Basic information
- CAS
3464-63-9- Standard SMILES
CC[C@@H]1C[C@@H]2CN3CCC4(O)C(=Nc5ccc(OC)cc54)C(C(=O)OC)(C2)C13- InChIKey
AVRFPRAAVSCSSZ-GSEWTJHMSA-N- Molecular formula
- C22H28N2O4
- Average molar mass
- 384.5 g/mol
- Monoisotopic mass
- 384.20490738
Overview
Voacangine-7-hydroxyindolinine has been reported in Tabernaemontana macrocarpa, Tabernaemontana flavicans, and other organisms with data available.
Names & identifiers
- Preferred name
- 9H-Voacangine, 9-hydroxy-
- IUPAC
- methyl (15S,17R)-17-ethyl-10-hydroxy-7-methoxy-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2,4(9),5,7-tetraene-1-carboxylate
- English name
- 9α-Hydroxy-9-hydro-16-dehydro-12-methoxyibogamine-18-carboxylic acid methyl ester
- Molecular formula
- C22H28N2O4
- Molecular weight
- 384.47
Names & synonyms
9H-Voacangine, 9-hydroxy-3464-63-9Voacangine hydroxyindoleninemethyl (15S,17R)-17-ethyl-10-hydroxy-7-methoxy-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2,4(9),5,7-tetraene-1-carboxylate7-Hydroxy-1-dehydrovoacangine7alpha-Voacangine hydroxyindolenineVOACANGINE-7-HYDROXYINDOLININENSC306220DTXSID20316736NSC-306220Ibogamine-18-carboxylic acid,17-didehydro-9,17-dihydro-9-hydroxy-12-methoxy-, methyl ester, (9.alpha.)-Methyl (6xi,18xi)-9-hydroxy-12-methoxy-2alpha,4alpha,5xi-16,17-didehydro-9,17-dihydroibogamine-18-carboxylate
Show more names
9-Hydroxy-9H-voacangine9α-Hydroxy-9-hydro-16-dehydro-12-methoxyibogamine-18-carboxylic acid methyl ester16,17-Didehydro-9,17-dihydro-9α-hydroxy-12-methoxyibogamine-18-carboxylic acid methyl esterIbogamine-18-carboxylic acid, 16,17-didehydro-9,17-dihydro-9-hydroxy-12-methoxy-, methyl ester, (9β)-
Properties
Computed structural properties
- XLogP
- 2.4
- Topological polar surface area
- 71.4 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 4
- Heavy atoms
- 28
- Formal charge
- 0
- Complexity
- 696
Physicochemical properties
- Melting point
- 136 °C · 136 °C
- Boiling point
- 529.9 · 529.9±50.0 °C(Predicted)
- Density
- 1.39 · 1.39±0.1 g/cm3(Predicted)
- pka
- 12.02 · 12.02±0.60(Predicted)
Chemistry & industry
Applications
DescriptionThis indole alkaloid occurs in Voacanga africana. The structure has been established from the mass spectrum.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…