Quisqualic acid

Quisqualic acid
Names
	IUPAC name 3-(3,5-Dioxo-1,2,4-oxadiazolidin-2-yl)-L-alanine
	Systematic IUPAC name (2S)-2-Amino-3-(3,5-dioxo-1,2,4-oxadiazolidin-2-yl)propanoic acid
Identifiers
CAS Number	52809-07-1 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL279956 ;
ChemSpider	37038 ;
DrugBank	DB02999 ;
ECHA InfoCard	100.164.809
EC Number	637-070-2;
IUPHAR/BPS	1372; 1370;
KEGG	C08296 ;
MeSH	Quisqualic+Acid
PubChem CID	40539;
UNII	8OC22C1B99 ;
CompTox Dashboard (EPA)	DTXSID20896927 ;
	InChI InChI=1S/C5H7N3O5/c6-2(3(9)10)1-8-4(11)7-5(12)13-8/h2H,1,6H2,(H,9,10)(H,7,11,12)/t2-/m0/s1 Key: ASNFTDCKZKHJSW-REOHCLBHSA-N ; InChI=1/C5H7N3O5/c6-2(3(9)10)1-8-4(11)7-5(12)13-8/h2H,1,6H2,(H,9,10)(H,7,11,12)/t2-/m0/s1 Key: ASNFTDCKZKHJSW-REOHCLBHBE;
	SMILES O=C1NC(=O)ON1C[C@H](N)C(=O)O;
Properties
Chemical formula	C5H7N3O5
Molar mass	189.126 g/mol
Melting point	187 to 188 °C (369 to 370 °F; 460 to 461 K) decomposes
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H302, H312, H332
Precautionary statements	P261, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P317, P321, P330, P362+P364, P501
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Quisqualic acid is an agonist of the AMPA, kainate, and group I metabotropic glutamate receptors. It is one of the most potent AMPA receptor agonists known. It causes excitotoxicity and is used in neuroscience to selectively destroy neurons in the brain or spinal cord. Quisqualic acid occurs naturally in the seeds of Quisqualis species.

Research conducted by the USDA Agricultural Research Service, has demonstrated quisqualic acid is also present within the flower petals of zonal geranium (Pelargonium x hortorum) and is responsible for causing rigid paralysis of the Japanese beetle. Quisqualic acid is thought to mimic L-glutamic acid, which is a neurotransmitter in the insect neuromuscular junction and mammalian central nervous system.

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