3'-Hydroxy-THC: Difference between revisions
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←Created page with '{{Drugbox | IUPAC_name = (6aR,10aR)-3-[(3S)-3-hydroxypentyl]-6,6,9-trimethyl-6a,7,8,10a-tetrahydrobenzo[c]chromen-1-ol | image = 3'-OH-THC_structure.png | width = 220 <!--Clinical data--> | pregnancy_category = | legal_status = | routes_of_administration = <!--Pharmacokinetic data--> | bioavailability = | metabolism = | excretion = <!--Identifiers--> | CAS_number = | PubChem = 101594562 | ChemSpiderID = | ChEMBL = | ChEBI = | UNII = <!--Che...' |
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Revision as of 09:26, 16 September 2021
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| Chemical and physical data | |
| Formula | C21H30O3 |
| Molar mass | 330.468 g·mol−1 |
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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 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-Dihydroxytetrahydrocannabinol, it is thought to contribute to the overall phamacological profile of cannabis.[1][2][3][4]
See also
References
- ^ Widman M, Nordqvist M, Dollery CT, Briant RH. Metabolism of Δ1-tetrahydrocannabinol by the isolated perfused dog lung. Comparison with in vitro liver metabolism. Journal of Pharmacy and Pharmacology 1975; 27: 842-848. doi:10.1111/j.2042-7158.1975.tb10227.x
- ^ Agurell S. et al. (1976) Cannabinoids: Metabolites Hydroxylated in the Pentyl Side Chain. In: Nahas G.G., Paton W.D.M., Idänpään-Heikkilä J.E. (eds) Marihuana. Springer, Berlin, Heidelberg. doi:10.1007/978-3-642-51624-5_12
- ^ Martin BR, Kallman MJ, Kaempf GF, Harris LS, Dewey WL, Razdan RK. Pharmacological potency of R- and S-3'-hydroxy-delta 9-tetrahydrocannabinol: additional structural requirement for cannabinoid activity. Pharmacol Biochem Behav. 1984 Jul;21(1):61-5. doi:10.1016/0091-3057(84)90131-x PMID 6087379
- ^ Huestis MA. Human cannabinoid pharmacokinetics. Chem Biodivers. 2007 Aug;4(8):1770-804. doi:10.1002/cbdv.200790152 PMID 17712819
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