Muscimol

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Muscimol
Chemical name 5-(Aminomethyl)-3(2H)-isoxazolone
Chemical formula C4H6N2O2
Molecular mass 114.10 g/mol
Melting Point 184-185°C
Solubility Very soluble in water or methanol,

slightly soluble in 100% ethanol

CAS number 18174-72-6
SMILES NCc1cc(O)no1
chemical structure of muscimol

Muscimol (agarin, pantherine) is the major psychoactive alkaloid present in many mushrooms of the Amanita genus. Unlike psilocybin, a tryptamine, muscimol is a potent, selective agonist for one of the brain's primary neurotransmitters (GABAA).

Contents

[edit] Chemistry

Muscimol is the product of the decarboxylation or drying of ibotenic acid.

[edit] Biology

Muscimol is produced naturally in the mushrooms Amanita muscaria, Amanita pantherina, and Amanita gemmata, along with muscarine, muscazone, and ibotenic acid. It is thought that, in A. muscaria, the layer just below the skin of the cap contains the highest amount of muscimol, and is therefore the most psychoactive portion.

[edit] Pharmacology

Muscimol is a potent GABAA agonist, which is a receptor for the brain's major inhibitory neurotransmitter, GABA. The primary use for muscimol has become lab research, as the chemical essentially "turns off" part of the brain. When muscimol is administered, it has been shown active in the cerebral cortex, hippocampus, and cerebellum.

During a test involving rabbits connected to an EEG, muscimol showed a distinctly synchronized EEG tracing. This is substantially different from other indolic psychedelics, as brainwave patterns will generally show a desynchronization. In higher doses (2mg/kg), the EEG will show characteristic spikes.

When used in vivo, muscimol will pass through the human body, and be excreted in the subject's urine.

The psychoactive dose of muscimol is 15-20mg.

[edit] Toxicity

LD50 mice: 3.8 mg/kg s.c, 2.5 mg/kg i.p.

LD50 rats: 4.5 mg/kg i.v, 45 mg/kg orally

[edit] Effects

The effects of muscimol are substantially different from psilocybin, as the chemicals target separate parts of the brain. Muscimol has been shown to lack "structured" hallucinations in most cases, and the effects are frequently compared to a lucid dream state.

Synesthesia and increased salivation are also common.

[edit] See also

[edit] External links

[edit] References

  • Merck Index, 12th Edition
  • Ito Y, Segawa K, Fukuda H. 1995 "Functional diversity of GABAA receptor ligand-gated chloride channels in rat synaptoneurosomes" Synapse 19(3):188-96.
  • Rätsch, Christian. (1998). The Encyclopedia of Psychoactive Plants. Rochester, VT: Park Street Press.