Tetrahydrocannabihexol Explained

Tetrahydrocannabihexol (Δ⁹-THCH, Δ⁹-Parahexyl, n-Hexyl-Δ⁹-THC) is a phytocannabinoid, the hexyl homologue of tetrahydrocannabinol (THC) which was first isolated from Cannabis plant material in 2020 along with the corresponding hexyl homologue of cannabidiol,^{[1] [2]} though it had been known for several decades prior to this as an isomer of the synthetic cannabinoid parahexyl.^[3] Another isomer Δ⁸-THCH is also known as a synthetic cannabinoid under the code number JWH-124,^{[4] [5]} though it is unclear whether this occurs naturally in Cannabis, but likely is due to Δ⁸-THC itself being a degraded form of Δ⁹-THC. THC-Hexyl can be synthesized from 4-hexylresorcinol and was studied by Roger Adams as early as 1942.^[6]

See also

• Cannabidiphorol
• Hexahydrocannabihexol
• Tetrahydrocannabiorcol
• Tetrahydrocannabivarin
• Tetrahydrocannabutol
• Tetrahydrocannabiphorol

Notes and References

1. Linciano P, Citti C, Russo F, Tolomeo F, Laganà A, Capriotti AL, Luongo L, Iannotta M, Belardo C, Maione S, Forni F, Vandelli MA, Gigli G, Cannazza G . Identification of a new cannabidiol n-hexyl homolog in a medicinal cannabis variety with an antinociceptive activity in mice: cannabidihexol . Scientific Reports . 10 . 1 . 22019 . December 2020 . 33328530 . 10.1038/s41598-020-79042-2 . 7744557 . 2020NatSR..1022019L .
2. Radwan MM, Chandra S, Gul S, ElSohly MA . Cannabinoids, Phenolics, Terpenes and Alkaloids of Cannabis . Molecules . 26 . 9 . May 2021 . 2774 . 34066753 . 10.3390/molecules26092774 . 8125862 . free .
3. Brown NK, Harvey DJ . Metabolism of n-hexyl-homologues of delta-8-tetrahydrocannabinol and delta-9-tetrahydrocannabinol in the mouse . European Journal of Drug Metabolism and Pharmacokinetics . 13 . 3 . 165–76 . 1988 . 2853671 . 10.1007/BF03189936 . 10612593 .
4. Martin BR, Jefferson R, Winckler R, Wiley JL, Huffman JW, Crocker PJ, Saha B, Razdan RK . Manipulation of the tetrahydrocannabinol side chain delineates agonists, partial agonists, and antagonists . The Journal of Pharmacology and Experimental Therapeutics . 290 . 3 . 1065–79 . September 1999 . 10454479 .
5. Bow EW, Rimoldi JM . The Structure-Function Relationships of Classical Cannabinoids: CB1/CB2 Modulation . Perspectives in Medicinal Chemistry . 8 . 17–39 . 2016 . 27398024 . 4927043 . 10.4137/PMC.S32171 .
6. Tetrahydrocannabinol Homologs and Analogs with Marihuana Activity. XIII¹ . 10.1021/ja01255a061 . 1942 . Adams R, Loewe S, Smith CM, McPhee WD . Journal of the American Chemical Society . 64 . 3 . 694–697 .