Cannabinol
Cannabinol (CBN) is a mildly psychoactive cannabinoid (e.g., CBD) that acts as a low affinity partial agonist at both CB1 and CB2 receptors. This activity at CB1 and CB2 receptors constitutes interaction of CBN with the endocannabinoid system (ECS).
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| ECHA InfoCard | 100.216.772 |
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| Formula | C21H26O2 |
| Molar mass | 310.437 g·mol−1 |
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| Melting point | 76–77 °C (169–171 °F) |
| Solubility in water | Insoluble in water, soluble in methanol and ethanol mg/mL (20 °C) |
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In 1896 Cannabinol was first discovered in Cannabis by Thomas Barlow Wood, W.T Newton Spivey, and Thomas Easterfield. In the early 1930s CBNs structure was identified by Robert Sidney Cahn., marking the first development of a cannabis extract.
Its structure and chemical synthesis were achieved by 1940, followed by some of the first basic research studies to determine the effects of individual cannabis-derived compounds in vivo. Although CBN shares the same mechanism of action as other phytocannabinoids (e.g., Delta-9-tetrahydrocannabinol, Δ9-THC), it has a lower affinity for CB1 receptors, meaning that much higher doses of CBN are required in order to experience effects, such as mild sedation.