| content | |||||||||||||||||||||||||
| Cembrene A | |
|---|---|
 |
|
| IUPAC name | R-(E,E,E)]-1,5,9-trimethyl-12- (1-methylethenyl)-1,5,9-cyclotetradecatriene |
| Other names | Neocembrene-A |
| Identifiers | |
| CAS number | [31570-39-5] |
| SMILES |
|
| Properties | |
| Molecular formula | C20H32 |
| Molar mass | 272.47 g/mol |
| Boiling point |
150-152 °C at 0.8 mmHg |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 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 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:.
- ^ 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: Organic and Bio-Organic Chemistry 21: 2653–2658. doi:.
- ^ a b Terpenes: Flavors, Fragrances, Pharmaca, Pheromones, Eberhard Breitmaier, page 7. ISBN 978-3527317868
External links
- Cembrene and Casbene Biosynthesis, Queen Mary University of London
