Perrottetinene

Perrottetinene
Clinical data
ATC code none
Identifiers
CAS Number 160041-34-9 YesY
PubChem (CID) 24766094
ChemSpider 28284856
Chemical and physical data
Formula C24H28O2
Molar mass 348.477 g/mol
3D model (Jmol) Interactive image
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Perrottetinene is a naturally occurring cannabinoid compound found in the New Zealand liverwort plant Radula marginata and other species from the Radula genus,[1] 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.[2][3] Stereoselective synthesis of perrottinene has also been carried out to investigate the activity of its different enantiomers.[4]

References

  1. Cullmann F, Becker H. Prenylated bibenzyls from the liverwort Radula laxiramea. Zeitschrift für Naturforschung. 1999; 54(3-4): 147-150. ISSN 0939-5075
  2. Toyota, Masao; Kinugawa, Tomohide; Asakawa, Yoshinoiu (1994). "Bibenzyl cannabinoid and bisbibenzyl derivative from the liverwort Radula perrottetii". Phytochemistry. 37 (3): 859. doi:10.1016/S0031-9422(00)90371-6.
  3. Toyota, Masao; Shimamura, Takuji; Ishii, Hikari; Renner, Matt; Braggins, John; Asakawa, Yoshinori (2002). "New Bibenzyl Cannabinoid from the New Zealand Liverwort Radula marginata". Chemical & Pharmaceutical Bulletin. 50 (10): 1390. doi:10.1248/cpb.50.1390.
  4. Song, Yanling; Hwang, Soonho; Gong, Ping; Kim, Deukjoon; Kim, Sanghee (2008). "Stereoselective Total Synthesis of (−)-Perrottetinene and Assignment of Its Absolute Configuration". Organic Letters. 10 (2): 269. doi:10.1021/ol702692q. PMID 18085788.


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