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
• MDL number: MFCD00069294
• UNSPSC Code: 12352209
• PubChem Substance ID: 24277994
• NACRES: NA.32

Properties

• product name: Ibotenic acid, ~95%, solid
• Assay: ~95%
• 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 as a neurontoxin in rats. It has also been used in inducing a primary permanent lesion monkey cortex M1 neurons.

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

Biochem/physiol Actions

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.

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

Caution

Hygroscopic

Safety Information

• Pictograms: GHS06
• Signal Word: Danger
• Hazard Statements: H301
• Precautionary Statements: P301 + P310 + P330
• Hazard Classifications: Acute Tox. 3 Oral
• Storage Class Code: 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
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves