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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:
2552-55-8
Poids moléculaire :
158.11
Numéro MDL:
MFCD00069294
Code UNSPSC :
12352209
ID de substance PubChem :
24277994
Nomenclature NACRES :
NA.32

product name

Ibotenic acid, ~95%, solid

Pureté

~95%

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

rat ... Grm1(24414) , Grm2(24415)

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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; neuroexcitatory amino acid originally isolated from Amanita species.

Attention

Hygroscopic

Pictogrammes

Skull and crossbones
GHS06

Mention d'avertissement

Danger

Mentions de danger

H301

Conseils de prudence

P301 + P310 + P330

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

Certificats d'analyse (COA)

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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
Jiachao Wang et al.
Behavioural brain research, 372, 112037-112037 (2019-06-17)
Our internal models of the world help us to process information rapidly: in general model-based learning is more rapid than model-free learning. However, the cognitive flexibility required to overcome cognitive predispositions can let us down: it is not fully developed
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
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)
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
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