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noribogaine
Sign in to saveNoribogaine, 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)
via Wikidata · CC0
~7 min read
Encyclopedic overview
11 sectionsContents
- 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.