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I2765

Ibotenic acid

~95% (TLC), solid, neurotoxin

Synonym(s):

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

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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
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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

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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

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Certificates of Analysis (COA)

Lot/Batch Number
0000532962
0000532962
0000496904
0000496913
0000496904

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