|Jmol-3D images||Image 1|
|Molar mass||114.10 g mol−1|
184-185 °C, 457-458 K, 363-365 °F
|Solubility in water||very soluble|
|Solubility in ethanol||slightly soluble|
|Solubility in methanol||very soluble|
| (what is: / ?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Muscimol (agarin, pantherine) is the major psychoactive alkaloid present in many mushrooms of the Amanita genus. Muscimol is a potent, selective agonist for the GABAA receptors and displays sedative-hypnotic effects.
Muscimol is the psychoactive compound responsible for the effects of Amanita muscaria intoxication. Ibotenic acid, a neurotoxic secondary metabolite of Amanita muscaria, serves as a prodrug to muscimol when the mushroom is ingested or dried, converting to muscimol via decarboxylation.
Muscimol is produced naturally in the mushrooms Amanita muscaria and Amanita pantherina, along with muscarine, muscazone, and ibotenic acid. A. muscaria and A. pantherina should be eaten with caution and prepared properly to lessen effects of nausea; no official deaths from poisoning have been recorded from A. muscaria and A. pantherina. 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.
Muscimol is a potent GABAA agonist, activating the receptor for the brain's major inhibitory neurotransmitter, GABA. Muscimol actually binds to the same site on the GABAA receptor complex as GABA itself, as opposed to other GABAergic drugs such as barbiturates and benzodiazepines which bind to separate regulatory sites. GABAA receptors are widely distributed in the brain, and so when muscimol is administered, it alters neuronal activity in multiple regions including the cerebral cortex, hippocampus, and cerebellum.
While muscimol is conventionally thought of as a selective GABAA agonist, it is also a partial agonist at the GABAA-rho receptor, and so its range of effects results from a combined action at both targets.
During a test involving rabbits connected to an EEG, muscimol showed a distinctly synchronized EEG tracing. This is substantially different from serotonergic psychedelics, as brainwave patterns will generally show a desynchronization. In higher doses (2 mg/kg), the EEG will show characteristic spikes.
If consumed, muscimol will pass through the human body, and be excreted unchanged in the subject's urine.
The psychoactive dose of muscimol is around 10–15 mg for a normal person. A Guide to British Psilocybin Mushrooms by Richard Cooper published in 1977 recommends a smaller dose, 8.5 mg, and suggests that it is possible for this amount to be present in as little as 1 g of dried A. muscaria. A correct dose may be difficult to determine because potency varies dramatically from one mushroom to the next.
Many of muscimol's effects are consistent with its pharmacology as a GABAA receptor agonist, presenting many depressant or sedative-hypnotic effects. Atypical of the effect profile of sedative drugs generally however, muscimol, like Z-drugs, can cause dissociative hallucinations. Jonathan Ott describes the effects of Amanita pantherina below:
|“||About 90 minutes after ingestion ... I noticed that I was experiencing changes in visual perception. These effects became stronger over the next hour or some, and were characterized by sensing an 'alive quality' in inanimate objects, wavy motion in the visual field like a Van Gogh canvas ... and mild distortion of size, distance and depth perception. Auditory hallucination were also prominent -- especially the effect, called 'anahata sounds' of yoga, of hearing fine high-pitched sounds like bells and violin strings.||”|
- Psychedelic drug
- Psychoactive drug
- Amanita muscaria
- Amanita pantherina
- Ibotenic acid
- List of entheogens
- The Merck Index, 12th Edition
- Chilton, WS; Ott, J (1976). "Toxic metabolites of Amanita pantherina, A. Cothurnata, A. Muscaria and other Amanita species". Lloydia 39 (2–3): 150–7. PMID 985999.
- Michelot, D; Melendez-Howell, LM (2003). "Amanita muscaria: chemistry, biology, toxicology, and ethnomycology". Mycological Research 107 (Pt 2): 131–46. doi:10.1017/S0953756203007305. PMID 12747324.
- Tupalska-Wilczyńska, K; Ignatowicz, R; Poziemski, A; Wójcik, H; Wilczyński, G (1996). "Poisoning with spotted and red mushrooms--pathogenesis, symptoms, treatment". Wiadomości Lekarskie (in Polish) 49 (1–6): 66–71. PMID 9173659.
- Chilton, WS (1978). "Chemistry and Mode of Action of Mushroom Toxins". In Rumack, BH; Salzman, E. Mushroom Poisoning: Diagnosis and Treatment. Palm Beach: CRC Press. pp. 87–124. ISBN 9780849351853.
- Frølund, B; Ebert, B; Kristiansen, U; Liljefors, T; Krogsgaard-Larsen, P (2002). "GABA-A receptor ligands and their therapeutic potentials". Current Topics in Medicinal Chemistry 2 (8): 817–32. doi:10.2174/1568026023393525. PMID 12171573.
- Woodward, RM; Polenzani, L; Miledi, R (1993). "Characterization of bicuculline/baclofen-insensitive (rho-like) gamma-aminobutyric acid receptors expressed in Xenopus oocytes. II. Pharmacology of gamma-aminobutyric acidA and gamma-aminobutyric acidB receptor agonists and antagonists". Molecular Pharmacology 43 (4): 609–25. PMID 8386310.
- Tamminga, CA; Neophytides, A; Chase, TN; Frohman, LA (1978). "Stimulation of prolactin and growth hormone secretion by muscimol, a gamma-aminobutyric acid agonist". The Journal of Clinical Endocrinology and Metabolism 47 (6): 1348–51. doi:10.1210/jcem-47-6-1348. PMID 162520.
- Erowid Psychoactive Amanitas Vault : Dosage
- Erowid Psychoactive Amanitas Vault : Chemistry
- Jonathan Ott (Jun 11, 2000). "Studies of Amanita: experience with Amanita muscaria (ID 366)". Erowid.org.
- Ito Y, Segawa K, Fukuda H (1995). "Functional diversity of GABAA receptor ligand-gated chloride channels in rat synaptoneurosomes". Synapse 19 (3): 188–96. doi:10.1002/syn.890190306. PMID 7784959.
- Rätsch, Christian. (1998). The Encyclopedia of Psychoactive Plants. Rochester, VT: Park Street Press.
- Beaumont K, Chilton W. S., Yamamura H. I., Enna S. J. (1978). "Muscimol binding in rat brain: association with synaptic GABA receptors". Brain Res. 148 (1): 153–62. doi:10.1016/0006-8993(78)90385-2. PMID 207386.
- S. R. Snodgrass (1978). "Use of 3H-muscimol for GABA receptor studies". Nature 273 (1): 392–394. doi:10.1038/273392a0.
- G. A. R. Johnston, D. R. Curtis, W. C. de Groat and A. W. Duggan (1968). "Central actions of ibotenic acid and muscimol". Biochemical Pharmacology 17 (12): 2488–2489. doi:10.1016/0006-2952(68)90141-X. PMID 5752907.
- Tamminga CA, Neophytides A, Chase TN, Frohman LA (December 1978). "Stimulation of prolactin and growth hormone secretion by muscimol, a gamma-aminobutyric acid agonist". J. Clin. Endocrinol. Metab. 47 (6): 1348–51. doi:10.1210/jcem-47-6-1348. PMID 162520.