11-Hydroxy-THC

Drugbox
name = 11-hydroxy-delta-9-THC
IUPAC_name = (6"aR",10"aR")-9-(Hydroxymethyl)-6,6-dimethyl-3-pentyl- 6"a",7,8,10"a"-tetrahydro-6"H"-benzo ["c"] chromen-1-ol

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width= 250
CAS_number= 36557-05-8
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PubChem= 644022
DrugBank=
C=21 | H=30 | O=3
molecular_weight = 330.461 g/mol
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11-Hydroxy-Δ⁹-tetrahydrocannabinol, abbreviated as 11-OH-THC, is the main active metabolite of THC which is formed in the body after cannabis consumption.cite journal
author=Johnson JR, Jennison TA, Peat MA, Foltz RL
title=Stability of delta 9-tetrahydrocannabinol (THC), 11-hydroxy-THC, and 11-nor-9-carboxy-THC in blood and plasma
journal=Journal of analytical toxicology
volume=8
issue=5
pages=202–4
year=1984
pmid=6094914
doi=] 11-Hydroxy-THC has been shown to be active in its own rightcite journal
author=Turkanis SA, Karler R
title=Changes in neurotransmitter release at a neuromuscular junction of the lobster caused by cannabinoids
journal=Neuropharmacology
volume=27
issue=7
pages=737–42
year=1988
pmid=2901683
doi=] , but the effects produced are not necessarily identical to those of THC.cite journal
author=Hollister LE, Gillespie HK
title=Action of delta-9-tetrahydrocannabinol. An approach to the active metabolite hypothesis
journal=Clin. Pharmacol. Ther.
volume=18
issue=06
pages=714–9
year=1975
pmid=1204277
doi=] This might partially explain the biphasic effects of cannabis, whereby some effects such as increased appetite tend to be delayed rather than occurring immediately when the drug is consumed. [Lemberger L, Martz R, Rodda B, Forney R, Rowe H. Comparative pharmacology of Delta9-tetrahydrocannabinol and its metabolite, 11-OH-Delta9-tetrahydrocannabinol. "Journal of Clinical Investigation". 1973 Oct;52(10):2411-7. PMID 4729039]

11-Hydroxy-THC is subsequently metabolised further to 11-nor-9-carboxy-THC, which is not psychoactive but might still play a role in the analgesic and anti-inflammatory effects of cannabis.

References