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Glossary · Cannabinoids and terpenes

Sesquiterpene

A sesquiterpene is a fifteen-carbon terpene made from farnesyl pyrophosphate, such as beta-caryophyllene, humulene and bisabolol; they are heavier and less volatile than monoterpenes.

Also written sesquiterpenesC15 terpenesesquiterpenoidsesquiterpenoids

EstablishedDraft: awaiting expert reviewUpdated

A sesquiterpene contains fifteen carbons, three isoprene units, built from farnesyl pyrophosphate. The common ones in cannabis are beta-caryophyllene (spicy, peppery), alpha-humulene (woody, hoppy), alpha-bisabolol (floral, chamomile-like), nerolidol (woody, floral), guaiol (piney, woody) and valencene (citrus). The oxygenated forms are sesquiterpenoids.

In practice

Sesquiterpenes are less volatile than monoterpenes, so in stored or dried flower their share of the terpene total tends to rise even if the absolute amount is steady. A profile that reads "caryophyllene and humulene dominant" in old material may have been "myrcene and limonene dominant" when fresh. When comparing COAs, check how old the sample was and how it was stored. Beta-caryophyllene is also unusual because it binds the CB2 receptor in lab studies; no health claims follow from that.

Don't confuse with

  • Monoterpene: C10, lighter, more volatile.
  • Caryophyllene oxide: an oxidation product of beta-caryophyllene.
  • Diterpene: C20 compounds, minor in cannabis aroma.

Related terms

Sources

  1. Booth JK, Bohlmann J. 2019. Terpenes in Cannabis sativa: from plant genome to humans. Plant Science 284:67-72..
  2. Ross SA, ElSohly MA. 1996. The volatile oil composition of fresh and air-dried buds of Cannabis sativa. Journal of Natural Products 59(1):49-51..
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