CH₃CH₃

Psilocybin

Chemistry

36 atoms · Conformer computed and published by PubChem.
Formula
C12H17N2O4P
Molar mass
284.25 g/mol
IUPAC name
[3-[2-(dimethylamino)ethyl]-1H-indol-4-yl] dihydrogen phosphate
InChIKey
QVDSEJDULKLHCG-UHFFFAOYSA-N

Chemistry from PubChem CID 10624.

Also known as

  • Psilocybine
  • Indocybin
  • Psilocibin
  • 520-52-5
  • Teonanacatl
  • Psilocin phosphate ester
  • Psilocibina
  • Psilotsibin

Attribution

  • Portrait of Albert Hofmann
    Albert Hofmann — isolated it, 1958

    Isolated and named by Hofmann's Sandoz group from Psilocybe mexicana grown in culture by Roger Heim in Paris; the structure was then confirmed by total synthesis in the same year (Hofmann, Frey, Ott, Petrzilka & Troxler, Experientia 14, 397-399, 1958). He could equally be credited with the first synthesis; isolation is the primary act. Sandoz sold pure psilocybin to researchers as Indocybin.

    source

  • Portrait of David E. Nichols
    David E. Nichols — popularised it, 1999

    Not his discovery — Albert Hofmann isolated and synthesised psilocybin in 1958. Nichols and Stewart Frescas published an improved, higher-yielding phosphorylation route (Synthesis 1999, 935–938) that made GMP-grade psilocybin practical to produce, and his material supplied several of the early modern clinical trials. Role tag is the closest available fit for 'supply and scale-up', not a claim of discovery.

    source

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