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Alkaloids, Tryptamine alkaloids, Entheogens

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Psilocybine (520-52-5)  
Psilocybin  ·  Psilocibin
Psilocybin ( sy-lə-SY-bin) is a naturally occurring psychedelic prodrug compound produced by more than 200 species of mushrooms, collectively known as psilocybin mushrooms. Psilocybin evolved in mushrooms from its ancestor, muscarine, some 20 million years ago. The most potent are members of the genus Psilocybe, such as P. azurescens, P. semilanceata, and P. cyanescens, but psilocybin has also been isolated from about a dozen other genera.
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Alkaloids
Tryptamine alkaloids
Entheogens