Perrottetinene

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Perrottetinene
Perrottetinene.svg
Systematic (IUPAC) name
(6aS,10aR)- 6,6,9-trimethyl- 3-(2-phenylethyl)- 6a,7,8,10a-tetrahydrobenzo[c]chromen- 1-ol
Identifiers
CAS Number 160041-34-9 YesY
ATC code none
PubChem CID: 24766094
ChemSpider 28284856
Chemical data
Formula C24H28O2
Molecular mass 348.477 g/mol
  • CC1=C[C@H]2c3c(cc(cc3OC([C@H]2CC1)(C)C)CCc4ccccc4)O
  • InChI=1S/C24H28O2/c1-16-9-12-20-19(13-16)23-21(25)14-18(15-22(23)26-24(20,2)3)11-10-17-7-5-4-6-8-17/h4-8,13-15,19-20,25H,9-12H2,1-3H3/t19-,20+/m1/s1
  • Key:DYHMKBLKWFFFSZ-UXHICEINSA-N
  (verify)

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
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