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Substance Name: Ibogaine
RN: 83-74-9
UNII: 3S814I130U
InChIKey: HSIBGVUMFOSJPD-CFDPKNGZSA-N

Note

  • One of several indole alkaloids extracted from Tabernanthe iboga, Baill. It has a complex pharmacological profile, and interacts with multiple systems of neurotransmission. Ibogaine has psychoactive properties and appears to modulate tolerance to opiates.

Molecular Formula

  • C20-H26-N2-O

Molecular Weight

  • 310.4384
 

Classification Codes

Classification Codes

  • Central Nervous System Agents
  • Drug / Therapeutic Agent
  • Excitatory Amino Acid Agents
  • Excitatory Amino Acid Antagonists
  • Hallucinogens
  • Natural Product
  • Neurotransmitter Agents
  • Psychotropic Drugs

Superlist Classification Code

  • DEA Schedule I
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Names and Synonyms

Name of Substance

  • Ibogaine

MeSH Heading

  • Ibogaine

Synonyms

  • (-)-Ibogaine
  • 12-Methoxyibogamine
  • EINECS 201-498-4
  • Endabuse
  • HSDB 8180
  • Ibogain
  • Ibogaine
  • NIH 10567
  • NSC 249764
  • UNII-3S814I130U

Systematic Names

  • 12-Methoxyibogamine
  • Ibogaine
  • Ibogamine, 12-methoxy-

Superlist Names

  • 7-Ethyl-6,6beta,7,8,9,10,12,13-octahydro-2-methoxy-6,9-methano-5H-pyrido(1',2':1,2)azepino(5,4-b)indole
  • DEA No. 7260
  • Ibogaine
  • Tabernanthe iboga

Registry Numbers

CAS Registry Number

  • 83-74-9

FDA UNII

  • 3S814I130U

Other Registry Number

  • 17378-46-0

System Generated Number

  • 0000083749

Structure Descriptors

InChI

InChI=1S/C20H26N2O/c1-3-13-8-12-9-17-19-15(6-7-22(11-12)20(13)17)16-10-14(23-2)4-5-18(16)21-19/h4-5,10,12-13,17,20-21H,3,6-9,11H2,1-2H3/t12-,13+,17+,20+/m1/s1

InChIKey

HSIBGVUMFOSJPD-CFDPKNGZSA-N

Smiles

CC[C@H]1C[C@@H]2C[C@@H]3[C@H]1N(CCc4c3[nH]c5ccc(OC)cc45)C2

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 intraperitoneal 82mg/kg (82mg/kg)   Drugs of the Future. Vol. 21, Pg. 1109, 1996.
rat LD50 intraperitoneal 145mg/kg (145mg/kg)   Drugs of the Future. Vol. 21, Pg. 1109, 1996.
rat LD50 oral 327mg/kg (327mg/kg)   Drugs of the Future. Vol. 21, Pg. 1109, 1996.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 148 deg C   EXP
log P (octanol-water) 3.650 (none)   EST
Atmospheric OH Rate Constant 2.34E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.