Compound: QUISQUALIC ACID
SMILES: O=c1on(C[C@H](N)C(=O)O)c([nH]1)=O
InChIKey: ASNFTDCKZKHJSW-REOHCLBHSA-N
Synonyms: QUISQUALIC ACID, 52809-07-1, DTXSID20896927, 8OC22C1B99, 1,2,4-Oxadiazolidine-2-propanoic acid, alpha-amino-3,5-dioxo-, (S)-, (2S)-2-azaniumyl-3-(3,5-dioxo-1,2,4-oxadiazolidin-2-yl)propanoate, RefChem:389258, DTXCID601326364, Quisqualate, L-Quisqualic acid, (+)-Quisqualic acid, Quisqualinic acid, (2S)-2-amino-3-(3,5-dioxo-1,2,4-oxadiazolidin-2-yl)propanoic acid, (S)-2-amino-3-(3,5-dioxo-1,2,4-oxadiazolidin-2-yl)propanoic acid, MFCD00069337, C5H7N3O5, CHEMBL168279, CHEMBL279956, 3-(3,5-Dioxo-1,2,4-oxadiazolidin-2-yl)-L-alanine, 2jbk, (S)-2-AMINO-3-(3,5-DIOXO-[1,2,4]OXADIAZOLIDIN-2-YL)-PROPIONIC ACID, 2or4, D-Quisqualic acid, [3H]quisqualate, QUS, UNII-8OC22C1B99, Quisqualate, L, L-quisqualic-acid, ASNFTDCKZKHJSW-REOHCLBHSA-N, Tocris-0188, 1mm6, 1mm7, 1p1o, Quisqualic acid, powder, AC1ODZB5, Lopac0_001039, QUISQUALIC ACID [MI], MLS001074741, SCHEMBL136819, CHEBI:8734, GTPL1370, GTPL1372, orb1713806, SCHEMBL13319908, BDBM17660, HMS2233G05, HMS3411A13, HMS3675A13, 52809-07-1 (L-isomer), Tox21_501039, BDBM50164445, EBC-02068, EX-A14189, HB0387, PDSP1_000814, PDSP2_000801, AKOS024456826, DB02999, LP01039, NCGC00024489-01, NCGC00024489-02, NCGC00024489-03, NCGC00024489-04, NCGC00024489-05, NCGC00024489-07, NCGC00261724-01, DA-67081, HY-12597, MS-23020, SMR000471890, CS-0012063, NS00068417, ST50825297, C08296, E72650, EN300-6498825, Q756551, SR-01000597681, SR-01000597681-1, BRD-K92404805-001-07-0, Z1255415656, L-Alanine, 3-(3-hydroxy-5-oxo-1,2,4-oxadiazol-2(5H)-yl)-, (S)-2-amino-3-(3,5-dioxo-1,2,4-oxadiazolidin-2-yl)propanoicacid, .BETA.-(3,5-DIOXO-1,2,4-OXODIAZOLIDIN-2-YL)-L-ALANINE, 2-amino-3-(3,5-dioxo[1,2,4]oxadiazolidin-2-yl)propionic acid, (2S)-2-amino-3-(3,5-dioxo(1,2,4-oxadiazolidin-2-yl))propanoic acid, 2-Amino-3-(3,5-dioxo-[1,2,4]oxadiazolidin-2-yl)-propionic acid(Quisqualic acid)
Theoretical properties:
molecular_formula: C5H7N3O5
molecular_weight: 189.13 g/mol
exact_mass: 189.03857033 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 3
hydrogen_bond_acceptor_count: 6
rotatable_bond_count: 3
heavy_atom_count: 13
topological_polar_surface_area: 122 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Quisqualic acid is a non-proteinogenic alpha-amino acid.
chembl: QUISQUALATE is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: 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.