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Formula | C23H34O2 |
Molar mass | 342.523 g·mol−1 |
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(-)-Trans-Δ9-tetrahydrocannabiphorol (Δ9-THCP, (C7)-Δ9-THC, and THC-Heptyl), is a potent phytocannabinoid, a CB1 and CB2 agonist which was known as a synthetic homologue of THC,[1] but for the first time in 2019 was isolated as a natural product in trace amounts from Cannabis sativa. It is structurally similar to Δ9-THC, the main active component of cannabis, but with the pentyl side chain extended to heptyl. Since it has a longer side chain, its cannabinoid effects are "far higher than Δ9-THC itself." It is said to have at least 30 times higher affinity to cannabinoid receptors than THC.[2] The binding activity of Delta-9-THCP against human CB1 receptor in vitro is Ki = 1.2 nM.[3] and the binding activity of Delta-8-THCP against human CB1 receptor in vitro is Ki = 22 nM.[4]
The corresponding heptyl homologue of cannabidiol was also identified in the same study, and named cannabidiphorol (CBDP).[3]
The Δ8 isomer is also known as a synthetic cannabinoid under the code name JWH-091 but should not be confused with other JWH compounds of unrelated structure classes such as JWH-018, an indole which structurally unrelated to JWH-091 but happens to include JWH in its nickname. ,[5][4] It's unconfirmed whether or not Delta-8-THCP is found naturally in cannabis plants, but likely is due to Delta-8-THC itself being a degraded form of Delta-9-THC. [6] JWH-091 has approximately double the binding affinity at the CB1 receptor (22nM ± 3.9nM) in comparison to Delta-9-THC (40.7nM ± 1.7nM) or Delta-8-THC (44nM ± 12nM).[4] but appears significantly higher in vitro than the binding activity of Delta-9-THCP (Ki = 1.2 nM CB1)[3]