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I2765 Sigma-Aldrich

Ibotenic acid

~95%, solid

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

  • CAS Number 2552-55-8

  • Empirical Formula (Hill Notation) C5H6N2O4

  • Molecular Weight 158.11

  •  MDL number MFCD00069294

  •  PubChem Substance ID 24277994

  •  NACRES NA.32

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Properties

Related Categories Cell Biology, Cell Signaling and Neuroscience, Excitatory Amino Acids, Ion Channels, Ionotropic Glutamate Receptor Modulators,
Quality Level   100
assay   ~95%
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)

Description

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.

Packaging

1, 5, 10, 25 mg in glass bottle

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; neuroexcitatory amino acid originally isolated from Amanita species.

Caution

Hygroscopic

Safety & Documentation

Safety Information

Symbol 
GHS06  GHS06
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 3462 6.1 / PGIII
WGK Germany 
WGK 3
RTECS 
NY2100000
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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