Chemistry:Thujopsene
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| Preferred IUPAC name
(1aS,4aS,8aS)-2,4a,8,8-Tetramethyl-1,1a,4,4a,5,6,7,8-octahydrocyclopropa[d]naphthalene | |
| Other names
Sesquichamene; Thujopsen; Widdrene
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3D model (JSmol)
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| Properties | |
| C15H24 | |
| Molar mass | 204.357 g·mol−1 |
| Density | 0.936 g/mL (20 °C)[1] |
| Boiling point | 258 to 260 °C (496 to 500 °F; 531 to 533 K)[1] |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
Thujopsene is a natural chemical compound, classified as a sesquiterpene, with the molecular formula C15H24.
Thujopsene is found in the essential oil of a variety of conifers,[2] in particular Juniperus cedrus and Thujopsis dolabrata in which it comprises around 2.2% of the weight of the heartwood.[3]
Biosynthesis
Thujopsene is biosynthesized from farnesyl pyrophosphate (FPP):[4]
References
- ↑ 1.0 1.1 "(−)-Thujopsene". Sigma-Aldrich. http://www.sigmaaldrich.com/catalog/product/aldrich/89235?lang=en.
- ↑ Erdtman, H.; Norin, T. (1960). "Structure of thujopsene and hinokiic acid from coniferous wood". Chemistry and Industry (22): 622–623.
- ↑ Runeburg, Jarl; Gramstad, Thor; Larsson, Lennart; Dodson, R. M. (1960). "The Chemistry of the Natural Order Cupressales XXX. Constituents of Juniperus cedrus L.". Acta Chemica Scandinavica 14: 1991–1994. doi:10.3891/acta.chem.scand.14-1991.
- ↑ J. Mann (1994). Natural Products: their chemistry and biological significance. ISBN 978-0582060098. https://archive.org/details/isbn_9780582060098.
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