GenetixBayEST. 2009
Glossary · Cannabinoids and terpenes

Caryophyllene oxide

Caryophyllene oxide is the oxidation product of beta-caryophyllene, a less aromatic sesquiterpene epoxide that tends to increase as cannabis ages in air.

Also written beta-caryophyllene oxideβ-caryophyllene oxidecaryophyllene epoxideBCPO

EstablishedDraft: awaiting expert reviewUpdated

Caryophyllene oxide is an epoxide formed when beta-caryophyllene reacts with oxygen. The plant makes some, but much of what a lab finds in dried flower forms during drying and storage. Its smell is faint, woody and dry compared with the spicy parent compound.

In practice

Read it as an age and handling marker. Fresh, well-stored flower usually shows little caryophyllene oxide relative to beta-caryophyllene; flower that has been dried warm, stored in air or kept for a long time tends to show a higher ratio. Comparing the oxide-to-parent ratio between two COAs of the same cultivar is a quick, rough way to see which sample was handled more gently, provided both labs report both compounds.

Don't confuse with

  • Beta-caryophyllene: the aromatic parent compound.
  • Humulene epoxides: related oxidation products of humulene.
  • CBN: also an age marker, but from cannabinoid oxidation.

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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