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CHEBI:146264 - noribogaine

ChEBI IDCHEBI:146264
ChEBI Namenoribogaine
Stars
DefinitionAn organic heteropentacyclic compound that is ibogamine in which the indole hydrogen para to the indole nitrogen has been replaced by a hydroxy group. It is the primary (and long-lived) metabolite of ibogaine, the psychoactive indole alkaloid found in the African rainforest shrub Tabernanthe iboga.
Last Modified6 March 2020
SubmitterGareth Owen
DownloadsMolfile
FormulaC19H24N2O
Net Charge0
Average Mass296.414
Monoisotopic Mass296.18886
SMILES[H][C@@]12C[C@H](CC)[C@]3([H])[N@@](CCc4c(nc5ccc(O)cc45)[C@]3([H])C1)C2
InChIInChI=1S/C19H24N2O/c1-2-12-7-11-8-16-18-14(5-6-21(10-11)19(12)16)15-9-13(22)3-4-17(15)20-18/h3-4,9,11-12,16,19-20,22H,2,5-8,10H2,1H3/t11-,12+,16+,19+/m1/s1
InChIKeyRAUCDOKTMDOIPF-RYRUWHOVSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
kappa-opioid receptor agonist  A compound that exhibits agonist activity at the κ-opioid receptor.
NMDA receptor antagonist  Any substance that inhibits the action of N-methyl-D-aspartate (NMDA) receptors. They tend to induce a state known as dissociative anesthesia, marked by catalepsy, amnesia, and analgesia, while side effects can include hallucinations, nightmares, and confusion. Due to their psychotomimetic effects, many NMDA receptor antagonists are used as recreational drugs.
serotonin uptake inhibitor  A compound that specifically inhibits the reuptake of serotonin in the brain. This increases the serotonin concentration in the synaptic cleft which then activates serotonin receptors to a greater extent.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Applications:
kappa-opioid receptor agonist  A compound that exhibits agonist activity at the κ-opioid receptor.
serotonin uptake inhibitor  A compound that specifically inhibits the reuptake of serotonin in the brain. This increases the serotonin concentration in the synaptic cleft which then activates serotonin receptors to a greater extent.
psychotropic drug  A loosely defined grouping of drugs that have effects on psychological function.
ChEBI Ontology
Outgoing Relation(s)
noribogaine (CHEBI:146264) has functional parent ibogaine (CHEBI:5852)
noribogaine (CHEBI:146264) has role NMDA receptor antagonist (CHEBI:60643)
noribogaine (CHEBI:146264) has role psychotropic drug (CHEBI:35471)
noribogaine (CHEBI:146264) has role serotonin uptake inhibitor (CHEBI:50949)
noribogaine (CHEBI:146264) has role κ-opioid receptor agonist (CHEBI:59282)
noribogaine (CHEBI:146264) is a monoterpenoid indole alkaloid (CHEBI:65323)
noribogaine (CHEBI:146264) is a organic heteropentacyclic compound (CHEBI:38164)
noribogaine (CHEBI:146264) is a secondary amino compound (CHEBI:50995)
noribogaine (CHEBI:146264) is a tertiary amino compound (CHEBI:50996)
noribogaine (CHEBI:146264) is conjugate base of noribogaine(1+) (CHEBI:146258)
Incoming Relation(s)
noribogaine(1+) (CHEBI:146258) is conjugate acid of noribogaine (CHEBI:146264)
IUPAC Name 
(18R)-ibogamine-12-ol
Synonyms  Source
O-demethylibogaineChemIDplus
O-noribogaineChemIDplus
ibogamin-12-olChemIDplus
12-hydroxyibogamineChemIDplus
O-desmethylibogaineChEBI
Manual XrefsDatabases
NoribogaineWikipedia
Registry NumbersSources
CAS:481-88-9ChemIDplus
Citations