Skip Navigation
ChemIDplus Lite•Browse•Advanced

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
* denotes mobile formatted website

Links to Resources

NLM Resources (File Locators)

Regulatory Agencies (Superlist Locators)

Other Resources (Internet Locators)


Search for this InChIKey on the Web

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 (8CI)
  • 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.