Isotetrahydrocannabinol

Isotetrahydrocannabinol (iso-THC or Δ8-Isotetrahydrocannabinol) is a phytocannabinoid commonly found as a component in synthetic THC which has been made from acid-catalyzed cyclization of cannabidiol.^[1] iso-THC can be described as the upper cyclization product of CBD, while THC is the lower cyclization product of CBD. Its pharmacology has not been studied, though it is commonly found in commercially marketed Δ⁸-THC products.^[2][3][4][5]

Isotetrahydrocannabinol

Identifiers
IUPAC name (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
CAS Number	23050-47-7 Y
PubChem CID	166057750
Chemical and physical data
Formula	C21H30O2
Molar mass	314.469 g·mol−1
3D model (JSmol)	Interactive image
SMILES C=C(C)[C@@H]1CCC2(C)C[C@H]1c1c(cc(CCCCC)cc1O)O2
InChI InChI=1S/C21H30O2/c1-5-6-7-8-15-11-18(22)20-17-13-21(4,23-19(20)12-15)10-9-16(17)14(2)3/h11-12,16-17,22H,2,5-10,13H2,1,3-4H3/t16-,17?,21?/m0/s1 Key:NUXUDGMVYZUFNQ-BQJIDLTASA-N

Via a migration of the exocyclic double bond iso-THC can easily rearrange to delta-4(8)-iso-THC, which can also be found in Δ8 THC products.^[6]

Iso-THC can be found as an impurity in pharmaceutical Dronabinol.^[7][8]

See also

• Abeo-HHC acetate
• Cannabicyclol
• Cannabielsoin
• Cis-THC
• Exo-THC