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

Flash point:

148 °F

storage temp. 

2-8°C

solubility 

DMSO : 100 mg/mL (656.90 mM; Need ultrasonic)

form 

Oil

color 

Colourless

Odor

at 10.00 % in dipropylene glycol. cedarleaf thujonic

Odor Type

thujonic

optical activity

[α]20/D 19.0±2.0°, neat

BRN 

4660369

LogP

2.044 (est)

CAS DataBase Reference

546-80-5

EPA Substance Registry System

Bicyclo[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

F 

23

HS Code 

2914290090

Toxicity

LD50 s.c. in mice: 87.5 mg/kg (Rice, Wilson)

MSDS

• Language:English Provider:SigmaAldrich

ALPHA-(-)-THUJONE Usage And Synthesis

Uses

α-Thujone is a GABA modulator and a genotoxic compound found in plants used in traditional medicines in developing countries.

Chemical Properties

Colorless liquid. Insoluble in water; soluble in alcohol. Combustible.

Uses

Solvent.

Uses

α-Thujone is a GABA modulator and a genotoxic compound found in plants used in traditional medicines in developing countries.

Definition

ChEBI: 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.

Hazard

Toxic by ingestion.

Biochem/physiol Actions

GABAA receptor antagonist.

Safety Profile

Poison 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(546-80-5)Related Product Information

• ETHYLCYCLOPROPANE
• 1-ETHYL-4-METHYLCYCLOHEXANE
• 2-METHYL-5-HEPTANONE
• 2-Methylhexane
• 3-Hexanone
• 3-METHYLHEPTANE
• ALPHA-(-)-THUJONE
• 2-METHYL-3-PENTANONE
• 2,3-DIMETHYLHEXANE
• 3-ETHYLHEXANE
• 3,3-DIMETHYLHEXANE
• 2,4-DIMETHYLHEPTANE
• 2,3-Dimethylbutane
• Ethylcyclohexane
• TRANS-1,4-DIMETHYLCYCLOHEXANE
• 3,3-Dimethylpentane
• 4-Methyl-2-pentanone
• 3-METHYLHEXANE