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Cadinene

 

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Cadinene



 
 
Cadinene is the trivial chemical name of a number of isomer
Isomer

In chemistry, isomers are compounds with the same molecular formula but different structural formulae. Isomers do not necessarily share similar properties unless they also have the same functional groups....
ic hydrocarbon
Hydrocarbon

In organic chemistry, a hydrocarbon is an organic compound consisting entirely of hydrogen and carbon. With relation to chemical terminology, aromatic hydrocarbons or arenes, alkanes, alkenes and alkyne-based compounds composed entirely of carbon or hydrogen are referred to as "pure" hydrocarbons, whereas other hydrocarbons with bonded com...
s that occur in a wide variety of essential oil
Essential oil

An essential oil is a concentrated, hydrophobic liquid containing volatile aroma compounds from plants. They are also known as volatile or ethereal oils, or simply as the "oil of" the plant material from which they were extracted, such as oil of clove....
-producing plants. The name is derived from that of the Cade juniper (Juniperus oxycedrus L.)
Juniperus oxycedrus

Juniperus oxycedrus is a species of juniper, native across the Mediterranean region from Morocco and Portugal, north to southern France, east to westernmost Iran, and south to Israel, growing on a variety of rocky sites from sea level up to 1600 m altitude....
, the wood of which yields an oil from which cadinene isomers were first isolated.

Chemically, the cadinenes are bicyclic
Bicyclic molecule

A bicyclic molecule is a molecule that features two fused Cyclic compound. Bicyclic molecules occur in widely in organic compound and inorganic compounds....
 sesquiterpene
Sesquiterpene

Sesquiterpenes are a class of terpenes that consist of three isoprene units and have the molecular formula C15H24. Like monoterpenes, sesquiterpenes may be acyclic or contain rings, including many unique combinations....
s. 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.






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Cadinene is the trivial chemical name of a number of isomer
Isomer

In chemistry, isomers are compounds with the same molecular formula but different structural formulae. Isomers do not necessarily share similar properties unless they also have the same functional groups....
ic hydrocarbon
Hydrocarbon

In organic chemistry, a hydrocarbon is an organic compound consisting entirely of hydrogen and carbon. With relation to chemical terminology, aromatic hydrocarbons or arenes, alkanes, alkenes and alkyne-based compounds composed entirely of carbon or hydrogen are referred to as "pure" hydrocarbons, whereas other hydrocarbons with bonded com...
s that occur in a wide variety of essential oil
Essential oil

An essential oil is a concentrated, hydrophobic liquid containing volatile aroma compounds from plants. They are also known as volatile or ethereal oils, or simply as the "oil of" the plant material from which they were extracted, such as oil of clove....
-producing plants. The name is derived from that of the Cade juniper (Juniperus oxycedrus L.)
Juniperus oxycedrus

Juniperus oxycedrus is a species of juniper, native across the Mediterranean region from Morocco and Portugal, north to southern France, east to westernmost Iran, and south to Israel, growing on a variety of rocky sites from sea level up to 1600 m altitude....
, the wood of which yields an oil from which cadinene isomers were first isolated.

Chemically, the cadinenes are bicyclic
Bicyclic molecule

A bicyclic molecule is a molecule that features two fused Cyclic compound. Bicyclic molecules occur in widely in organic compound and inorganic compounds....
 sesquiterpene
Sesquiterpene

Sesquiterpenes are a class of terpenes that consist of three isoprene units and have the molecular formula C15H24. Like monoterpenes, sesquiterpenes may be acyclic or contain rings, including many unique combinations....
s. 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
Stereochemistry

Stereochemistry, a subdiscipline of chemistry, involves the study of the relative spatial arrangement of atoms within molecules. An important branch of stereochemistry is the study of chirality molecules ....
 at the isopropyl group and the two bridgehead
Bicyclic molecule

A bicyclic molecule is a molecule that features two fused Cyclic compound. Bicyclic molecules occur in widely in organic compound and inorganic compounds....
 carbon atoms. The name cadinene is now properly used only for the first subclass below, which includes the compounds originally isolated from cade oil
Juniperus oxycedrus

Juniperus oxycedrus is a species of juniper, native across the Mediterranean region from Morocco and Portugal, north to southern France, east to westernmost Iran, and south to Israel, growing on a variety of rocky sites from sea level up to 1600 m altitude....
. It should be noted that only one enantiomer
Enantiomer

In chemistry, an enantiomer is one of two stereoisomers that are Superpose complete mirror images of each other, much as one's left and right Chirality are "the same" but opposite....
 of each subclass is depicted, with the understanding that the other enantiomer bears the same subclass name.

Image:Cadalane.svg|Cadalane skeleton Image:Cadinane.svg|Cadinene stereochemistry Image:Muurolane.svg|Muurolene stereochemistry Image:Amorphane.svg|Amorphene stereochemistry Image:Bulgarane.svg|Bulgarene stereochemistry