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P0100

Sigma-Aldrich

Psilocybin

≥98% (HPLC), solid

Synonym(s):

3-[2-(Dimethylamino)ethyl]-1H-indol-4-yl phosphate

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About This Item

Empirical Formula (Hill Notation):
C12H17N2O4P
CAS Number:
520-52-5
Molecular Weight:
284.25
EC Number:
208-294-4
MDL number:
MFCD01310431
UNSPSC Code:
12352200
NACRES:
NA.77

assay

≥98% (HPLC)

form

solid

drug control

USDEA Schedule I; regulated under CDSA - not available from Sigma-Aldrich Canada

solubility

H2O: >20 mg/mL

storage temp.

−20°C

SMILES string

CN(C)CCc1c[nH]c2cccc(OP(O)(O)=O)c12

Biochem/physiol Actions

Psilocybin is a hallucinogenic serotonin 1A and 2A agonist and psychotomimetic. It is the minor hallucinogenic component of Teonanácatl, the sacred mushroom of Mexico. Psilocybin produces muscle relaxation, dilation of pupils, vivid visual and auditory distortions, and emotional disturbances.

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Danger

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 1

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Jonathan P Roiser et al.
Current biology : CB, 22(7), R231-R233 (2012-04-14)
Two recent studies report changes in human brain responses after exposure to psilocybin, the active ingredient of hallucinogenic mushrooms. Psilocybin increased sensory cortex responses during emotional recollection, but decreased resting-state blood flow in prefrontal cortex, with potential implications for treating depression.
Opening doors of perception: psychedelic drugs and end-of-life care.
Norra Macready
Journal of the National Cancer Institute, 104(21), 1619-1620 (2012-10-30)
Erich Studerus et al.
PloS one, 7(2), e30800-e30800 (2012-03-01)
Responses to hallucinogenic drugs, such as psilocybin, are believed to be critically dependent on the user's personality, current mood state, drug pre-experiences, expectancies, and social and environmental variables. However, little is known about the order of importance of these variables
Hallucinogen actions on human brain revealed.
Hyeong-Min Lee et al.
Proceedings of the National Academy of Sciences of the United States of America, 109(6), 1820-1821 (2012-02-07)
Matthew W Johnson et al.
Drug and alcohol dependence, 123(1-3), 132-140 (2011-12-02)
Psilocybin is a well-characterized classic hallucinogen (psychedelic) with a long history of religious use by indigenous cultures, and nonmedical use in modern societies. Although psilocybin is structurally related to migraine medications, and case studies suggest that psilocybin may be efficacious
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