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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

Molecular Formula C4H6N2O2
Molecular Weight 114.1026
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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
GABA(A) agents injected into the ventral pallidum differentially affect dopaminergic pivoting and cholinergic circling elicited from the shell of the nucleus accumbens.
2001
GABA promotes survival but not proliferation of parvalbumin-immunoreactive interneurons in rodent neostriatum: an in vivo study with stereology.
2001
Alternative splicing of a Drosophila GABA receptor subunit gene identifies determinants of agonist potency.
2001
Attenuation of malonate toxicity in primary mesencephalic cultures using the GABA transport blocker, NO-711.
2001 Apr 1
Gaze-stabilizing deficits and latent nystagmus in monkeys with early-onset visual deprivation: role of the pretectal not.
2001 Aug
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
Antiparkinsonian and behavioral effects of inactivation of the substantia nigra pars reticulata in hemiparkinsonian primates.
2001 Feb
Injected muscimol in pedunculopontine tegmental nucleus alters ethanol self-administration.
2001 Jan
Role of the central nervous system in the development of hypertension produced by chronic nitric oxide blockade in rats.
2001 Jan
Amygdalar efferents initiate auditory thalamic discriminative training-induced neuronal activity.
2001 Jan 1
Virol A, a toxic trans-polyacetylenic alcohol of Cicuta virosa, selectively inhibits the GABA-induced Cl(-) current in acutely dissociated rat hippocampal CA1 neurons.
2001 Jan 19
Entropy as the predominant driving force of binding to human recombinant alpha(x)beta(3)gamma(2) GABA(A) receptors.
2001 Jan 5
Honokiol and magnolol selectively interact with GABAA receptor subtypes in vitro.
2001 Jul
Nitric oxide inhibits GABA-evoked current in dorsal root ganglion neuron via PKG-dependent pathway.
2001 Jun
Synchronized neural activity in the Drosophila memory centers and its modulation by amnesiac.
2001 Jun
Descending pathways mediating cardiovascular response from dorsomedial hypothalamic nucleus.
2001 Jun
A GABA-neuropeptide Y (NPY) interplay in LH release.
2001 Mar
Hippocampal inactivation disrupts contextual retrieval of fear memory after extinction.
2001 Mar 1
Differential regulation of GABA(A) and GABA(B) receptors during vestibular compensation.
2001 Mar 5
Fear and feeding in the nucleus accumbens shell: rostrocaudal segregation of GABA-elicited defensive behavior versus eating behavior.
2001 May 1
Detection and binding properties of GABA(A) receptor assembly intermediates.
2001 May 11
Pharmacodynamic and receptor binding changes during chronic lorazepam administration.
2001 May-Jun
Patents

Patents

Sample Use Guides

10–15 mg
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:14:13 GMT 2023
Edited
by admin
on Fri Dec 15 15:14:13 GMT 2023
Record UNII
D5M179TY2E
Record Status Validated (UNII)
Record Version
  • Download
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
PRIMARY
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
PRIMARY
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
PRIMARY
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
PRIMARY
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
Related Record Type Details
SALT/SOLVATE -> PARENT
TARGET -> INHIBITOR
Binding assay
IC50
SALT/SOLVATE -> PARENT