Voacangine

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ImageFile=Voacangine.svg
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IUPACName=12-methoxyibogamine-18- carboxylic acid methyl ester
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Section1=Chembox Identifiers
CASNo=510-22-5
PubChem=261793
SMILES=CCC1CC2CC3(C1N(C2)CCC4=C3NC5=C4C=C(C=C5)OC)C(=O)OC
Section2=Chembox Properties
Formula=C₂₂H₂₈N₂O₃
MolarMass=368.47 g/mol
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MeltingPt=136–137 °C
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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". [Patel MB, Miet C, Poisson J. Alkaloids of some African Tabernaemontana. (French) "Annales Pharmaceutiques Francaises". 1967 May;25(5):379-84. PMID 5611538] [Fatima T, Ijaz S, Crank G, Wasti S. Indole Alkaloids from Trachelospermum jasminoides. "Planta Medica". 1987 Feb;53(1):57-9. PMID 17268963] [Liu G, Liu X, Feng XZ. Ervayunine: a new indole alkaloid from Ervatamia yunnanensis. "Planta Medica". 1988 Dec;54(6):519-21. PMID 3212080] [Jenks CW. Extraction studies of Tabernanthe iboga and Voacanga africana. "Natural Product Letters". 2002 Feb;16(1):71-6. PMID 11942686] It is an iboga alkaloid which commonly serves as a precursor for the semi-synthesis of ibogaine. [ [http://www.puzzlepiece.org/ibogaine/literature/janot1957.pdf USA Patent No. 2813873 "Derivatives of the Ibogaine Alkaloids"] ] It has also been demonstrated in animals to have similar anti-addictive properties to ibogaine itself. [ [http://www.shvoong.com/medicine-and-health/1611478-antiaddictive-indole-alkaloids-ervatamia-yunnanensis/ Tsing Hua. Antiaddictive indole alkaloids in Ervatamia yunnanensis and their bioactivity. "Academic Journal of Second Military Medical University". January 28, 2006.] ]

ee also

*18-Methoxycoronaridine
*Coronaridine
*Ibogaine
*Noribogaine

References