11-OH-Δ9-THC

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Introduction

11-OH-Δ9-THC is the first break-down product of THC. 11-OH-Δ9-THC is more psychoactive than THC and is degraded faster but the pharmacology and therapeutic properties of 11-OH-Δ9-THC are still under investigation.

Chemical Name

11-OH-Δ9-TetraHydroCannabinol

Wikipedia Entry

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Literature Discussion

In a mouse model of epilepsy (Maximal Electro Shock), the following cannabinoids were found to be anti-convulsive (ED50)(Devinsky et al., 2014): CBD 120 mg/kg Δ9THC 100 mg/kg 11-OH-Δ9THC 14 mg/kg 8β-OH-Δ9THC 100 mg/kg Δ9THCA 200-400 mg/kg Δ8THC 80 mg/kg CBN 230 mg/kg Δ9α/β-OH-hexahydro-CBN 100 mg/kg Apart from that the doses reported above are incredibly high, it does provide a proof of principle that many cannabinoids exert anti-convulsive effects.

References:

Devinsky, O., Cilio, M.R., Cross, H., Fernandez-Ruiz, J., French, J., Hill, C., Katz, R., Di Marzo, V., Jutras-Aswad, D., Notcutt, W.G., et al. (2014). Cannabidiol: pharmacology and potential therapeutic role in epilepsy and other neuropsychiatric disorders. Epilepsia 55, 791–802.

Synthetic Pathways

11-OH-Δ9-THC is the primary degradation product of THC.

Degradation Pathways

11-OH-Δ9-THC is further degraded to 11-COOH-THC.