Clinical data
Other names	Homoquinolinate
ATC code	None;
Identifiers
	IUPAC name 3-(Carboxymethyl)-2-pyridinecarboxylic acid;
CAS Number	490-75-5;
PubChem CID	3080554;
ChemSpider	2338312;
PDB ligand	QM1 (PDBe, RCSB PDB);
CompTox Dashboard (EPA)	DTXSID70197658 ;
ECHA InfoCard	100.164.902
Chemical and physical data
Formula	C8H7NO4
Molar mass	181.147 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES c1cc(c(nc1)C(=O)O)CC(=O)O;
	InChI InChI=1S/C8H7NO4/c10-6(11)4-5-2-1-3-9-7(5)8(12)13/h1-3H,4H2,(H,10,11)(H,12,13); Key:HQPMJFFEXJELOQ-UHFFFAOYSA-N;

Homoquinolinic acid (HQA) is a potent excitotoxin that is a conformationally restricted analogue of N-methyl-D-aspartate (NMDA) and a partial agonist of the main/glutamate site of the NMDA receptor, with some selectivity for NR2B subunit-containing receptors. It is approximately equipotent to NMDA and about five times more potent than quinolinic acid as an agonist of the NMDA receptor. HQA has also been found to label a novel yet uncharacterized binding site, which can be distinguished from the NMDA receptor with the use of 2-carboxy-3-carboxymethylquinoline (CCMQ), a selective ligand of the uncharacterized site.