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Perrottetinene
Systematic (IUPAC) name
(6aS,10aR)- 6,6,9-trimethyl- 3-(2-phenylethyl)- 6a,7,8,10a-tetrahydrobenzo[c]chromen- 1-ol
Identifiers
CAS number  ?
ATC code none
PubChem 24766094
Chemical data
Formula C 24H28O2  
Mol. mass 348.477 g/mol
SMILES eMolecules & PubChem
Pharmacokinetic data
Bioavailability  ?
Metabolism  ?
Half life  ?
Excretion  ?
Therapeutic considerations
Pregnancy cat.  ?
Legal status
Routes  ?

Perrottetinene is a naturally occurring cannabinoid compound found in the New Zealand liverwort plant Radula marginata and other species from the Radula genus, along with a number of similar compounds. Its chemical structure closely resembles that of THC, the main active component of marijuana, and it is thought that perrottetinene may also be an active cannabinoid agonist although detailed pharmacological investigation of the compound has yet to be reported.[1][2] Stereoselective synthesis of perrottinene has also been carried out to investigate the activity of its different enantiomers.[3]

References

  1. ^ Toyota M, Kinugawa T, Asakawa Y. Bibenzyl Cannabinoid and Bisbibenzyl Derivative from the Liverwort Radula perrottetii. Phytochemistry 1994; 37(3):859-862.
  2. ^ Toyota M, Shimamura T, Ishii H, Renner M, Braggins J, Asakawa Y. New bibenzyl cannabinoid from the New Zealand liverwort Radula marginata. Chemical and Pharmaceutical Bulletin (Tokyo). 2002 Oct;50(10):1390-2. PMID 12372871
  3. ^ Song Y, Hwang S, Gong P, Kim D, Kim S. Stereoselective total synthesis of (-)-perrottetinene and assignment of its absolute configuration. Organic Letters. 2008 Jan 17;10(2):269-71. PMID 18085788
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