(-)-Noribogaine
(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
Molecular Identity
(-)-Noribogaine
(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
PubChem CID: 3083548
Noribogaine is an organic heteropentacyclic compound that is ibogamine in which the indole hydrogen para to the indole nitrogen has been replaced by a hydroxy group.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. It has a role as a psychotropic drug, a serotonin uptake inhibitor, a kappa-opioid receptor agonist and a NMDA receptor antagonist. It is an organic heteropentacyclic compound, a secondary amino compound, a tertiary amino compound and a monoterpenoid indole alkaloid. It is functionally related to an ibogaine. It is a conjugate base of a noribogaine(1+).
2D Structure
Properties
C19H24N2O
Molecular Formula
296.40
Molecular Weight
g/mol
296.1889
Exact Mass
Da
3.6
XLogP
Drug-like (Lipinski: < 5)
39.3
TPSA
Good oral absorption (< 140 A²)
2
H-Bond Donors
2
H-Bond Acceptors
441
Complexity
SMILES
Canonical SMILES
SMILES: CCC1CC2CC3C1N(C2)CCC4=C3NC5=C4C=C(C=C5)OIsomeric SMILES
SMILES: CC[C@H]1C[C@@H]2C[C@@H]3[C@H]1N(C2)CCC4=C3NC5=C4C=C(C=C5)OSynonyms(20)
Noribogaine(-)-NoribogaineIbogamin-12-ol481-88-9CHEBI:146264DTXSID90963998RefChem:905569DTXCID20139171912-hydroxy-ibogamine12-Hydroxyibogamine12-OH-ibogamine87T5QTN9SKIbogaine, O-demethyl-J666.099AO-Demethylibogaine
Data from PubChem (NCBI)
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Drug Network
Trials and conditions connected to (-)-Noribogaine
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