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Chemical Compound Review:

VERBENONE 2,7,7- trimethylbicyclo[3.1.1]hept- 2-en-4-one

Synonyms: Verbinone, d-Verbenone, dl-Verbenone, VERBENONE,(DL), SureCN118161, ...

Umano, K. et al., Bentz, B.J. et al., Miyazawa, M. et al., Miyazawa, M. et al., Vanek, T. et al.

Miyazawa, Sugie, Shimada, Miyazawa, Sugie, Shimada,

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High impact information on dl-Verbenone

Human recombinant CYP2A6 and CYP2B6 catalyzed (-)verbenone 10-hydroxylation at Vmax values of 15 and 21 nmol/min/nmol p450 with apparent Km values of 16 and 91 microM, respectively [1].
The major volatile constituents of the extract by DRP were borneol (10.27 ppm), alpha-thujone (3.49 ppm), artemisia alcohol (2.17 ppm), verbenone (1.85 ppm), yomogi alcohol (1.50 ppm), and germacren-4-ol (1.43 ppm) [2].
Formation of trans-verbenol and verbenone from alpha-pinene catalysed by immobilised Picea abies cells [3].
Thus the present results provided a sensitive and useful method for the determination of verbenone 10-hydroxylation catalyzed by rat liver microsomes [4].

Analytical, diagnostic and therapeutic context of dl-Verbenone

Additional research is needed on the behavioral role of verbenone in mountain pine beetle population dynamics and quantification of the infestation level above which treatment efficacy tends to be reduced [5].

References

Roles of human CYP2A6 and 2B6 and rat CYP2C11 and 2B1 in the 10-hydroxylation of (-)-verbenone by liver microsomes. Miyazawa, M., Sugie, A., Shimada, T. Drug Metab. Dispos. (2003) [Pubmed]
Volatile chemicals identified in extracts from leaves of Japanese mugwort (Artemisia princeps pamp.). Umano, K., Hagi, Y., Nakahara, K., Shoji, A., Shibamoto, T. J. Agric. Food Chem. (2000) [Pubmed]
Formation of trans-verbenol and verbenone from alpha-pinene catalysed by immobilised Picea abies cells. Vanek, T., Halík, J., Vanková, R., Valterová, I. Biosci. Biotechnol. Biochem. (2005) [Pubmed]
High-performance liquid chromatographic method for the determination of (-)-verbenone 10-hydroxylation catalyzed by rat liver microsomes. Miyazawa, M., Sugie, A., Shimada, T. J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. (2003) [Pubmed]
A test of high-dose verbenone for stand-level protection of lodgepole and whitebark pine from mountain pine beetle (Coleoptera: Curculionidae: Scolytinae) attacks. Bentz, B.J., Kegley, S., Gibson, K., Thier, R. J. Econ. Entomol. (2005) [Pubmed]

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