Grundinformationen
- Standard-SMILES
N[C@@H](Cn1oc(=O)[nH]c1=O)C(=O)O- InChIKey
ASNFTDCKZKHJSW-REOHCLBHSA-N- Summenformel
- C5H7N3O5
- Durchschnittliche Molmasse
- 189,13 g/mol
- Monoisotopische Masse
- 189,03857032
Überblick
Quisqualic acid is a non-proteinogenic alpha-amino acid.
Namen und Bezeichner
- Bevorzugter Name
- Quisqualic Acid
- IUPAC
- (2S)-2-amino-3-(3,5-dioxo-1,2,4-oxadiazolidin-2-yl)propanoic acid
- Englischer Name
- Quisqualic acid
- Summenformel
- C5H7N3O5
- Molmasse
- 189.13
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
52809-07-1- PubChem CID
- 40539
- DTXSID
DTXSID20896927- ChEMBL
CHEMBL168279、CHEMBL279956- ChEBI
CHEBI:8734- UNII
- 8OC22C1B99
- EC Number
- 637-070-2
- Nikkaji
- J9.726H
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- -3,9
- Polarare Oberfläche (TPSA)
- 122 Ų
- H-Brücken-Donoren
- 3
- H-Brücken-Akzeptoren
- 6
- Frei drehbare Bindungen
- 3
- Schwere Atome
- 13
- Formalladung
- 0
- Komplexität
- 265
Experimentelle und physikochemische Eigenschaften
Physikochemische Eigenschaften
- Schmelzpunkt
- 185 · 185-187°C dec.
- Siedepunkt
- 324.36 °C · 324.36°C (rough estimate)
- Dichte
- 1.6649 · 1.6649 (rough estimate)
- Brechungsindex
- 1.619 · 1.6190 (estimate)
- storage temp.
- 2 · 2-8°C
- Löslichkeit
- 4 OH · NH4OH 1 M: 20 mg/mL, clear, colorless
- pka
- 2.12 · 2.12±0.10(Predicted)
- Aggregatzustand
- powder
- Farbe
- white to off-white
- Wasserlöslichkeit
- Soluble in ethanol, water. Insoluble in organic solvents.
- Merck
- 13 · 13,8177
- BRN
- 1078734 · 1078734
- Stabilität
- Stable. Incompatible with strong oxidizing agents.
- InChI
- 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-/s3
- InChIKey
- ASNFTDCKZKHJSW-NVFNTWQMNA-N
- SMILES
- N1(C[C@H](N)C(=O)O)OC(=O)NC1=O |&1:2,r|
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
Warning
H302+H312+H332 (41.2%): 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+P317, P302+P352, P304+P340, P317, P321, P330, P362+P364, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 68 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Sicherheitsdaten
- F
- 10
- wgk
- 3
- risk_code
- 20/21/22
- hazard_code
- Xn
- safety_code
- 26-36
- Speicherklasse
- 11 - Combustible Solids
Chemie und Industrie
Pharmakologische Informationen
Anwendungen
BeschreibungL-Quisqualic acid is a natural analog of glutamate that acts as an agonist at AMPA-selective and metabotropic glutamate receptors (EC50s = 170, 10, 40, and 29 nM at GluR-A, mGluR1, mGluR3, and mGluR5, respectively), as well as the ionotropic kainate receptor (GRIK4; Ki = 6.43 nM). L-Quisqualic acid is used to study receptor dynamics and as an excitotoxin to selectively destroy neurons in the brain or spinal cord.
VerwendenQuisqualic acid is used to differentiate between mGluR-1 and mGluR-4. L-Quisqualic acid is an activator of GluR.
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