3′-Hydroxy-THC

3′-Hydroxy-THC (3′-OH-Δ9-THC) is a minor active metabolite of THC, the main psychoactive component of cannabis. It is one of a number of metabolites of THC hydroxylated on the pentyl side chain, but while the other side-chain hydroxyl isomers are much weaker or inactive, the S enantiomer of 3′-OH-THC is several times more potent than THC itself, and while it is produced in smaller amounts than other active metabolites such as 11-Hydroxy-THC and 8,11-Dihydroxy-THC, it is thought to contribute to the overall pharmacological profile of cannabis.

Metabolism of THC

• 3′-Hydroxy-THC
• Subtopic: 1,2-Didehydro-3-oxo-THCO
• Metabolism of delta1-tetrahydrocannabinol by the isolated perfused dog lung
• Comparison with in vitro liver metabolism
• Journal of Pharmacy and Pharmacology
• DOI: 10.1111/j.2042-7158.1975.tb10227.x
• PMID: 1493

Hydroxylated Cannabinoid Metabolites

• 7-Hydroxycannabidiol
• Cannabinoids: Metabolites hydroxylated in the pentyl side chain
• Book: Marihuana
• Berlin, Heidelberg: Springer
• Pages: 141–157
• DOI: 10.1007/978-3-642-51624-5_12

Biologically Active Metabolites of THC

• 11-Hydroxy-Delta-8-THC
• 3-Hydroxy- and (+/-)-3,11-dihydroxy-delta 9-tetrahydrocannabinol
• Biologically active metabolites of delta 9-tetrahydrocannabinol
• Journal of Medicinal Chemistry
• Pages: 1447–50
• DOI: 10.1021/jm00354a011

Pharmacological Potency of THC Metabolites

• 11-Nor-9-carboxy-THC
• Pharmacological potency of R- and S-3-hydroxy-delta 9-tetrahydrocannabinol
• Additional structural requirement for cannabinoid activity
• Pharmacology, Biochemistry, and Behavior
• Pages: 61–5
• DOI: 10.1016/0091-3057(84)90131-x

Human Cannabinoid Pharmacokinetics

• Human cannabinoid pharmacokinetics
• Chemistry & Biodiversity
• Volume: 4 (8)
• Pages: 1770–804
• DOI: 10.1002/cbdv.200790152
• PMID: 17712819

3′-Hydroxy-THC Data Sources