Delta-10-Tetrahydrocannabinol
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Formula | C21H30O2 |
Molar mass | 314.469 g·mol−1 |
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Delta-10-Tetrahydrocannabinol (Delta-10-THC, Δ10-THC, alternatively numbered as Δ2-THC) is a synthetic isomer of tetrahydrocannabinol, developed in the 1980s. Two enantiomers have been reported in the literature, with the 9-methyl group in either the (R) or (S) conformation; of these the (R) enantiomer appears to be the more active isomer.[1][2][3] Δ10-THC has rarely been reported as a trace component of natural cannabis, though is thought to be a degradation product similar to cannabinol rather than being produced by the plant directly, however it is found more commonly as an impurity in synthetic delta-8-THC produced from cannabidiol,[4][5][6] and can also be synthesised directly from delta-9-THC.[7]
See also[]
- 7,8-Dihydrocannabinol
- 9-OH-HHC
- Delta-3-Tetrahydrocannabinol
- Delta-4-Tetrahydrocannabinol
- Delta-7-Tetrahydrocannabinol
- Delta-6-Cannabidiol
- Hexahydrocannabinol
- THC-O-acetate
References[]
- ^ Srebnik M, Lander N, Breuer A, Mechoulam R (1984). "Base-catalysed double-bond isomerizations of cannabinoids: structural and stereochemical aspects". Journal of the Chemical Society, Perkin Transactions 1: 2881–6. doi:10.1039/P19840002881.
- ^ Järbe TU, Hiltunen AJ, Mechoulam R, Srebnik M, Breuer A (November 1988). "Separation of the discriminative stimulus effects of stereoisomers of delta 2- and delta 3-tetrahydrocannabinols in pigeons". European Journal of Pharmacology. 156 (3): 361–6. doi:10.1016/0014-2999(88)90281-6. PMID 2850933.
- ^ WHO Expert Committee on Drug Dependence Critical Review. Isomers of THC (PDF) (Report). World Health Organization. 2018.
- ^ Hanuš LO, Meyer SM, Muñoz E, Taglialatela-Scafati O, Appendino G (November 2016). "Phytocannabinoids: a unified critical inventory". Natural Product Reports. 33 (12): 1357–1392. doi:10.1039/c6np00074f. PMID 27722705.
- ^ Chan-Hosokawa A, Nguyen L, Lattanzio N, Adams WR (March 2021). "Emergence of Delta-8 Tetrahydrocannabinol (THC) in DUID Investigation Casework: Method Development, Validation and Application". Journal of Analytical Toxicology. doi:10.1093/jat/bkab029. PMID 33754645.
- ^ Erickson BE. Delta-8-THC craze concerns chemists. Chemical & Engineering News, 30 August 2021
- ^ WO 2020248059, Adair C, Geiling B, Haghdoost Manjili M., "Methods for preparing cannabinoids by base-promoted double-bond migration.", published 2020-12-17, assigned to Canopy Growth Corporation
Categories:
- Benzochromenes
- Cannabinoids
- Heterocyclic compounds with 3 rings
- Cannabinoid stubs