Key Documents

View All Documentation

I2765

Ibotenic acid

Name: Ibotenic acid
Brand: SIGMA

~95% (TLC), solid, neurotoxin

Synonym(s):

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

Select a Size

Change View

About This Item

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

Quality level:

100

Technical Service

Need help? Our team of experienced scientists is here for you.

Let Us Assist

Product Name

Ibotenic acid, ~95%, solid

assay

~95%

Quality Level

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)

Looking for similar products? Visit Product Comparison Guide

Related Categories

Bioactive Small Molecules

Bioactive Small Molecule Agonists

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.

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

Disclaimer

Hygroscopic

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

Regulatory Information

高风险级别生物产品--毒素类产品

This item has

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Sensory substitution reveals a manipulation bias.

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

The anterior cingulate cortex is necessary for forming prosocial preferences from vicarious reinforcement in monkeys.

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

Exacerbation of the credit assignment problem in rats with lesions of the medial prefrontal cortex is revealed by Bayesian analysis of behavior in the pre-solution period of learning.

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

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)

Participation of the dorsal periaqueductal grey matter in the hypoxic ventilatory response in unanaesthetized rats.

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

View All Related Papers

Global Trade Item Number

SKU	GTIN
I2765-10MG	04061833007518
I2765-5MG	04061833848661
I2765-25MG	04061833007525
I2765-1MG	04061833848654

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service