Quisqualic acid

Quisqualic acid

Names
IUPAC name (2S)-2-amino-3-(3,5-dioxo-1,2,4-oxadiazolidin-2-yl)propanoic acid
Identifiers
CAS Number	52809-07-1 N
3D model (Jmol)	Interactive image
ChemSpider	37038 Y
DrugBank	DB02999 Y
ECHA InfoCard	100.164.809
IUPHAR/BPS	1372 1370
KEGG	C08296 Y
MeSH	Quisqualic+Acid
PubChem CID	40539
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 Y Key: ASNFTDCKZKHJSW-REOHCLBHSA-N Y 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
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N  (what is YN ?)
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.