Molecular Identity
Psilocybine
[3-[2-(dimethylamino)ethyl]-1H-indol-4-yl] dihydrogen phosphate
PubChem CID: 10624
Psilocybin is a tryptamine alkaloid that is N,N-dimethyltryptamine carrying an additional phosphoryloxy substituent at position 4. The major hallucinogenic alkaloid isolated from Psilocybe mushrooms (also known as Teonancatl or "magic mushrooms"). It has a role as a hallucinogen, a serotonergic agonist, a prodrug and a fungal metabolite. It is an organic phosphate, a tryptamine alkaloid and a tertiary amino compound. It is functionally related to a psilocin. It is a conjugate acid of a psilocybin(1-).
2D Structure
Properties
C12H17N2O4P
Molecular Formula
284.25
Molecular Weight
g/mol
284.0926
Exact Mass
Da
-1.6
XLogP
Drug-like (Lipinski: < 5)
85.8
TPSA
Good oral absorption (< 140 A²)
3
H-Bond Donors
5
H-Bond Acceptors
347
Complexity
SMILES
Canonical SMILES
SMILES: Synonyms(20)
PsilocybinePsilocybinIndocybinPsilocibinTeonanacatl520-52-5Psilocin phosphate esterPsilocibinaPsilotsibinPsilocybinumCY-39O-Phosphoryl-4-hydroxy-N,N-dimethyltryptamine4-Phosphoryloxy-N,N-dimethyltryptamine3-2'-Dimethylaminoethylindol-4-phosphate3-(2-(Dimethylamino)ethyl)-1H-indol-4-ol dihydrogen phosphate ester
Data from PubChem (NCBI)
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Drug Network
Trials and conditions connected to Psilocybine
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