Quisqualic acid
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Quisqualic acid
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CAS No:
52809-07-1
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Formula:
C5H7N3O5
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Chemical Name:
Quisqualic acid
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Synonyms:
1,2,4-Oxadiazolidine-2-propanoic acid,α-amino-3,5-dioxo-,(αS)-;Quisqualic acid;1,2,4-Oxadiazolidine-2-propanoic acid,α-amino-3,5-dioxo-,(S)-;(αS)-α-Amino-3,5-dioxo-1,2,4-oxadiazolidine-2-propanoic acid;L-Quisqualic acid;S-Quisqualic acid;Quisqualinic acid;(2S)-2-Amino-3-(3-hydroxy-5-oxo-2,5-dihydro-1,2,4-oxadiazol-2-yl)propanoic acid;(2S)-2-Amino-3-(3,5-dioxo-1,2,4-oxadiazolidin-2-yl)propanoic acid;(2S)-2-Amino-3-(5-hydroxy-3-oxo-2,3-dihydro-1,2,4-oxadiazol-2-yl)propanoic acid;51821-59-1;52284-24-9
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CAS No:
Description
Off-White Solid
Quisqualic acid is a non-proteinogenic alpha-amino acid.|Quisqualic acid is an agonist at two subsets of excitatory amino acid receptors, ionotropic receptors that directly control membrane channels and metabotropic receptors that indirectly mediate calcium mobilization from intracellular stores. The compound is obtained from the seeds and fruit of Quisqualis chinensis.|An agonist at two subsets of excitatory amino acid receptors, ionotropic receptors that directly control membrane channels and metabotropic receptors that indirectly mediate calcium mobilization from intracellular stores. The compound is obtained from the seeds and fruit of Quisqualis chinensis.
Characteristics
122
-1.85
white to off-white
2.0±0.1 g/cm3
199-202 °C @ Solvent: Ethanol
405.9±55.0 °C at 760 mmHg
199.3±31.5 °C
1.726
soluble in ethanol, water. Insoluble in organic solvents.NH4OH 1 M: 20 mg/mL, clear, colorless
2-8°C
D20 +17.0° (c = 2.0 in 6M HCl)
Safety Information
NONH for all modes of transport
3
20/21/22
26-36
Xn
Stable. Incompatible with strong oxidizing agents.
P280
H302-H312-H332
|Warning|H302+H312+H332 (79.59%): Harmful if swallowed, in contact with skin or if inhaled [Warning Acute toxicity, oral; acute toxicity, dermal; acute toxicity, inhalation]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P312, P322, P330, P363, and P501|Aggregated GHS information provided by 196 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Drug Information
Drugs that bind to and activate excitatory amino acid receptors. (See all compounds classified as Excitatory Amino Acid Agonists.)
Quisqualate
Quisqualic acid Use and Manufacturing
An amino acid that is able to function as an agonist at multiple excitatory amino acidreceptor substrates in the central nervous system.It also has high affinity for the kainate, AMPA and the metabotropic receptors.Inhibits the Ca2+/Cl-dependent glutamicacid uptake system in brain synaptic plasma membrane preparations.
Computed Properties
Molecular Weight:189.13
XLogP3:-3.9
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:3
Exact Mass:189.03857033
Monoisotopic Mass:189.03857033
Topological Polar Surface Area:122
Heavy Atom Count:13
Complexity:265
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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