NAV

Muscimol

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Generic Name
Muscimol
DrugBank Accession Number
DB12458
Background

Muscimol has been used in trials studying the treatment of Epilepsy and Parkinson's Disease.

Type
Small Molecule
Groups
Investigational
Structure
3D
Similar Structures
Weight
Average: 114.1026
Monoisotopic: 114.042927446
Chemical Formula
C4H6N2O2
Synonyms
  • 5-(aminomethyl)-3(2H)-isoxazolone
External IDs
  • NSC-333569
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UGamma-aminobutyric acid receptor subunit alpha-1Not AvailableHumans
UGamma-aminobutyric acid receptor subunit beta-3Not AvailableHumans
UGamma-aminobutyric acid receptor subunit gamma-2Not AvailableHumans
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Products

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Product Ingredients
IngredientUNIICASInChI Key
Muscimol hydrobromideGZZ5MBX4M318174-72-6OPZOJWHOZRKYQX-UHFFFAOYSA-N

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as aralkylamines. These are alkylamines in which the alkyl group is substituted at one carbon atom by an aromatic hydrocarbyl group.
Kingdom
Organic compounds
Super Class
Organic nitrogen compounds
Class
Organonitrogen compounds
Sub Class
Amines
Direct Parent
Aralkylamines
Alternative Parents
Isoxazoles / Heteroaromatic compounds / Lactams / Oxacyclic compounds / Azacyclic compounds / Organopnictogen compounds / Organooxygen compounds / Organic oxides / Monoalkylamines / Hydrocarbon derivatives
Substituents
Aralkylamine / Aromatic heteromonocyclic compound / Azacycle / Azole / Heteroaromatic compound / Hydrocarbon derivative / Isoxazole / Lactam / Organic oxide / Organic oxygen compound
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
alkaloid, primary amino compound, isoxazoles (CHEBI:7035) / Alkaloids (C08311)
Affected organisms
Not Available

Chemical Identifiers

UNII
D5M179TY2E
CAS number
2763-96-4
InChI Key
ZJQHPWUVQPJPQT-UHFFFAOYSA-N
InChI
InChI=1S/C4H6N2O2/c5-2-3-1-4(7)6-8-3/h1H,2,5H2,(H,6,7)
IUPAC Name
5-(aminomethyl)-2,3-dihydro-1,2-oxazol-3-one
SMILES
NCC1=CC(=O)NO1

References

General References
Not Available
KEGG Compound
C08311
PubChem Compound
4266
PubChem Substance
347828698
ChemSpider
4116
BindingDB
23183
ChEBI
7035
ChEMBL
CHEMBL273481
ZINC
ZINC000022064260
Wikipedia
Muscimol

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
1TerminatedTreatmentEpilepsy1
1WithdrawnTreatmentParkinson's Disease (PD)1

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility303.0 mg/mLALOGPS
logP-1.6ALOGPS
logP-2.2Chemaxon
logS0.42ALOGPS
pKa (Strongest Acidic)5.86Chemaxon
pKa (Strongest Basic)8.97Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area64.35 Å2Chemaxon
Rotatable Bond Count1Chemaxon
Refractivity28.1 m3·mol-1Chemaxon
Polarizability10.4 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
GC-MS Spectrum - EI-BGC-MSsplash10-003r-9000000000-8a5c7c8119385828f867
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-014i-3900000000-68483046cfeb7ca5d01b
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-0002-9000000000-6de63da45a13d454cce3
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-00kb-9000000000-6b5110dcd6fa6b4422e8
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-014i-9000000000-c2fbac7befc44bdfbe43
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-014r-9000000000-f4eda66dfcf7c0a3918c
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-00kb-9600000000-c76b49ea554a171eabc8
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-03k9-9600000000-84d04f0ea891a134d532
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-9000000000-e0c3e001fe8681e615dc
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-00m4-9100000000-8b31a6277fc0fcc9ac59
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0udl-9000000000-20a6c87d03ff624febb9
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0gdu-9000000000-a98c63a489bdff2a0710
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-117.8113155
predicted
DarkChem Lite v0.1.0
[M-H]-117.7654155
predicted
DarkChem Lite v0.1.0
[M-H]-123.13354
predicted
DeepCCS 1.0 (2019)
[M+H]+118.5348155
predicted
DarkChem Lite v0.1.0
[M+H]+118.2767155
predicted
DarkChem Lite v0.1.0
[M+H]+125.02894
predicted
DeepCCS 1.0 (2019)
[M+Na]+117.9379155
predicted
DarkChem Lite v0.1.0
[M+Na]+117.9033155
predicted
DarkChem Lite v0.1.0
[M+Na]+133.41393
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Gamma-aminobutyric acid receptor subunit alpha-1
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Inhibitory extracellular ligand-gated ion channel activity
Specific Function
Component of the heteropentameric receptor for GABA, the major inhibitory neurotransmitter in the vertebrate brain. Functions also as histamine receptor and mediates cellular responses to histamine...
Gene Name
GABRA1
Uniprot ID
P14867
Uniprot Name
Gamma-aminobutyric acid receptor subunit alpha-1
Molecular Weight
51801.395 Da
References
  1. Stewart DS, Savechenkov PY, Dostalova Z, Chiara DC, Ge R, Raines DE, Cohen JB, Forman SA, Bruzik KS, Miller KW: p-(4-Azipentyl)propofol: a potent photoreactive general anesthetic derivative of propofol. J Med Chem. 2011 Dec 8;54(23):8124-35. doi: 10.1021/jm200943f. Epub 2011 Nov 10. [Article]
Details2. Gamma-aminobutyric acid receptor subunit beta-3
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Gaba-gated chloride ion channel activity
Specific Function
Component of the heteropentameric receptor for GABA, the major inhibitory neurotransmitter in the vertebrate brain. Functions also as histamine receptor and mediates cellular responses to histamine...
Gene Name
GABRB3
Uniprot ID
P28472
Uniprot Name
Gamma-aminobutyric acid receptor subunit beta-3
Molecular Weight
54115.04 Da
References
  1. Stewart DS, Savechenkov PY, Dostalova Z, Chiara DC, Ge R, Raines DE, Cohen JB, Forman SA, Bruzik KS, Miller KW: p-(4-Azipentyl)propofol: a potent photoreactive general anesthetic derivative of propofol. J Med Chem. 2011 Dec 8;54(23):8124-35. doi: 10.1021/jm200943f. Epub 2011 Nov 10. [Article]
Details3. Gamma-aminobutyric acid receptor subunit gamma-2
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Inhibitory extracellular ligand-gated ion channel activity
Specific Function
Component of the heteropentameric receptor for GABA, the major inhibitory neurotransmitter in the vertebrate brain. Functions also as histamine receptor and mediates cellular responses to histamine...
Gene Name
GABRG2
Uniprot ID
P18507
Uniprot Name
Gamma-aminobutyric acid receptor subunit gamma-2
Molecular Weight
54161.78 Da
References
  1. Stewart DS, Savechenkov PY, Dostalova Z, Chiara DC, Ge R, Raines DE, Cohen JB, Forman SA, Bruzik KS, Miller KW: p-(4-Azipentyl)propofol: a potent photoreactive general anesthetic derivative of propofol. J Med Chem. 2011 Dec 8;54(23):8124-35. doi: 10.1021/jm200943f. Epub 2011 Nov 10. [Article]

Drug created at October 20, 2016 22:28 / Updated at June 24, 2022 17:03