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Technical details about Psilocin, learn more about the structure, uses, toxicity, action, side effects and more

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2D Structure
1. Also known as: Psilocine, 4-hydroxy-n,n-dimethyltryptamine, 520-53-6, Psilotsin, Psilocyn, 3-[2-(dimethylamino)ethyl]-1h-indol-4-ol
Molecular Formula
C12H16N2O
Molecular Weight
204.27  g/mol
InChI Key
SPCIYGNTAMCTRO-UHFFFAOYSA-N
FDA UNII
CMS88KUW0G

psilocin is a natural product found in Conocybe velutipes, Conocybe tenera, and other organisms with data available.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
3-[2-(dimethylamino)ethyl]-1H-indol-4-ol
2.1.2 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
2.1.3 InChI Key
SPCIYGNTAMCTRO-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CN(C)CCC1=CNC2=C1C(=CC=C2)O
2.2 Other Identifiers
2.2.1 UNII
CMS88KUW0G
2.3 Synonyms
2.3.1 MeSH Synonyms

1. (3-(2-dimethylamino)ethyl)indol-4-ol

2. Psilocin Hydrochloride

3. Psilocin Tartrate (1:1)

2.3.2 Depositor-Supplied Synonyms

1. Psilocine

2. 4-hydroxy-n,n-dimethyltryptamine

3. 520-53-6

4. Psilotsin

5. Psilocyn

6. 3-[2-(dimethylamino)ethyl]-1h-indol-4-ol

7. 3-(2-(dimethylamino)ethyl)indol-4-ol

8. N,n-dimethyl-4-hydroxytryptamine

9. 3-(2-(dimethylamino)ethyl)-1h-indol-4-ol

10. Cms88kuw0g

11. 4-ho-dmt

12. Chembl65547

13. Chebi:8613

14. Ncgc00247728-01

15. 1h-indol-4-ol, 3-[2-(dimethylamino)ethyl]-

16. 3-[2-(dimethylamino)ethyl]-1~{h}-indol-4-ol

17. Indol-4-ol, 3-(2-(dimethylamino)ethyl)-

18. Indol-4-ol, 3-[2-(dimethylamino)ethyl]-

19. Cx-59

20. Einecs 208-296-5

21. Unii-cms88kuw0g

22. Brn 0160503

23. Dea No. 7438

24. 91q

25. Psilocin [mi]

26. Psilocin [mart.]

27. Psilocin [who-dd]

28. 4-oh-dmt

29. Magic Mushrooms (salt/mix)

30. Dsstox_cid_28825

31. Dsstox_rid_83094

32. Dsstox_gsid_48899

33. 5-22-12-00014 (beilstein Handbook Reference)

34. Schembl194899

35. Psilocin/psilocybin (salt/mix)

36. Zinc2001

37. Dtxsid5048899

38. Gtpl11291

39. Spciygntamctro-uhfffaoysa-

40. Cx 59

41. Tox21_112894

42. Bdbm50081701

43. Akos022505992

44. En-0002

45. 3-[2-(dimethylamino)ethyl]-indol-4-ol

46. Cas-520-53-6

47. 3-[2-(dimethylamino)ethyl]-1h-indol-4-ol #

48. C08312

49. P-7800

50. 4-hydroxy-n,n-dimethyltryptamine Psilocin

51. L000675

52. Q409150

53. Psilocin, Vial Of 5 Mg, Certified Reference Material

54. Psilocin Solution, 100 Mug/ml In Methanol, Drug Standard

55. Psilocin Solution, 1.0 Mg/ml In Acetonitrile, Ampule Of 1 Ml, Certified Reference Material

2.4 Create Date
2005-03-25
3 Chemical and Physical Properties
Molecular Weight 204.27 g/mol
Molecular Formula C12H16N2O
XLogP32.1
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count3
Exact Mass204.126263138 g/mol
Monoisotopic Mass204.126263138 g/mol
Topological Polar Surface Area39.3 Ų
Heavy Atom Count15
Formal Charge0
Complexity208
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

Hallucinogens

Drugs capable of inducing illusions, hallucinations, delusions, paranoid ideations, and other alterations of mood and thinking. Despite the name, the feature that distinguishes these agents from other classes of drugs is their capacity to induce states of altered perception, thought, and feeling that are not experienced otherwise. (See all compounds classified as Hallucinogens.)


4.2 Metabolism/Metabolites

Psilocin has known human metabolites that include (2S,3S,4S,5R)-6-[[3-[2-(dimethylamino)ethyl]-1H-indol-4-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid.

S73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI:10.5281/zenodo.4056560


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