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    Psilocin

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    2D Structure
    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