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| Names | |
|---|---|
| IUPAC name [9(9a)E]-9-Methyl-9,9a-didehydro-7,8-seco-9a-homoergolin-8-ol | |
| Systematic IUPAC name (2E)-2-Methyl-3-[(4R,5R)-4-(methylamino)-1,3,4,5-tetrahydrobenzo[cd]indol-5-yl]prop-2-en-1-ol | |
| Other names chanoclavin-l | |
| Identifiers | |
3D model (JSmol) | |
| ChemSpider | |
| UNII | |
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| Properties | |
| C16H20N2O | |
| Molar mass | 256.34 g/mol |
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). | |
Chanoclavine, also known aschanoclavin-I, is atricyclicergot alkaloid (ergoline) isolate of certainfungi. It is mainly produced by members of the genusClaviceps.[1] Long used in traditional Chinese medicine, it was found in 1987 mouse studies to stimulate dopamineD2 receptors in the brain.[2] It is described as being devoid ofergot-like activity, possessing no outstandingpharmacological activity, and as not contributing to thehallucinogenic effects ofmorning glory seeds.[3][4][5][6][7][8]
[...] chanoclavine, which has no outstanding pharmacological activity, appears to play no part in the occurrence of the psychic effects of badoh and badoh negro.
Furthermore, chanoclavine, which has no outstanding pharmacological activity, appears to play no part in the occurrence of the psychic effects of ololiuqui.
d-Lysergic acid amide (ergine) is the major constituent of the seeds of both Rivea corymbosa and Ipomoea violacea, together with smaller amounts of d-isolysergic acid amide (isoergine), chanoclavine, elymoclavine, and the N-(1-hydroxyethyl)amides of lysergic and isolysergic acids. [...] It is clear that the pharmacologically active constituents of ololiuqui are the isomeric lysergic acid amides. [...] Heim and his colleagues suggest that the overall effects of ololiuqui are due to these two compounds, the d-lysergic acid amide giving intoxication with strong autonomic side-effects and the d-isolysergic acid amide producing some euphoria, synaesthesia, and altered time experience. Certainly elymoclavine, lysergol, chanoclavine, and ergometrine produce no psychic changes in man (Isbell and Gorodetzky, 1966; Hofmann, 1968), though the first two do produce central excitation in animals (Yui and Takeo, 1958).
No psychological effects have been reported for ergometrine (6), a drug widely used in obstetrics, nor for chanoclavine (3).
The last component, Chanoclavine, is a tricyclic alkaloid, which is devoid of ergot-like activities. [...] Table 2. Psychotomimetic activity and some pharmacodynamic effects of structural analogues of LSD [...]
Furthermore, chanoclavine, which has no outstanding pharmacological activity, appears to play no part in the occurrence of the psychic effects of ololiuqui.
