Cembrene

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Cembrene A
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

  1. ^ 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. 
  2. ^ 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:10.1039/p19720002653. 
  3. ^ a b Terpenes: Flavors, Fragrances, Pharmaca, Pheromones, Eberhard Breitmaier, page 7. ISBN 978-3527317868

External links

Wikipedia content modification information:

  • This page was last modified on 25 August 2008, at 12:32.

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