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noribogaine

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noribogaine

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Noribogaine, also known as '''O-desmethylibogaine or 12-hydroxyibogamine', is the principal psychoactive metabolite of the oneirogen ibogaine. It is thought to be involved in the antiaddictive effects of ibogaine-containing plant extracts, such as Tabernanthe iboga''.

Chemical data

Formula
C19H24N2O
Molecular weight
296.4 g/mol
IUPAC name
(1R,15R,17S,18S)-17-ethyl-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4(9),5,7-tetraen-7-ol
SMILES
CC[C@H]1C[C@@H]2C[C@@H]3[C@H]1N(C2)CCC4=C3NC5=C4C=C(C=C5)O
InChIKey
RAUCDOKTMDOIPF-RYRUWHOVSA-N
XLogP
3.6
Polar surface area
39.3 Ų
H-bond donors
2
H-bond acceptors
2
Formal charge
0

via PubChem

Wikidata facts

Mass
296.188863
Show 4 more facts
chemical formula
C₁₉H₂₄N₂O
canonical SMILES
CCC1CC2CC3C1N(C2)CCC4=C3NC5=C4C=C(C=C5)O
isomeric SMILES
CC[C@H]1C[C@@H]2C[C@@H]3[C@H]1N(C2)CCC4=C3NC5=C4C=C(C=C5)O
Commons category
Noribogaine
Sources (2)

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Encyclopedic overview

11 sections
Contents
  • Use and effects
  • Adverse effects
  • Interactions
  • Pharmacology
  • Pharmacodynamics
  • Pharmacokinetics
  • Chemistry
  • Analogues
  • History
  • See also
  • References

Noribogaine, also known as '''O-desmethylibogaine or 12-hydroxyibogamine', is the principal psychoactive metabolite of the oneirogen ibogaine. It is thought to be involved in the antiaddictive effects of ibogaine-containing plant extracts, such as Tabernanthe iboga''.

The drug appears to have a complex mechanism of action, with many different observed activities. Some of its most potent actions is atypical κ-opioid receptor agonism and serotonin reuptake inhibition. Noribogaine has potent psychoplastogenic effects similarly to ibogaine.

Excerpted from Wikipedia’s “noribogaine” article, available under the CC BY-SA 4.0 licence.

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