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M1523

Sigma-Aldrich

Muscimol

≥98% (TLC), powder, GABAA receptor agonist.

Synonym(s):

3-Hydroxy-5-aminomethyl-isoxazole, 5-Aminomethyl-3-hydroxy-isoxazole, 5-Aminomethyl-3-isoxazolol, Agarine, Pantherine

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About This Item

Empirical Formula (Hill Notation):
C4H6N2O2
CAS Number:
2763-96-4
Molecular Weight:
114.10
Beilstein:
1618960
EC Number:
220-430-4
MDL number:
MFCD00057894
UNSPSC Code:
12352200
PubChem Substance ID:
24896662
NACRES:
NA.77

product name

Muscimol, powder

form

powder

Quality Level

200

color

white to off-white

storage temp.

2-8°C

SMILES string

NCC1=CC(=O)NO1

InChI

1S/C4H6N2O2/c5-2-3-1-4(7)6-8-3/h1H,2,5H2,(H,6,7)

InChI key

ZJQHPWUVQPJPQT-UHFFFAOYSA-N

Gene Information

rat ... Gabra2(29706)

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General description

Muscimol is a psychoactive isoxazole component, which is found in Amanita muscaria and related mushrooms. It lowers cerebral glucose metabolism and increases the level of 5-hydroxytryptamine in brain. Muscimol has hallucinogenic effects. It is associated with distorted perceptions, nausea and vomiting.

Application

Muscimol has been used:
  • to reduce conditioned fear-expression in lateral amygdala (LA)
  • to eliminate cortical cell response in ferrets
  • to inactivate lateral magnocellular nucleus of the nidopallium (LMAN) in zebra finches

Biochem/physiol Actions

GABAA receptor agonist.

Features and Benefits

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the GABAA Receptors and GABAC Receptors pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H300,H336

Hazard Classifications

Acute Tox. 2 Oral - STOT SE 3

Target Organs

Central nervous system

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Julen Hernandez-Lallement et al.
Current biology : CB, 30(6), 949-961 (2020-03-07)
Empathy, the ability to share another individual's emotional state and/or experience, has been suggested to be a source of prosocial motivation by attributing negative value to actions that harm others. The neural underpinnings and evolution of such harm aversion remain
Su-Hyuk Ko et al.
International journal of molecular sciences, 21(22) (2020-11-19)
Autophagy is a conserved pathway that plays a key role in cell homeostasis in normal settings, as well as abnormal and stress conditions. Autophagy dysfunction is found in various neurodegenerative diseases, although it remains unclear whether autophagy impairment is a
Handbook of Mushroom Poisoning: Diagnosis and Treatment (1994)
The role of the lateral amygdala in the retrieval and maintenance of fear-memories formed by repeated probabilistic reinforcement
Erlich JC, et al.
Frontiers in Behavioral Neuroscience, 6, 16-16 (2012)
Muscimol, a psychoactive constituent of Amanita muscaria, as a medicinal chemical model structure.
P Krogsgaard-Larsen et al.
Acta chemica Scandinavica. Series B: Organic chemistry and biochemistry, 35(5), 311-324 (1981-01-01)
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