CH₃CH₃

Voacangine

Chemistry

55 atoms · Conformer computed and published by PubChem.
Formula
C22H28N2O3
Molar mass
368.5 g/mol
IUPAC name
methyl (1S,15S,17S,18S)-17-ethyl-7-methoxy-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4(9),5,7-tetraene-1-carboxylate
InChIKey
MMAYTCMMKJYIAM-RUGRQLENSA-N

Chemistry from PubChem CID 73255.

Also known as

  • (-)-Voacangine
  • Carbomethoxyibogaine
  • 510-22-5
  • 12-Methoxyibogamine-18-carboxylic acid methyl ester
  • 9SY76D3YUK
  • CHEBI:141966
  • methyl (1S,15S,17S,18S)-17-ethyl-7-methoxy-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4(9),5,7-tetraene-1-carboxylate
  • Ibogamine-18-carboxylic acid, 12-methoxy-, methyl ester

Stereoisomers

8 distinct stereoisomers are registered for this structure.

  • Voacangine this area CID 73255
  • 10-Methoxycoronaridine CID 10361692
  • methyl (1R,15S,17R,18R)-17-ethyl-7-methoxy-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4(9),5,7-tetraene-1-carboxylate CID 21598350
  • methyl (1S,15S,17S,18R)-17-ethyl-7-methoxy-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4(9),5,7-tetraene-1-carboxylate CID 51381069
  • methyl (1R,15R,17R,18S)-17-ethyl-7-methoxy-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4(9),5,7-tetraene-1-carboxylate CID 91873338
  • methyl (1S,15R,17S,18R)-17-ethyl-7-methoxy-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4(9),5,7-tetraene-1-carboxylate CID 98105476
  • methyl (1R,15R,17S,18S)-17-ethyl-7-methoxy-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4(9),5,7-tetraene-1-carboxylate CID 124639465
  • methyl (1R,15S,17R,18S)-17-ethyl-7-methoxy-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4(9),5,7-tetraene-1-carboxylate CID 134688048
  • Methyl 12-methoxyibogamine-18-carboxylate mixture CID 363270

Photographs

sample Young Voacanga africana plant (Berlin Botanical Garden) with pale forking stems and large glossy opposite leaves. Voacangine is concentrated in the tree's root and trunk bark.
Young Voacanga africana plant (Berlin Botanical Garden) with pale forking stems and large glossy opposite leaves. Voacangine is concentrated in the tree's root and trunk bark.
William Avery Hudson ·CC BY-SA
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