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Details

Stereochemistry ACHIRAL
Molecular Formula C4H6N2O2
Molecular Weight 114.1026
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MUSCIMOL

SMILES

NCC1=CC(=O)NO1

InChI

InChIKey=ZJQHPWUVQPJPQT-UHFFFAOYSA-N
InChI=1S/C4H6N2O2/c5-2-3-1-4(7)6-8-3/h1H,2,5H2,(H,6,7)

HIDE SMILES / InChI
Muscimol is one of the principal psychoactive constituents of Amanita muscaria and related species of mushroom. Muscimol is a potent, selective agonist for the GABAAreceptors and displays sedative-hypnotic, depressant and hallucinogenic psychoactivity. The effects of the Amanita mushrooms begin 30–120 minutes after consumption and the effects last for 5–10 hours. Some of the desired effects include euphoria, dream-like (lucid) state of mind, out-of-body experiences, and synesthesia. Neutral effects include dizziness, clumsiness, the feeling of increased physical strength, loss of equilibrium, and a glassy-eyed stare. Calming effects may be felt, but completely opposite effects such as extreme energy bursts have been described. Negative effects include mild to moderate nausea, stomach discomfort, increased salivation, and muscle twitching or tremors. In large doses, strong dissociation or delirium may be felt.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
27.0 µM [EC50]
Target ID: P50572
Gene ID: NA
Gene Symbol: Gabrr1
Target Organism: Rattus norvegicus (Rat)
PubMed

PubMed

TitleDatePubMed
Changes of [3H]muscimol binding and GABA(A) receptor beta2-subunit mRNA level by tolerance to and withdrawal from pentobarbital in rats.
1999 Dec
Involvement of the nucleus accumbens and medial prefrontal cortex in the expression of conditioned hyperactivity to a cocaine-associated environment in rats.
2000 Dec
Relation between hippocampal gamma waves and behavioral disturbances induced by phencyclidine and methamphetamine.
2000 Jun 15
Activation of gamma-aminobutyric acid(A) receptors in the paraventricular nucleus of the hypothalamus reduces apomorphine-, N-methyl-D-aspartic acid- and oxytocin-induced penile erection and yawning in male rats.
2000 Mar 10
Presynaptic regulation of spinal cord tachykinin signaling via GABA(B) but not GABA(A) receptor activation.
2001
Alternative splicing of a Drosophila GABA receptor subunit gene identifies determinants of agonist potency.
2001
Unsulfated and sulfated neurosteroids differentially modulate the binding characteristics of various radioligands of GABA(A) receptors following chronic ethanol administration.
2001 Apr
Subthalamic infusion of an NMDA antagonist prevents basal ganglia metabolic changes and nigral degeneration in a rodent model of Parkinson's disease.
2001 Apr
Monomeric state and ligand binding of recombinant GABA transporter from Escherichia coli.
2001 Apr 13
Gaze-stabilizing deficits and latent nystagmus in monkeys with early-onset visual deprivation: role of the pretectal not.
2001 Aug
The effects of a GABA(A) agonist in the rostral ventral medulla on sleep and breathing in newborn piglets.
2001 Aug 1
GABA enhances transmission at an excitatory glutamatergic synapse.
2001 Aug 15
Prenatal AZT or 3TC and mouse development of locomotor activity and hot-plate responding upon administration of the GABA(A) receptor agonist muscimol.
2001 Feb
Neurons in the thalamic CM-Pf complex supply striatal neurons with information about behaviorally significant sensory events.
2001 Feb
Injected muscimol in pedunculopontine tegmental nucleus alters ethanol self-administration.
2001 Jan
Intermediate cerebellum and conditioned eyeblinks. Parallel involvement in eyeblinks and tonic eyelid closure.
2001 Jan
Cross-talk between excitatory and inhibitory amino acids in the regulation of growth hormone secretion in neonatal rats.
2001 Jan
Amygdalar efferents initiate auditory thalamic discriminative training-induced neuronal activity.
2001 Jan 1
Disinhibition in rat superior colliculus mediated by GABAc receptors.
2001 Jan 15
Entropy as the predominant driving force of binding to human recombinant alpha(x)beta(3)gamma(2) GABA(A) receptors.
2001 Jan 5
Neurotoxic effect of acamprosate, n-acetyl-homotaurine, in cultured neurons.
2001 Jan-Feb
Activation of GABA(A) receptors in subthalamic neurons in vitro: properties of native receptors and inhibition mechanisms.
2001 Jul
Developmental exposure of rats to a reconstituted PCB mixture or aroclor 1254: effects on long-term potentiation and [3H]MK-801 binding in occipital cortex and hippocampus.
2001 Jun
Chronic prenatal ethanol exposure increases GABA(A) receptor subunit protein expression in the adult guinea pig cerebral cortex.
2001 Jun 15
GABA(A) receptors in the ventral tegmental area control bidirectional reward signalling between dopaminergic and non-dopaminergic neural motivational systems.
2001 Mar
Evidence for direct involvement of beta-catenin in phorbol ester-induced neurite outgrowth in GT1-1 hypothalamic neurones.
2001 Mar
Dorsal horn administration of muscimol abolishes the muscle pressor reflex.
2001 Mar
Electrophysiological effects of GABA on cat pancreatic neurons.
2001 Mar
Hippocampal inactivation disrupts contextual retrieval of fear memory after extinction.
2001 Mar 1
The amygdala is essential for the development of neuronal plasticity in the medial geniculate nucleus during auditory fear conditioning in rats.
2001 Mar 15
Differential regulation of GABA(A) and GABA(B) receptors during vestibular compensation.
2001 Mar 5
Pharmacological evidence that alpha-ketoisovaleric acid induces convulsions through GABAergic and glutamatergic mechanisms in rats.
2001 Mar 9
Characterization of discriminative stimulus effects of the neuroactive steroid pregnanolone.
2001 May
Role of human GABA(A) receptor beta3 subunit in insecticide toxicity.
2001 May 1
Real-time multisite observation of glutamate release in rat hippocampal slices.
2001 May 18
Patents

Patents

Sample Use Guides

10–15 mg
Route of Administration: Oral
Name Type Language
MUSCIMOL
HSDB   MI  
Common Name English
3-HYDROXY-5-AMINOMETHYLISOXAZOLE
Systematic Name English
5-(AMINOMETHYL)-3(2H)-ISOXAZOLONE
Systematic Name English
MUSCIMOL [HSDB]
Common Name English
MUSCIMOL [MI]
Common Name English
NSC-333569
Code English
PANTHERINE
Common Name English
AGARIN
Common Name English
Code System Code Type Description
MESH
D009118
Created by admin on Fri Dec 15 15:14:13 GMT 2023 , Edited by admin on Fri Dec 15 15:14:13 GMT 2023
PRIMARY
PUBCHEM
4266
Created by admin on Fri Dec 15 15:14:13 GMT 2023 , Edited by admin on Fri Dec 15 15:14:13 GMT 2023
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HSDB
6036
Created by admin on Fri Dec 15 15:14:13 GMT 2023 , Edited by admin on Fri Dec 15 15:14:13 GMT 2023
PRIMARY
WIKIPEDIA
MUSCIMOL
Created by admin on Fri Dec 15 15:14:13 GMT 2023 , Edited by admin on Fri Dec 15 15:14:13 GMT 2023
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EPA CompTox
DTXSID5041069
Created by admin on Fri Dec 15 15:14:13 GMT 2023 , Edited by admin on Fri Dec 15 15:14:13 GMT 2023
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ECHA (EC/EINECS)
220-430-4
Created by admin on Fri Dec 15 15:14:13 GMT 2023 , Edited by admin on Fri Dec 15 15:14:13 GMT 2023
PRIMARY
MERCK INDEX
m7667
Created by admin on Fri Dec 15 15:14:13 GMT 2023 , Edited by admin on Fri Dec 15 15:14:13 GMT 2023
PRIMARY Merck Index
CHEBI
7035
Created by admin on Fri Dec 15 15:14:13 GMT 2023 , Edited by admin on Fri Dec 15 15:14:13 GMT 2023
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DRUG BANK
DB12458
Created by admin on Fri Dec 15 15:14:13 GMT 2023 , Edited by admin on Fri Dec 15 15:14:13 GMT 2023
PRIMARY
CAS
2763-96-4
Created by admin on Fri Dec 15 15:14:13 GMT 2023 , Edited by admin on Fri Dec 15 15:14:13 GMT 2023
PRIMARY
NSC
333569
Created by admin on Fri Dec 15 15:14:13 GMT 2023 , Edited by admin on Fri Dec 15 15:14:13 GMT 2023
PRIMARY
FDA UNII
D5M179TY2E
Created by admin on Fri Dec 15 15:14:13 GMT 2023 , Edited by admin on Fri Dec 15 15:14:13 GMT 2023
PRIMARY