11-Hydroxy-Δ-8-THC

11-Hydroxy-Δ-8-THC
Clinical data
Other names	7-OH-Δ6-THC
Drug class	Cannabinoid
ATC code	None;
Identifiers
	IUPAC name (6aR,10aR)-9-(hydroxymethyl)-6,6-dimethyl-3-pentyl-6a,7,10,10a-tetrahydrobenzo[c]chromen-1-ol;
CAS Number	28646-40-4 [EPA];
PubChem CID	185651;
ChemSpider	161395;
UNII	GM4TR07BPX;
CompTox Dashboard (EPA)	DTXSID101016542 ;
Chemical and physical data
Formula	C21H30O3
Molar mass	330.468 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CCCCCC1=CC(=C2[C@@H]3CC(=CC[C@H]3C(OC2=C1)(C)C)CO)O;
	InChI InChI=1S/C21H30O3/c1-4-5-6-7-14-11-18(23)20-16-10-15(13-22)8-9-17(16)21(2,3)24-19(20)12-14/h8,11-12,16-17,22-23H,4-7,9-10,13H2,1-3H3/t16-,17-/m1/s1; Key:LOUSQMWLMDHRIK-IAGOWNOFSA-N;

11-Hydroxy-Δ-8-tetrahydrocannabinol (11-OH-Δ⁸-THC, alternatively numbered as 7-OH-Δ⁶-THC) is an active metabolite of Δ⁸-THC, a psychoactive cannabinoid found in small amounts in Cannabis. It is an isomer of 11-OH-Δ⁹-THC, and is produced via the same metabolic pathway. It was the first cannabinoid metabolite discovered in 1970.^[1]

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It retains psychoactive effects in animal studies with higher potency than Δ⁸-THC but lower potency than 11-OH-Δ⁹-THC. With widespread legal use of semi-synthetic Δ⁸-THC in certain jurisdictions where Δ⁹-THC remains illegal, 11-OH-Δ⁸-THC is now an important metabolite for distinguishing between use of hemp-derived Δ⁸-THC and natural Δ⁹-THC.^[2]^[3]^[4]^[5]^[6]

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11-Hydroxy-Δ-8-THC

See also

References

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