Elymoclavine

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Elymoclavine
Names
IUPAC name
(6-Methyl-8,9-didehydroergolin-8-yl)methanol
Systematic IUPAC name
[(6aR,10aR)-7-Methyl-4,6,6a,7,8,10a-hexahydroindolo[4,3-fg]quinolin-9-yl]methanol
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.008.136 Edit this at Wikidata
UNII
  • InChI=1S/C16H18N2O/c1-18-8-10(9-19)5-13-12-3-2-4-14-16(12)11(7-17-14)6-15(13)18/h2-5,7,13,15,17,19H,6,8-9H2,1H3/t13-,15-/m1/s1
    Key: DAVNRFCJMIONPO-UKRRQHHQSA-N
  • InChI=1/C16H18N2O/c1-18-8-10(9-19)5-13-12-3-2-4-14-16(12)11(7-17-14)6-15(13)18/h2-5,7,13,15,17,19H,6,8-9H2,1H3/t13-,15-/m1/s1
    Key: DAVNRFCJMIONPO-UKRRQHHQBW
  • OCC\2=C\[C@@H]3c4cccc1c4c(c[nH]1)C[C@H]3N(C/2)C
Properties
C16H18N2O
Molar mass 254.327
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Elymoclavine is an ergot alkaloid (ergoline alkaloid). It can be produced from C. fusiformis from Pennisetum typhoideum. It is a precursor in the biosynthesis of D-(+)-lysergic acid. Ergot alkaloids are natural products derived from L-tryptophan. They are often toxic for humans and animals. Despite that they are also well known for their pharmacological activities.[1][2]

The compound is described as being non-hallucinogenic in humans, instead producing mainly sedative effects, and as not contributing to the psychoactive or hallucinogenic effects of morning glory seeds.[3][4][5] The doses employed were not provided.[3][5]

References

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