Perrottetinene

Perrottetinene
Clinical data
ATC code	none;
Legal status
Legal status	BR: List F2; CA: Schedule II;
Identifiers
	IUPAC name (6aS,10aR)- 6,6,9-trimethyl- 3-(2-phenylethyl)- 6a,7,8,10a-tetrahydrobenzo[c]chromen- 1-ol;
CAS Number	160041-34-9 ;
PubChem CID	24766094;
ChemSpider	28284856;
CompTox Dashboard (EPA)	DTXSID401028205 ;
Chemical and physical data
Formula	C24H28O2
Molar mass	348.486 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC1=C[C@H]2c3c(cc(cc3OC([C@H]2CC1)(C)C)CCc4ccccc4)O;
	InChI 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 liverworts from the family Radulaceae native to Japan, New Zealand and Costa Rica, namely Cladoradula perrottetii, Radula marginata and Radula laxiramea, along with a number of similar compounds. Its chemical structure closely resembles that of THC, the main active component of marijuana but with a cis rather than trans conformation and a bibenzyl tailchain instead of pentyl. The absolute configuration of perrottetinene was established in 2008 by an enantioselective total synthesis.

Clinical data

ATC code	none
Legal status
Legal status	BR: List F2 CA: Schedule II
Identifiers
IUPAC name (6aS,10aR)- 6,6,9-trimethyl- 3-(2-phenylethyl)- 6a,7,8,10a-tetrahydrobenzo[c]chromen- 1-ol
CAS Number	160041-34-9^Y
PubChem CID	24766094
ChemSpider	28284856
CompTox Dashboard (EPA)	DTXSID401028205
Chemical and physical data
Formula	C₂₄H₂₈O₂
Molar mass	348.486 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CC1=C[C@H]2c3c(cc(cc3OC([C@H]2CC1)(C)C)CCc4ccccc4)O
InChI 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)