Perrottetinene is a naturally occurring

cannabinoid Cannabinoids () are several structural classes of compounds found in the cannabis plant primarily and most animal organisms (although insects lack such receptors) or as synthetic compounds. The most notable cannabinoid is the phytocannabinoid tet ...

compound found in liverworts from the genus '' Radula'' native to Japan, New Zealand and Costa Rica, namely '' Radula perrottetii'', ''

Radula marginata ''Radula marginata'', or Wairuakohu, is a species of plant in the genus ''Radula'', a genus of liverworts. It is endemic to New Zealand. It has been found to contain cannabinoids. Cannabinoids Users smoking the plant have experienced differe ...

'' and ''Radula laxiramea'', along with a number of similar compounds. Its chemical structure closely resembles that of

THC Tetrahydrocannabinol (THC) is the principal psychoactive constituent of cannabis and one of at least 113 total cannabinoids identified on the plant. Although the chemical formula for THC (C21H30O2) describes multiple isomers, the term ''THC' ...

, the main active component of

marijuana Cannabis, also known as marijuana among other names, is a psychoactive drug from the cannabis plant. Native to Central or South Asia, the cannabis plant has been used as a drug for both recreational and entheogenic purposes and in various tra ...

but with a ''cis'' rather than ''trans'' conformation. The absolute configuration of perrottetinene was established in 2008 by an enantioselective total synthesis. In 2018, a study showed that perrottetinene is moderately

psychoactive A psychoactive drug, psychopharmaceutical, psychoactive agent or psychotropic drug is a chemical substance, that changes functions of the nervous system, and results in alterations in perception, mood, consciousness, cognition or behavior. Th ...

through activation of the

cannabinoid receptor 1 Cannabinoid receptor type 1 (CB1), also known as cannabinoid receptor 1, is a G protein-coupled cannabinoid receptor that in humans is encoded by the ''CNR1'' gene. The human CB1 receptor is expressed in the peripheral nervous system and central ...

. The same study also reported reduced prostaglandin D2 and E2 brain concentrations in mice after perrottetinene administration.

References

Cannabinoids Benzochromenes Phenols {{cannabinoid-stub