α-Thujone

α-Thujone Structure
α-Thujone structure
Common Name α-Thujone
CAS Number 546-80-5 Molecular Weight 152.23300
Density 0.914 g/mL at 20ºC(lit.) Boiling Point 84-86ºC17 mm Hg(lit.)
Molecular Formula C10H16O Melting Point 181ºC
MSDS Chinese USA Flash Point 148 °F
Symbol GHS07
GHS07
Signal Word Warning

Attempts to separate (-)-α-thujone, (+)-β-thujone epimers from camphor enantiomers by enantioselective HPLC with polarimetric detection.

J. Sep. Sci. 36(5) , 832-9, (2013)

In a first step, 26 chiral stationary phases (CSPs) have been screened for the separation of (-)-α-thujone, (+)-β-thujone epimers and camphor enantiomers by LC. The separations were monitored by a polarimeter detector. None of these CSPs provided a noticeable...

Long-term stability of thujone, fenchone, and pinocamphone in vintage preban absinthe.

J. Agric. Food Chem. 57(7) , 2782-5, (2009)

Research was conducted to ascertain whether analyses of vintage absinthe samples represent their original composition in the early 1900s. Absinthe stored in traditional green glass bottles and irradiated with ultraviolet light for up to 200 h exhibited unchan...

Toxicokinetics of α-thujone following intravenous and gavage administration of α-thujone or α- and β-thujone mixture in male and female F344/N rats and B6C3F1 mice.

Toxicol. Appl. Pharmacol. 271(2) , 216-28, (2013)

Plants containing thujone have widespread use and hence have significant human exposure. α-Thujone caused seizures in rodents following gavage administration. We investigated the toxicokinetics of α-thujone in male and female F344/N rats and B6C3F1 mice follo...

Skeletal muscle fatty acid oxidation is not directly associated with AMPK or ACC2 phosphorylation.

Appl. Physiol. Nutr. Metab. 36(3) , 361-7, (2011)

Rescue of palmitate-induced insulin resistance has been linked with improvements in fatty acid oxidation, but importantly, not always with concurrently altered AMPK or ACC2 phosphorylation. Therefore, we examined the interrelationships among AMPK, ACC2, and f...

Metabolism of α-thujone in human hepatic preparations in vitro.

Xenobiotica 41(2) , 101-11, (2011)

This study aims to characterize the metabolism of α-thujone in human liver preparations in vitro and to identify the role of cytochrome P450 (CYP) and possibly other enzymes catalyzing α-thujone biotransformations. With a liquid chromatography-mass spectromet...

Thujone, a component of medicinal herbs, rescues palmitate-induced insulin resistance in skeletal muscle.

Am. J. Physiol. Regul. Integr. Comp. Physiol. 299(3) , R804-12, (2010)

Thujone is thought to be the main constituent of medicinal herbs that have antidiabetic properties. Therefore, we examined whether thujone ameliorated palmitate-induced insulin resistance in skeletal muscle. Soleus muscles were incubated for < or =12 h withou...

Composition and intraspecific chemical variability of the essential oil from Artemisia herba-alba growing wild in a Tunisian arid zone.

Chem. Biodivers. 7(11) , 2709-17, (2010)

The intraspecific chemical variability of essential oils (50 samples) isolated from the aerial parts of Artemisia herba-alba Asso growing wild in the arid zone of Southeastern Tunisia was investigated. Analysis by GC (RI) and GC/MS allowed the identification ...

Cooperative effects on radical recombination in CYP3A4-catalyzed oxidation of the radical clock beta-thujone.

ChemBioChem. 10(4) , 650-3, (2009)

The timing of the beta-thujone radical clock (see scheme) can be specifically altered by an allosteric effector. Progesterone, a well-documented CYP3A4 allosteric effector, was found to increase the yield of the unrearranged, C4-derived product of beta-thujon...

Thujone inhibits lung metastasis induced by B16F-10 melanoma cells in C57BL/6 mice.

Can. J. Physiol. Pharmacol. 89(10) , 691-703, (2011)

The antimetastatic potential of thujone, a naturally occurring monoterpene, was evaluated. Metastasis was induced in C57BL/6 mice by injecting highly metastatic B16F-10 melanoma cells through the lateral tail vein. Administration of thujone (1 mg·(kg body wei...

Augmentation of humoral and cell mediated immune responses by Thujone

Int. Immunopharmacol. 11(12) , 1967-75, (2011)

Thujone, a naturally occurring monoterpene, was found to enhance the total WBC count, bone marrow cellularity, number of α-esterase positive cells, number of plaque forming cells in spleen and circulating antibody titer in Balb/c mice (1mg/kg body weight, int...