Δ-10-Tetrahydrocannabinol

Δ-10-Tetrahydrocannabinol (Delta-10-THC, Δ¹⁰-THC, alternatively numbered as Δ²-THC) is a positional isomer of tetrahydrocannabinol, discovered 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 as well as the double bond in the 10th position instead of the 9th maintaining about 30 to 40 percent the potency of delta-9-THC.^[1][2][3] Δ¹⁰-THC has rarely been reported as a trace component of natural cannabis, though it 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 synthesized directly from delta-9-THC.^[7]

Δ-10-Tetrahydrocannabinol

Identifiers
IUPAC name 6,6,9-trimethyl-3-pentyl-6a,7,8,9-tetrahydrobenzo[c]chromen-1-ol
CAS Number	95543-62-7 Y (9R) 95588-87-7 (9S)
PubChem CID	71440386
ChemSpider	30906591
UNII	X5NJ9Z2UMY
KEGG	C22740
Chemical and physical data
Formula	C21H30O2
Molar mass	314.469 g·mol−1
3D model (JSmol)	Interactive image
SMILES CCCCCC1=CC(=C2C3=CC(CCC3C(OC2=C1)(C)C)C)O
InChI InChI=1S/C21H30O2/c1-5-6-7-8-15-12-18(22)20-16-11-14(2)9-10-17(16)21(3,4)23-19(20)13-15/h11-14,17,22H,5-10H2,1-4H3 Key:YLTWYAXWDLZZCU-UHFFFAOYSA-N