Molecular Identity
Psilocin
3-[2-(dimethylamino)ethyl]-1H-indol-4-ol
PubChem CID: 4980
Psilocin is a tryptamine alkaloid that is N,N-dimethyltryptamine carrying an additional hydroxy substituent at position 4. A hallucinogenic alkaloid isolated in trace amounts from Psilocybe mushrooms (also known as Teonancatl or "magic mushrooms"). It has a role as a hallucinogen, a serotonergic agonist, a drug metabolite, a fungal metabolite and a human xenobiotic metabolite. It is a member of phenols, a tryptamine alkaloid, a tertiary amino compound and a member of hydroxyindoles. It is functionally related to a N,N-dimethyltryptamine. It is a conjugate base of a psilocinium.
2D Structure
Properties
C12H16N2O
Molecular Formula
204.27
Molecular Weight
g/mol
204.1263
Exact Mass
Da
2.1
XLogP
Drug-like (Lipinski: < 5)
39.3
TPSA
Good oral absorption (< 140 A²)
2
H-Bond Donors
2
H-Bond Acceptors
208
Complexity
SMILES
Canonical SMILES
SMILES: CN(C)CCC1=CNC2=C1C(=CC=C2)OIsomeric SMILES
SMILES: CN(C)CCC1=CNC2=C1C(=CC=C2)OSynonyms(20)
PSILOCINPsilocine4-Hydroxy-N,N-dimethyltryptaminePsilocynPsilotsin520-53-63-[2-(Dimethylamino)ethyl]-1H-indol-4-ol3-(2-(Dimethylamino)ethyl)indol-4-olN,N-Dimethyl-4-Hydroxytryptamine4-HO-DMTDTXSID5048899CMS88KUW0G3-(2-(Dimethylamino)ethyl)-1H-indol-4-olCHEBI:8613DTXCID5028825
Data from PubChem (NCBI)
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Drug Network
Trials and conditions connected to Psilocin
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