Cadinene
Cadinene is the trivial chemical name of a number of
isomeric hydrocarbons that occur in a wide variety of
essential oil-producing plants. The name is derived from that of the
Cade juniper (Juniperus oxycedrus L.), the wood of which yields an oil from which cadinene isomers were first isolated.
Chemically, the cadinenes are
bicyclic sesquiterpenes. The term "cadinene" has sometimes been used in a broad sense to refer to any sesquiterpene with the so-called cadalane (4-isopropyl-1,6-dimethyldecahydronaphthalene) carbon skeleton. Because of the large number of known double-bond and stereochemical isomers, this class of compounds has been subdivided into four subclasses based on the
relative stereochemistry at the isopropyl group and the two
bridgehead carbon atoms. The name
cadinene is now properly used only for the first subclass below, which includes the compounds originally isolated from
cade oil. It should be noted that only one
enantiomer of each subclass is depicted, with the understanding that the other enantiomer bears the same subclass name.
