Cedrol

• 3- Cedranol
• β - cedrol

Fixed

86-87 ° C

273 ° C

Soluble in chloroform

Template: Infobox chemical / molecular formula search available

The cedrol is a terpenoid natural fabric with the systematic name (1S, 2R, 5S, 7R, 8R ) -2,6,6,8 - Tetramethyltricyclo [ 5.3.1.01.5 ] undecane -8 -ol. CAS name is Octahydro -3 ,6,8,8 -tetramethyl -1H -3a ,7- methanoazulen -6 -ol.

Occurrence

The cedrol is widespread and is found in the essential oil pine-like plants ( Pinales ), especially in cypress (Cupressus ) and junipers (Juniperus ). Moreover, it is as an ingredient in oregano ( Origanum smyrnaeum eg, onites as Origanum known) detected.

Features and Construction

The cedrol is a sesquiterpene that is derived biosynthetically from farnesene and a frequent member of a group of terpenes, the Cedrane is.

Cedrol offers itself well to differences in the nomenclature of Cedranen and natural products in general demonstrate. In the present example three nomenclature systems are given. First, the designation by phytochemical principles: the name according to the original source ( in this case, the cedar) and the numbering of the biochemical predecessor According farnesene. The second and third example strict chemical approaches are demonstrated. It is to the simplification of the molecule to a backbone. This basic structure is the azulene for the purposes of the Chemical Abstracts Service, while the IUPAC considered the backbone of the carbocycle Cedrane than eleven atoms, and it describes as undecane. What needs to be addressed in this context with great caution is the numbering of the substituents, especially in the comparison of related structures or the same between the different nomenclatures. In the case of Cedrane it can be very interesting, since even the IUPAC places the trivial names " Cedrane " used - but with the derived from Undekanmodell counting. In this connection it should be noted that " Eudesmol " is sometimes incorrectly used as a synonym for " cedrol ".

The chemical synthesis of Cedrols summarizes several times in the literature and its main application is in the aroma chemistry.

Biological Significance

The cedrol finds interest because of its toxicity and possible carcinogenic properties.