Ibogaine Ibogaline
an alkaloid found in Tabernanthe iboga along with the related chemical compounds ibogaine, ibogamine, and other minor alkaloids. It is a relatively smaller component of Tabernanthe iboga root bark total alkaloids (TA) content. The percentage of ibogaline in T. Iboga root bark is up to 15% TA with ibogaine constituting 80% of the alkaloids and ibogamine up to 5%. In rodents, ibogaline induces more body tremor and ataxia compared to ibogaine and ibogamine. Among a series of iboga and harmala alkaloids evaluated in rats, the study authors found the following order of potency in causing tremors:- ED50 (μmol/kg, sc): tabernanthine (4.5) > ibogaline (7.6) > harmaline (12.8) > harmine (13.7) > ibogaine (34.8) > noribogaine (176.0)
See also
References
- ^ Piotr Popik, Phil Skolnick (1998). Pharmacology of Ibogaine and Ibogaine-Related Alkaloids. The Alkaloids. 52. San Diego.
- ^ Norbert Neuss (1959). “Notes- Alkaloids from Apocynaceae II. Ibogaline, A New Alkaloid From Tabernanthe Iboga Baill”. J. Org. Chem. 24 (12): 2047–2048. doi:10.1021/jo01094a622.
- ^ Jump up to:a b Zetler G, Singbartl G, Schlosser L (1972). “Cerebral Phamacokinetics of Tremor-producing Harmala and Iboga Alkaloids”. Pharmacology. 7 (4): 237–248. doi:10.1159/000136294. PMID 5077309.
- ^ Glick SD, Kuehne ME, Raucci J, Wilson TE, Larson D, Keller RW Jr, Carlson JN (1994). “Effects of iboga alkaloids on morphine and cocaine self-administration in rats: relationship to tremorigenic effects and to effects on dopamine release in nucleus accumbens and striatum”. Brain Res. 657 (1–2): 14–22. doi:10.1016/0006-8993(94)90948-2. PMID 7820611.
Names | |
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IUPAC name
(1R,17S)-17-Ethyl-6,7-dimethoxy-3,13-diazapentacyclo[13.3.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]nonadeca-2(10),4,6,8-tetraene |
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Other names
12,13-Dimethoxyibogamine |
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Identifiers | |
3D model (JSmol) |
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ChemSpider | |
PubChem CID |
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Properties | |
C21H28N2O2 | |
Molar mass | 340.467 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references |
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