Chemistry:11-Hydroxy-Delta-8-THC
From HandWiki
Short description: Chemical compound
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| Formula | C21H30O3 |
| Molar mass | 330.468 g·mol−1 |
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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
References
- ↑ "A historical overview of chemical research on cannabinoids". Chemistry and Physics of Lipids 108 (1–2): 1–13. November 2000. doi:10.1016/s0009-3084(00)00184-5. PMID 11106779.
- ↑ "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. doi:10.1248/bpb1978.3.686. PMID 6268770.
- ↑ "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 9 (3): 261–4. 1981. PMID 6113937.
- ↑ "Discriminative stimulus functions of cannabinoids/cannabimimetics". Drug Discrimination: Applications to Drug Abuse Research. NIDA Research Monograph. 1991. pp. 75–99.
- ↑ "Competitive inhibition of delta8-tetrahydrocannabinol and its active metabolites for cannabinoid receptor binding". Biological & Pharmaceutical Bulletin 21 (4): 408–10. April 1998. doi:10.1248/bpb.21.408. PMID 9586583.
- ↑ "Emergence of Delta-8 Tetrahydrocannabinol (THC) in DUID Investigation Casework: Method Development, Validation and Application". Journal of Analytical Toxicology 46 (1): 1–9. March 2021. doi:10.1093/jat/bkab029. PMID 33754645.
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