Chemical substance record

Psilocin

520-53-6C₁₂H₁₆N₂O204.273 g/mol

Organic/Inorganic Small MoleculeChEBI source record

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 Teonanácatl or "magic mushrooms"). — ChEBI

Safety references

Safety documents & references

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Identity & molecular properties

Source-linked values

CAS number	520-53-6	ChEBI ↗
Molecular formula	C₁₂H₁₆N₂O	ChEBI ↗
Molar mass	204.273 g/mol	ChEBI ↗
Monoisotopic mass	204.12626 Da	ChEBI ↗
Formal charge	0	ChEBI ↗
ChEBI identifier	CHEBI:8613	ChEBI ↗

Cross-source molecular data

PubChem

Molar mass	204.27 g/mol	PubChem ↗
Exact mass	204.126263138 Da	PubChem ↗
Computed XLogP	2.1	PubChem ↗
Topological polar surface area (Å²)	39.3	PubChem ↗
H-bond donors	2	PubChem ↗
H-bond acceptors	2	PubChem ↗
Rotatable bonds	3	PubChem ↗

PubChem computed values are shown separately from the ChEBI record. An exact InChIKey match was used to connect the records. Molecular descriptors do not describe a supplied product’s purity, particle size or performance.

Names & structural identifiers

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Source preferred name

psilocin

IUPAC name

3-[2-(dimethylamino)ethyl]-1H-indol-4-ol

InChIKey

SPCIYGNTAMCTRO-UHFFFAOYSA-N

SMILES

CN(C)CCc1cnc2cccc(O)c12

InChI

InChI=1S/C12H16N2O/c1-14(2)7-6-9-8-13-10-4-3-5-11(15)12(9)10/h3-5,8,13,15H,6-7H2,1-2H3

Names & synonyms

3-[2-(dimethylamino)ethyl]-1H-indol-4-ol

Names are supplied by ChEBI. Trade names and related synonyms may describe a broader product context.

Classification & relationships

ChEBI ontology

phenolsChEBI parent class · 33853 ↗tryptamine alkaloidChEBI parent class · 48274 ↗tertiary amino compoundChEBI parent class · 50996 ↗hydroxyindolesChEBI parent class · 84729 ↗

phenols organic heterocyclic compound organic molecular entity

Roles recorded in ChEBI

hallucinogenserotonergic agonistdrug metabolitefungal metabolitehuman xenobiotic metabolite

Database role annotations describe reported biological or chemical roles; they are not product approvals or recommendations for use.

Mass ↔ amount of substance

Calculated from sourced mass

Amount

Input unit

Equivalent amount

0.00489541 mol

Uses 204.273 g/mol from ChEBI. Assumes the substance described by this record; no purity or concentration correction is applied.

Elemental composition

Theoretical mass fractions

C

Carbon · 12 atoms

70.56%

N

Nitrogen · 2 atoms

13.71%

H

Hydrogen · 16 atoms

7.90%

O

Oxygen · 1 atom

7.83%

Calculated theoretical mass fractions from the reported formula and PubChem periodic-table atomic masses. These are not assay or purity results.

Research & patent references

Selected source associations

Differential contributions of serotonin receptors to the behavioral effects of indoleamine hallucinogens in mice. ↗Journal of psychopharmacology (Oxford, England) · 2011 Nov · PMID 21148021

Determining the pharmacokinetics of psilocin in rat plasma using ultra-performance liquid chromatography coupled with a photodiode array detector after orally administering an extract of Gymnopilus spectabilis. ↗Journal of chromatography. B, Analytical technologies in the biomedical and life sciences · 2011 Sep 1 · PMID 21820980

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Sources & record history

Checked 27 Sep 2026

Identity, formula, mass, synonyms & ontologyEMBL-EBI ChEBI · CHEBI:8613

Release 255, 9 September 2026. ChEBI three-star (manually annotated) source entry. View original record ↗ · CC BY 4.0

Additional molecular descriptorsNCBI PubChem · CID 4980 · retrieved 2026-09-27

PubCAS formats source data, connects references and computes explicitly labelled conversions. CAS cross-references are supplied by ChEBI; they do not constitute CAS verification or endorsement.

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