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I2765

Sigma-Aldrich

Ibotenic acid

~95% (TLC), solid, neurotoxin

Synonyme(s) :

α-Amino-3-hydroxy-5-isoxazoleacetic acid

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About This Item

Formule empirique (notation de Hill):
C5H6N2O4
Numéro CAS:
Poids moléculaire :
158.11
Numéro MDL:
Code UNSPSC :
12352209
ID de substance PubChem :
Nomenclature NACRES :
NA.32

Nom du produit

Ibotenic acid, ~95%, solid

Essai

~95%

Niveau de qualité

Forme

solid

Couleur

white

Solubilité

H2O: 1 mg/mL, clear, colorless (with sonication)
0.1 M NaOH: 10.7 mg/mL
0.1 M HCl: 4.7 mg/mL

Chaîne SMILES 

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)

Clé InChI

IRJCBFDCFXCWGO-UHFFFAOYSA-N

Informations sur le gène

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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.

Actions biochimiques/physiologiques

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

Attention

Hygroscopic

Pictogrammes

Skull and crossbones

Mention d'avertissement

Danger

Mentions de danger

Conseils de prudence

Classification des risques

Acute Tox. 3 Oral

Code de la classe de stockage

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges


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Consulter la Bibliothèque de documents

Anja T Zai et al.
Nature communications, 11(1), 5940-5940 (2020-11-25)
Sensory substitution is a promising therapeutic approach for replacing a missing or diseased sensory organ by translating inaccessible information into another sensory modality. However, many substitution systems are not well accepted by subjects. To explore the effect of sensory substitution
Benjamin M Basile et al.
PLoS biology, 18(6), e3000677-e3000677 (2020-06-13)
A key feature of most social relationships is that we like seeing good things happen to others. Research has implicated the anterior cingulate cortex (ACC) in attaching value to social outcomes. For example, single neurons in macaque ACC selectively code
L T Lopes et al.
Acta physiologica (Oxford, England), 211(3), 528-537 (2014-03-13)
Although periaqueductal grey matter activation is known to elicit respiratory and cardiovascular responses, the role of this midbrain area in the compensatory responses to hypoxia is still unknown. To test the participation of the periaqueductal grey matter in cardiorespiratory and
Intrahippocampal administration of ibotenic acid induced cholinergic dysfunction via NR2A/NR2B expression: Implications of resveratrol against Alzheimer disease pathophysiology
Karthick C, et al.
Frontiers in Molecular Neuroscience, 9, 28-28 (2016)
Loïc J Chareyron et al.
Brain structure & function, 222(9), 3899-3914 (2017-05-11)
Hippocampal damage in adult humans impairs episodic and semantic memory, whereas hippocampal damage early in life impairs episodic memory but leaves semantic learning relatively preserved. We have previously shown a similar behavioral dissociation in nonhuman primates. Hippocampal lesion in adult

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