Skip to Content
Merck

Key Documents

View All Documentation

I2765

Ibotenic acid

~95% (TLC), solid, neurotoxin

Synonym(s):

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

Sign In to View Organizational & Contract Pricing.

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)

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

Still not finding the right product?

Explore all of our products under Ibotenic acid

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000532962
0000532962
0000496904
0000496913
0000496913

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

Related Content

Megan E Fox et al.
ACS chemical neuroscience, 7(12), 1681-1689 (2016-09-13)
Central norepinephrine signaling influences a wide range of behavioral and physiological processes, and the ventral bed nucleus of the stria terminalis (vBNST) receives some of the densest norepinephrine innervation in the brain. Previous work describes norepinephrine neurons as projecting primarily
Samuel A Neymotin et al.
Journal of neuroscience methods, 275, 1-9 (2016-10-18)
Correlated neuronal activity in the brain is hypothesized to contribute to information representation, and is important for gauging brain dynamics in health and disease. Due to high dimensional neural datasets, it is difficult to study temporal variations in correlation structure.
Ludivine Pidoux et al.
eLife, 7 (2018-07-26)
Speech is a complex sensorimotor skill, and vocal learning involves both the basal ganglia and the cerebellum. These subcortical structures interact indirectly through their respective loops with thalamo-cortical and brainstem networks, and directly via subcortical pathways, but the role of
View All Related Papers