Cannabicyclohexanol

Cannabicyclohexanol (CCH), also known as CP 47,497 dimethyloctyl homologue, is a cannabinoid receptor agonist drug. It was developed by Pfizer in 1979. Interestingly, an analog of CP 47,497 was discovered to be the main active ingredient in the herbal incense product Spice. Specifically, the 1,1-dimethyloctyl homologue of CP 47,497 is now known as cannabicyclohexanol1.

Here are some key points about cannabicyclohexanol:

Chemical Structure: Its IUPAC name is 2-[(1R,3S)-3-hydroxycyclohexyl]-5-(2-methylnonan-2-yl)phenol.
Potency: The 1,1-dimethyloctyl homologue of CP 47,497 is several times more potent than the parent compound. This is somewhat unexpected, as the 1,1-dimethylheptyl substituent is typically the most potent in classical cannabinoid compounds.

Enantiomers: Cannabicyclohexanol has four enantiomers, each with varying affinity for cannabinoid receptors. The (-)-cis enantiomer is expected to be the most potent, but all four enantiomers have been isolated from illicit samples.
Toxicity: (C8)-CP 47,497 has been shown to cause DNA damage and inflammation in directly exposed human cells in vitro, though its relevance in vivo remains unclear.
While cannabicyclohexanol is not listed in international drug control treaties, its use and effects warrant attention12. Remember, this information is for educational purposes, and I encourage you to seek professional advice if needed.