I2765

Ibotenic acid

~95% (TLC), solid, neurotoxin

• Synonym(s): α-Amino-3-hydroxy-5-isoxazoleacetic acid
• Empirical Formula (Hill Notation): C₅H₆N₂O₄
• CAS Number: 2552-55-8
• Molecular Weight: 158.11
• UNSPSC Code: 12352209
• PubChem Substance ID: 24277994
• NACRES: NA.32
• MDL number: MFCD00069294
• Assay: ~95%
• Form: solid

Properties

• Product Name: Ibotenic acid, ~95%, solid
• assay: ~95%
• Quality Segment: 100
• form: solid
• color: white
• solubility: H₂O: 1 mg/mL, clear, colorless (with sonication), 0.1 M NaOH: 10.7 mg/mL, 0.1 M HCl: 4.7 mg/mL
• SMILES string: NC(C(O)=O)C1=CC(=O)NO1
• InChI: 1S/C5H6N2O4/c6-4(5(9)10)2-1-3(8)7-11-2/h1,4H,6H2,(H,7,8)(H,9,10)
• InChI key: IRJCBFDCFXCWGO-UHFFFAOYSA-N
• Gene Information: rat ... Grm1(24414), Grm2(24415)

Description

Application

Ibotenic acid has been used to perform surgery in adult male zebra finches (Taeniopygia guttata) to study reversing reinforcement-induced vocal changes.

Ibotenic acid has been used as a neurontoxin in rats. It has also been used in inducing a primary permanent lesion monkey cortex M1 neurons.

Biochem/physiol Actions

Non-selective agonist with preference for NMDA glutamate receptors; neurotoxin.

Non-selective agonist with preference for NMDA glutamate receptors; neurotoxin; neuroexcitatory amino acid originally isolated from Amanita species.

Ibotenic acid is an analog of glutamate. It is involved in the excitation of cell bodies and destroys the thalamic reticular nucleus (NRT). It induces high calcium influx leading to neuronal injury. Ibotenic acid is used to induce neurodegeneration due to its excitotoxic functionality.

Disclaimer

Hygroscopic

Safety Information

• pictograms: GHS06
• signalword: Danger
• hcodes: H301
• pcodes: P301 + P310 + P330
• Hazard Classifications: Acute Tox. 3 Oral
• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges