Tabernanthine

Tabernanthine
Clinical data
ATC code	none;
Identifiers
	IUPAC name (1R,15R,17S,18S)-17-ethyl-6-methoxy-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4(9),5,7-tetraene;
CAS Number	83-94-3;
PubChem CID	6326116;
ChemSpider	4885254;
UNII	TV52I1S16D;
CompTox Dashboard (EPA)	DTXSID50878514 ;
Chemical and physical data
Formula	C20H26N2O
Molar mass	310.441 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CCC1CC2CC3C1N(C2)CCC4=C3NC5=C4C=CC(=C5)OC;
	InChI InChI=1S/C20H26N2O/c1-3-13-8-12-9-17-19-16(6-7-22(11-12)20(13)17)15-5-4-14(23-2)10-18(15)21-19/h4-5,10,12-13,17,20-21H,3,6-9,11H2,1-2H3/t12-,13+,17+,20+/m1/s1; Key:UCIDWKVIQZIKEK-CFDPKNGZSA-N;

Tabernanthine is an alkaloid found in Tabernanthe iboga.

It has been used in laboratory experiments to study how addiction affects the brain.

Tabernanthine persistently reduced the self-administration of cocaine and morphine in rats.

Clinical data


ATC code	none
Identifiers
IUPAC name (1R,15R,17S,18S)-17-ethyl-6-methoxy-3,13-diazapentacyclo[13.3.1.0^2,10.0^4,9.0^13,18]nonadeca-2(10),4(9),5,7-tetraene
CAS Number	83-94-3
PubChem CID	6326116
ChemSpider	4885254
UNII	TV52I1S16D
CompTox Dashboard (EPA)	DTXSID50878514
Chemical and physical data
Formula	C₂₀H₂₆N₂O
Molar mass	310.441 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CCC1CC2CC3C1N(C2)CCC4=C3NC5=C4C=CC(=C5)OC
InChI InChI=1S/C20H26N2O/c1-3-13-8-12-9-17-19-16(6-7-22(11-12)20(13)17)15-5-4-14(23-2)10-18(15)21-19/h4-5,10,12-13,17,20-21H,3,6-9,11H2,1-2H3/t12-,13+,17+,20+/m1/s1 Key:UCIDWKVIQZIKEK-CFDPKNGZSA-N