Cembrene A

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Cembrene A
Cembrene A
Names
IUPAC names
[R-(E,E,E)]-1,5,9-trimethyl-12-
(1-methylethenyl)-1,5,9-cyclotetradecatriene
Other names
Neocembrene-A
Identifiers
31570-39-5
ChEBI CHEBI:82800 YesY
ChEMBL ChEMBL518765
ChemSpider 4444741
Jmol 3D model Interactive image
PubChem 5281384
  • InChI=1/C20H32/c1-16(2)20-14-12-18(4)10-6-8-17(3)9-7-11-19(5)13-15-20/h8,11-12,20H,1,6-7,9-10,13-15H2,2-5H3/b17-8+,18-12+,19-11+/t20-/m0/s1
    Key: VWSPQDDPRITBAM-KPGNMOGWBK
  • C1(=C\CC/C(=C/C[C@H](C(=C)\C)CCC(=C\CC1)\C)C)\C
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 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

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  3. 3.0 3.1 Terpenes: Flavors, Fragrances, Pharmaca, Pheromones, Eberhard Breitmaier, page 7. ISBN 978-3-527-31786-8