''cis''-Delta-9-Tetrahydrocannabinol ((-)-''cis''-Δ
9-THC) is an isomer of
tetrahydrocannabinol
Tetrahydrocannabinol (THC) is a cannabinoid found in cannabis. It 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) de ...
found in the ''
Cannabis
''Cannabis'' () is a genus of flowering plants in the family Cannabaceae that is widely accepted as being indigenous to and originating from the continent of Asia. However, the number of species is disputed, with as many as three species be ...
'' plant but in lower quantities than the more well-known ''trans'' isomer. Formation of cis-THC could take place in process of epimerization associated with acid-catalyzed cyclization of CBD to THC. It has similar
psychoactive
A psychoactive drug, psychopharmaceutical, mind-altering drug, consciousness-altering drug, psychoactive substance, or psychotropic substance is a chemical substance that alters psychological functioning by modulating central nervous system acti ...
effects to ''trans''-Δ
9-THC in tests on mice, but with only around 1/5th the potency. The equivalent Δ
8 isomer is also known as a synthetic compound, but has not been isolated from ''Cannabis'' plant material. All four cis/trans isomers are known, though only the (6aR,10aR) and (6aS,10aR) enantiomers are psychoactive, while the others retain activity at targets such as
GPR18
''N''-Arachidonyl glycine receptor (NAGly receptor), also known as G protein-coupled receptor 18 (GPR18), is a protein that in humans is encoded by the ''GPR18'' gene. Along with the other previously orphan receptors GPR55 and GPR119, GPR18 has b ...
and
GPR55
G protein-coupled receptor 55 also known as GPR55 is a G protein-coupled receptor that in humans is encoded by the ''GPR55'' gene.
GPR55, along with GPR119 and GPR18, have been implicated as novel cannabinoid receptors.
History
GPR55 was ide ...
.
See also
*
Abeo-HHC acetate
*
Abn-CBD
*
CBD-DMH
*
Exo-THC
*
Iso-THC
*
HU-211
Dexanabinol (HU-211 or ETS2101) is a synthetic cannabinoid derivative in development by e-Therapeutics plc. It is the "unnatural" enantiomer of the potent cannabinoid agonist HU-210. Unlike other cannabinoid derivatives, HU-211 does not act as a ...
*
Perrottetinene
Perrottetinene is a naturally occurring cannabinoid compound found in liverworts from the family Radulaceae native to Japan, New Zealand and Costa Rica, namely '' Cladoradula perrottetii'', '' Radula marginata'' and ''Radula laxiramea'', along w ...
*
Machaeriol A
References
Benzochromenes
Cannabinoids
{{cannabinoid-stub