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Terpenes are classified by the number of carbons: monoterpenes (C 10), sesquiterpenes (C 15), diterpenes (C 20), as examples. The terpene alpha-pinene is a major component of the common solvent, turpentine. The one terpene that has major applications is natural rubber (i.e., polyisoprene).
Diterpenes are a class of terpenes composed of four isoprene units, often with the molecular formula C 20 H 32. They are biosynthesized by plants, animals and fungi via the HMG-CoA reductase pathway , with geranylgeranyl pyrophosphate being a primary intermediate.
For example, sabinene contributes to the spicy taste of black pepper, 3-carene gives cannabis an earthy taste and smell, citral has a lemon-like pleasant odor and contributes to the distinctive smell of citrus fruits, and thujene and carvacrol are responsible for the pungent flavors of summer savory and oregano, respectively.
Terpenoids are modified terpenes, [7] wherein methyl groups have been moved or removed, or oxygen atoms added. Some authors use the term "terpene" more broadly, to include the terpenoids. Just like terpenes, the terpenoids can be classified according to the number of isoprene units that comprise the parent terpene:
Triterpenes are a class of terpenes composed of six isoprene units with the molecular formula C 30 H 48; they may also be thought of as consisting of three terpene units. Animals, plants and fungi all produce triterpenes, including squalene, the precursor to all steroids. [1] [2]
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Sesquiterpenes are a class of terpenes that consist of three isoprene units and often have the molecular formula C 15 H 24. Like monoterpenes, sesquiterpenes may be cyclic or contain rings, including many combinations. Biochemical modifications such as oxidation or rearrangement produce the related sesquiterpenoids. [1]