Chemistry:Cembrene A
From HandWiki
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| Names | |
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| Preferred IUPAC name
(1E,5E,9E,12R)-1,5,9-Trimethyl-12-(prop-1-en-2-yl)cyclotetradeca-1,5,9-triene | |
| Other names
(R,1E,5E,9E)-1,5,9-Trimethyl-12-(prop-1-en-2-yl)cyclotetradeca-1,5,9-triene
Neocembrene-A | |
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3D model (JSmol)
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| ChEBI | |
| ChEMBL | |
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PubChem CID
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| Properties | |
| C20H32 | |
| Molar mass | 272.47 g/mol |
| Boiling point | 150 to 152 °C (302 to 306 °F; 423 to 425 K) at 0.8 mmHg |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
Cembrene A, or sometimes neocembrene, is a natural monocyclic diterpene isolated from corals of the genus Nephthea.[1] It is a colorless oil with a faint wax-like odor.
Cembrene A itself has little importance as a chemical entity, being a trail pheromone for termites;[2] however, the chemical structure of cembrene is central to a very wide variety of other natural products found both in plants and in animals.[3]
Cembrenes are biosynthesized by macrocyclization of geranylgeranyl pyrophosphate.[3]
References
- ↑ Vanderah, David J.; Rutledge, Neal; Schmitz, Francis J.; Ciereszko, Leon S (1978). "Marine natural products: cembrene-A and cembrene-C from a soft coral, Nephthea species". Journal of Organic Chemistry 43 (8): 1614–1616. doi:10.1021/jo00402a040.
- ↑ Birch, A. J.; Brown, W. V.; Corrie, J. E. T.; Moore, B. P (1972). "Neocembrene-A, a termite trail pheromone". Journal of the Chemical Society, Perkin Transactions 1 21: 2653–2658. doi:10.1039/p19720002653.
- ↑ 3.0 3.1 Terpenes: Flavors, Fragrances, Pharmaca, Pheromones, Eberhard Breitmaier, page 7. ISBN:978-3-527-31786-8
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