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
Chemical and physical data
Formula	C20H26N2O
Molar mass	310.43 g/mol
3D model (Jmol)	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.^[1]

It has been used in laboratory experiments to study how addiction affects the brain.^[2]

Tabernanthine persistently reduced the self-administration of cocaine and morphine in rats.^[3]

See also

• Coronaridine
• Ibogaine
• Ibogamine
• Voacangine

References

1. "The Alkaloids of Tabernanthe iboga. Part IV.1 The Structures of Ibogamine, Ibogaine, Tabernanthine and Voacangine - Journal of the American Chemical Society (ACS Publications)".
2. Levi MS, Borne RF (October 2002). "A review of chemical agents in the pharmacotherapy of addiction". Curr. Med. Chem. 9 (20): 1807–18. doi:10.2174/0929867023368980. PMID 12369879.
3. Glick SD, Kuehne ME, Raucci J, Wilson TE, Larson D, Keller RW Jr, Carlson JN (September 1994). "Effects of iboga alkaloids on morphine and cocaine self-administration in rats: relationship to tremorigenic effects and to effects on dopamine release in nucleus accumbens and striatum.". Brain Res. 657 (1-2): 14–22. doi:10.1016/0006-8993(94)90948-2. PMID 7820611.