ALPHA-(-)-THUJONE

ALPHA-(-)-THUJONE
  • CAS No.:546-80-5
Other grades of this product :
ALPHA-(-)-THUJONE Basic information
Uses
Product Name:ALPHA-(-)-THUJONE
Synonyms:(1s,4r,5r)-(-)-3-thujanon;3-Thujanone, (-)-;3-Thujanone, (1S,4R,5R)-(-)-;4-methyl-1-(1-methylethyl)-,[1S-(1.alpha.,4.alpha.,5.alpha.)]-Bicyclo[3.1.0]hexan-3-one;4-Methyl-1-(1-methylethyl)bicyclo[3.1.0]hexan-3-one;6-Ketosabinane;THUJONE, ALPHA-(-)-;(-)-ALPHA-THUJONE
CAS:546-80-5
MF:C10H16O
MW:152.23
EINECS:208-912-2
Product Categories:Organics
Mol File:546-80-5.mol
ALPHA-(-)-THUJONE Chemical Properties
Melting point 181℃
alpha D20 -19.2°
Boiling point 84-86 °C17 mm Hg(lit.)
density 0.914 g/mL at 20 °C (lit.)
refractive index n20/D 1.450
Fp 148 °F
storage temp. 2-8°C
optical activity[α]20/D 19.0±2.0°, neat
BRN 4660369
CAS DataBase Reference546-80-5
EPA Substance Registry SystemBicyclo[3.1.0]hexan-3-one, 4-methyl-1-(1-methylethyl)-, (1S,4R,5R)- (546-80-5)
Safety Information
Hazard Codes Xn
Risk Statements 22
Safety Statements 23-26-36/37/39-45
RIDADR UN 2810 6.1/PG 3
WGK Germany 3
RTECS XO9625000
23
HS Code 2914290090
ToxicityLD50 s.c. in mice: 87.5 mg/kg (Rice, Wilson)
MSDS Information
ProviderLanguage
SigmaAldrich English
ALPHA-(-)-THUJONE Usage And Synthesis
Usesα-Thujone is a GABA modulator and a genotoxic compound found in plants used in traditional medicines in developing countries.
Chemical PropertiesColorless liquid. Insoluble in water; soluble in alcohol. Combustible.
UsesSolvent.
Usesα-Thujone is a GABA modulator and a genotoxic compound found in plants used in traditional medicines in developing countries.
DefinitionChEBI: The (1S,4R,5R)-stereoisomer of alpha-thujone.
General Description(-)-α-Thujone, a monoterpene ketone found in the essential oil of Thuja occidentalis, shows potent antitumorigenic effect.
HazardToxic by ingestion.
Biochem/physiol ActionsGABAA receptor antagonist.
Safety ProfilePoison by intravenous, intraperitoneal, and subcutaneous routes. Moderately toxic by ingestion. Serious physiological consequences from abuse of absinthe (mainly in France) led to its abolition in 1915. Wormwood is still used in concentrations of less than 10 ppm in flavored wines. Thujone at 30 mg/kg causes convulsions associated with lesions of the cerebral cortex. Little is known of thujone metabolism. Both forms occur in wormwood oil, oak moss. The a form is major constituent of cedar leaf oil or oil of thuja, sage. The p form occurs in tansy, yarrow. When heated to decomposition it emits acrid smoke and irritating fumes.
ALPHA-(-)-THUJONE Preparation Products And Raw materials

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