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Voacangine
Voacangine.svg
IUPAC name
Identifiers
CAS number 510-22-5
PubChem 261793
SMILES
Properties
Molecular formula C22H28N2O3
Molar mass 368.47 g/mol
Melting point

136–137 °C

Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Voacangine (12-methoxyibogamine-18-carboxylic acid methyl ester) is a tryptamine derivative found predominantly in the rootbark of the Voacanga africana tree, as well as in other plants such as Tabernanthe iboga, Tabernaemontana africana, Trachelospermum jasminoides and Ervatamia yunnanensis.[1][2][3][4] It is an iboga alkaloid which commonly serves as a precursor for the semi-synthesis of ibogaine.[5] It has also been demonstrated in animals to have similar anti-addictive properties to ibogaine itself.[6]

See also

References

  1. ^ Patel MB, Miet C, Poisson J. Alkaloids of some African Tabernaemontana. (French) Annales Pharmaceutiques Francaises. 1967 May;25(5):379-84. PMID 5611538
  2. ^ Fatima T, Ijaz S, Crank G, Wasti S. Indole Alkaloids from Trachelospermum jasminoides. Planta Medica. 1987 Feb;53(1):57-9. PMID 17268963
  3. ^ Liu G, Liu X, Feng XZ. Ervayunine: a new indole alkaloid from Ervatamia yunnanensis. Planta Medica. 1988 Dec;54(6):519-21. PMID 3212080
  4. ^ Jenks CW. Extraction studies of Tabernanthe iboga and Voacanga africana. Natural Product Letters. 2002 Feb;16(1):71-6. PMID 11942686
  5. ^ USA Patent No. 2813873 "Derivatives of the Ibogaine Alkaloids"
  6. ^ Tsing Hua. Antiaddictive indole alkaloids in Ervatamia yunnanensis and their bioactivity. Academic Journal of Second Military Medical University. January 28, 2006.

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