11-Hydroxy-Delta-8-THC explained

11-Hydroxy-Delta-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]

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 legal Δ⁸-THC and illegal Δ⁹-THC.^{[2] [3] [4] [5] [6]}

See also

• 11-Hydroxy-THC
• 11-Hydroxyhexahydrocannabinol
• 3'-Hydroxy-THC
• 7-Hydroxycannabidiol
• 8,11-Dihydroxytetrahydrocannabinol
• 9-OH-HHC
• 11-OH-HHC
• 11-OH-CBN
• 11-Nor-9-carboxy-THC
• Delta-6-Cannabidiol
• Delta-10-Tetrahydrocannabinol
• HU-210
• Delta-11-Tetrahydrocannabinol

Notes and References

1. Mechoulam R, Hanus L . A historical overview of chemical research on cannabinoids . Chemistry and Physics of Lipids . 108 . 1–2 . 1–13 . November 2000 . 11106779 . 10.1016/s0009-3084(00)00184-5 .
2. Watanabe K, Yamamoto I, Oguri K, Yoshimura H . Identification and determination of 11-oxo-delta8-tetrahydrocannabinol as an intermediate metabolite of delta8-tetrahydrocannabinol in the mouse brain and liver . Journal of Pharmacobio-Dynamics . 3 . 12 . 686–91 . December 1980 . 6268770 . 10.1248/bpb1978.3.686 . free .
3. Watanabe K, Yamamoto I, Oguri K, Yoshimura H . Metabolic disposition of delta 8-tetrahydrocannabinol and its active metabolites, 11-hydroxy-delta 8-tetrahydrocannabinol and 11-oxo-delta 8-tetrahydrocannabinol, in mice . Drug Metabolism and Disposition . 1981 . 9 . 3 . 261–4 . 6113937 .
4. Book: Järbe TU, Mathis DA . Discriminative stimulus functions of cannabinoids/cannabimimetics . Drug Discrimination: Applications to Drug Abuse Research . NIDA Research Monograph . 116 . 75–99 . 1991 . 1369683 .
5. Yamamoto I, Kimura T, Kamei A, Yoshida H, Watanabe K, Ho IK, Yoshimura H . Competitive inhibition of delta8-tetrahydrocannabinol and its active metabolites for cannabinoid receptor binding . Biological & Pharmaceutical Bulletin . 21 . 4 . 408–10 . April 1998 . 9586583 . 10.1248/bpb.21.408 . free .
6. Chan-Hosokawa A, Nguyen L, Lattanzio N, Adams WR . Emergence of Delta-8 Tetrahydrocannabinol (THC) in DUID Investigation Casework: Method Development, Validation and Application . Journal of Analytical Toxicology . 46. 1. March 2021 . 1–9 . 33754645 . 10.1093/jat/bkab029 . free .