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
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)
| 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
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL1907607 |
27.0 µM [EC50] | ||
Target ID: P50572 Gene ID: NA Gene Symbol: Gabrr1 Target Organism: Rattus norvegicus (Rat) Sources: https://www.ncbi.nlm.nih.gov/pubmed/8386310 |
PubMed
| Title | Date | PubMed |
|---|---|---|
| alpha4beta3delta GABA(A) receptors characterized by fluorescence resonance energy transfer-derived measurements of membrane potential. | 2001-10-19 |
|
| The testosterone metabolite and neurosteroid 3alpha-androstanediol may mediate the effects of testosterone on conditioned place preference. | 2001-10 |
|
| Increase of waking and reduction of NREM and REM sleep after nitric oxide synthase inhibition: prevention with GABA(A) or adenosine A(1) receptor agonists. | 2001-08-27 |
|
| Contribution of the Na-K-Cl cotransporter on GABA(A) receptor-mediated presynaptic depolarization in excitatory nerve terminals. | 2001-08-15 |
|
| GABA enhances transmission at an excitatory glutamatergic synapse. | 2001-08-15 |
|
| Medullary A1 noradrenergic neurones may mediate oxytocin release after noxious stimuli. | 2001-08-08 |
|
| The effects of a GABA(A) agonist in the rostral ventral medulla on sleep and breathing in newborn piglets. | 2001-08-01 |
|
| Behavioral properties of the trigeminal somatosensory system in rats performing whisker-dependent tactile discriminations. | 2001-08-01 |
|
| Gaze-stabilizing deficits and latent nystagmus in monkeys with early-onset visual deprivation: role of the pretectal not. | 2001-08 |
|
| Bilateral integration of whisker information in the primary somatosensory cortex of rats. | 2001-07-15 |
|
| Activation of GABA(A) receptors in the accessory olfactory bulb does not prevent the formation of an olfactory memory in mice. | 2001-07 |
|
| Involvement of GABAergic systems in manifestation of pharmacological activity of desipramine. | 2001-07 |
|
| The ventral hippocampus and fear conditioning in rats. Different anterograde amnesias of fear after tetrodotoxin inactivation and infusion of the GABA(A) agonist muscimol. | 2001-07 |
|
| Activation of GABA(A) receptors in subthalamic neurons in vitro: properties of native receptors and inhibition mechanisms. | 2001-07 |
|
| Honokiol and magnolol selectively interact with GABAA receptor subtypes in vitro. | 2001-07 |
|
| Sleep is differently modulated by basal forebrain GABA(A) and GABA(B) receptors. | 2001-07 |
|
| GABA(A) but not GABA(B) receptor stimulation induces antianxiety profile in rats. | 2001-06-23 |
|
| Pharmacodynamic and receptor binding changes during chronic lorazepam administration. | 2001-06-23 |
|
| Chronic prenatal ethanol exposure increases GABA(A) receptor subunit protein expression in the adult guinea pig cerebral cortex. | 2001-06-15 |
|
| The role of cortical activity in experience-dependent potentiation and depression of sensory responses in rat barrel cortex. | 2001-06-01 |
|
| Nitric oxide inhibits GABA-evoked current in dorsal root ganglion neuron via PKG-dependent pathway. | 2001-06 |
|
| Regulation of sympathetic tone and arterial pressure by the rostral ventrolateral medulla after depletion of C1 cells in rats. | 2001-06 |
|
| Synchronized neural activity in the Drosophila memory centers and its modulation by amnesiac. | 2001-06 |
|
| Role of mammalian auditory cortex in the perception of elementary sound properties. | 2001-06 |
|
| Estradiol enhances excitatory gamma-aminobutyric [corrected] acid-mediated calcium signaling in neonatal hypothalamic neurons. | 2001-06 |
|
| Descending pathways mediating cardiovascular response from dorsomedial hypothalamic nucleus. | 2001-06 |
|
| 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. | 2001-06 |
|
| Role of the medial medullary reticular formation in relaying vestibular signals to the diaphragm and abdominal muscles. | 2001-05-25 |
|
| Real-time multisite observation of glutamate release in rat hippocampal slices. | 2001-05-18 |
|
| Loss of the major GABA(A) receptor subtype in the brain is not lethal in mice. | 2001-05-15 |
|
| Significance of GABAergic systems in the action of improgan, a non-opioid analgesic. | 2001-05-04 |
|
| Role of human GABA(A) receptor beta3 subunit in insecticide toxicity. | 2001-05-01 |
|
| Fear and feeding in the nucleus accumbens shell: rostrocaudal segregation of GABA-elicited defensive behavior versus eating behavior. | 2001-05-01 |
|
| [Role of central histamine in amygdaloid kindled seizures]. | 2001-05 |
|
| Changes of [3H]MK-801, [3H]muscimol and [3H]flunitrazepam binding in rat brain by the prolonged ventricular infusion of ginsenoside Rc and Rg1. | 2001-05 |
|
| Lack of effect of mossy fiber-released zinc on granule cell GABA(A) receptors in the pilocarpine model of epilepsy. | 2001-05 |
|
| Regulation of uterine gamma-aminobutyric acid(A) receptor subunit expression throughout pregnancy. | 2001-05 |
|
| Monomeric state and ligand binding of recombinant GABA transporter from Escherichia coli. | 2001-04-13 |
|
| Unsulfated and sulfated neurosteroids differentially modulate the binding characteristics of various radioligands of GABA(A) receptors following chronic ethanol administration. | 2001-04 |
|
| Subthalamic infusion of an NMDA antagonist prevents basal ganglia metabolic changes and nigral degeneration in a rodent model of Parkinson's disease. | 2001-04 |
|
| Neurons in amygdala mediate ear pinna vasoconstriction elicited by unconditioned salient stimuli in conscious rabbits. | 2001-03-23 |
|
| Involvement of central GABAergic neurons in basal and diurnal changes of tuberoinfundibular dopaminergic neuronal activity and prolactin secretion. | 2001-03-16 |
|
| GABA inhibition of immortalized gonadotropin-releasing hormone neuronal excitability involves GABA(A) receptors negatively coupled to cyclic adenosine monophosphate formation. | 2001-03 |
|
| Inactivation of macaque lateral intraparietal area delays initiation of the second saccade predominantly from contralesional eye positions in a double-saccade task. | 2001-03 |
|
| 5-Aminolevulinic acid inhibits [3H]muscimol binding to human and rat brain synaptic membranes. | 2001-02 |
|
| The gamma(2)-MSH peptide mediates a central analgesic effect via a GABA-ergic mechanism that is independent from activation of melanocortin receptors. | 2001-02 |
|
| Inhibition of the substantia nigra suppresses absences and clonic seizures in audiogenic rats, but not tonic seizures: evidence for seizure specificity of the nigral control. | 2001 |
|
| Gamma-aminobutyric acid agonists for neuroleptic-induced tardive dyskinesia. | 2001 |
|
| 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 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 17:51:14 GMT 2025
by
admin
on
Mon Mar 31 17:51:14 GMT 2025
|
| Record UNII |
D5M179TY2E
|
| Record Status |
Validated (UNII)
|
| Record Version |
|
-
Download
| Name | Type | Language | ||
|---|---|---|---|---|
|
Preferred Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English |
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
|
D009118
Created by
admin on Mon Mar 31 17:51:14 GMT 2025 , Edited by admin on Mon Mar 31 17:51:14 GMT 2025
|
PRIMARY | |||
|
4266
Created by
admin on Mon Mar 31 17:51:14 GMT 2025 , Edited by admin on Mon Mar 31 17:51:14 GMT 2025
|
PRIMARY | |||
|
6036
Created by
admin on Mon Mar 31 17:51:14 GMT 2025 , Edited by admin on Mon Mar 31 17:51:14 GMT 2025
|
PRIMARY | |||
|
MUSCIMOL
Created by
admin on Mon Mar 31 17:51:14 GMT 2025 , Edited by admin on Mon Mar 31 17:51:14 GMT 2025
|
PRIMARY | |||
|
DTXSID5041069
Created by
admin on Mon Mar 31 17:51:14 GMT 2025 , Edited by admin on Mon Mar 31 17:51:14 GMT 2025
|
PRIMARY | |||
|
220-430-4
Created by
admin on Mon Mar 31 17:51:14 GMT 2025 , Edited by admin on Mon Mar 31 17:51:14 GMT 2025
|
PRIMARY | |||
|
m7667
Created by
admin on Mon Mar 31 17:51:14 GMT 2025 , Edited by admin on Mon Mar 31 17:51:14 GMT 2025
|
PRIMARY | Merck Index | ||
|
7035
Created by
admin on Mon Mar 31 17:51:14 GMT 2025 , Edited by admin on Mon Mar 31 17:51:14 GMT 2025
|
PRIMARY | |||
|
DB12458
Created by
admin on Mon Mar 31 17:51:14 GMT 2025 , Edited by admin on Mon Mar 31 17:51:14 GMT 2025
|
PRIMARY | |||
|
2763-96-4
Created by
admin on Mon Mar 31 17:51:14 GMT 2025 , Edited by admin on Mon Mar 31 17:51:14 GMT 2025
|
PRIMARY | |||
|
333569
Created by
admin on Mon Mar 31 17:51:14 GMT 2025 , Edited by admin on Mon Mar 31 17:51:14 GMT 2025
|
PRIMARY | |||
|
D5M179TY2E
Created by
admin on Mon Mar 31 17:51:14 GMT 2025 , Edited by admin on Mon Mar 31 17:51:14 GMT 2025
|
PRIMARY |
| Related Record | Type | Details | ||
|---|---|---|---|---|
|
SALT/SOLVATE -> PARENT |
|
||
|
LABELED -> NON-LABELED |
|
||
|
TARGET -> INHIBITOR |
Binding assay
IC50
|
||
|
SALT/SOLVATE -> PARENT |
|