Isotetrahydrocannabinol

Isotetrahydrocannabinol (Iso-THC) is a phytocannabinoid similar in structure to cannabicitran which has been identified as a trace component of Cannabis, but is more commonly found as an impurity in synthetic THC which has been made from cannabidiol, along with other isomers with the double bond in a different position and the saturated dihydro derivative. Its pharmacology has not been studied, though it is commonly found as a trace impurity in commercially marketed Δ8-THC products.[1][2][3][4]

Isotetrahydrocannabinol
Identifiers
  • (1R,12R)-9-methyl-5-pentyl-12-prop-1-en-2-yl-8-oxatricyclo[7.3.1.02,7]trideca-2,4,6-trien-3-ol
PubChem CID
Chemical and physical data
FormulaC21H30O2
Molar mass314.469 g·mol−1
3D model (JSmol)
  • C=C(C)[C@@H]1CCC2(C)C[C@H]1c1c(cc(CCCCC)cc1O)O2

See also

References
  1. Marzullo P, Foschi F, Coppini DA, Fanchini F, Magnani L, Rusconi S, et al. (October 2020). "Cannabidiol as the Substrate in Acid-Catalyzed Intramolecular Cyclization". Journal of Natural Products. 83 (10): 2894–2901. doi:10.1021/acs.jnatprod.0c00436. PMC 8011986. PMID 32991167.
  2. Nguyen GN, Jordan EN, Kayser O (June 2022). "Synthetic Strategies for Rare Cannabinoids Derived from Cannabis sativa". Journal of Natural Products. 85 (6): 1555–1568. doi:10.1021/acs.jnatprod.2c00155. PMID 35648593. S2CID 249234673.
  3. Radwan MM, Wanas AS, Gul W, Ibrahim EA, ElSohly MA (April 2023). "Isolation and Characterization of Impurities in Commercially Marketed Δ8-THC Products". Journal of Natural Products. 86 (4): 822–829. doi:10.1021/acs.jnatprod.2c01008. PMID 36827690. S2CID 257183893.
  4. Tanaka R, Kikura-Hanajiri R (June 2023). "Identification of hexahydrocannabinol (HHC), dihydro-iso-tetrahydrocannabinol (dihydro-iso-THC) and hexahydrocannabiphorol (HHCP) in electronic cigarette cartridge products". Forensic Toxicology. doi:10.1007/s11419-023-00667-9. PMID 37365398. S2CID 259259903.
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