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P2279

Sigma-Aldrich

Psilocin

Sinônimo(s):

4-Hydroxy-N,N-dimethyltryptamine

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About This Item

Fórmula empírica (Notação de Hill):
C12H16N2O
Número CAS:
520-53-6
Peso molecular:
204.27
Número CE:
208-296-5
Número MDL:
MFCD00079228
Código UNSPSC:
12352200
ID de substância PubChem:
24898305
NACRES:
NA.77

forma

powder

Nível de qualidade

200

controle de medicamentos

USDEA Schedule I; Home Office Schedule 1; stupéfiant (France); kontrollierte Droge in Deutschland; regulated under CDSA - not available from Sigma-Aldrich Canada; psicótropo (Spain); Decreto Lei 15/93: Tabela IIA (Portugal)

técnica(s)

HPLC: suitable
gas chromatography (GC): suitable

aplicação(ões)

forensics and toxicology
pharmaceutical (small molecule)
veterinary

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

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

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

chave InChI

SPCIYGNTAMCTRO-UHFFFAOYSA-N

Informações sobre genes

human ... HTR1A(3350)
rat ... Htr2a(29595) , Htr2c(25187)

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Ações bioquímicas/fisiológicas

Hallucinogen originally isolated from the mushroom, Psilocybe mexicana, non-selective serotonin receptor agonist.

Pictogramas

Exclamation mark
GHS07

Palavra indicadora

Warning

Frases de perigo

H302

Classificações de perigo

Acute Tox. 4 Oral

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análise (COA)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

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N Almaula et al.
Molecular pharmacology, 50(1), 34-42 (1996-07-01)
An important determinant of the neurobehavioral responses induced by a drug is its relative receptor selectivity. The molecular basis of ligand selectivity of hallucinogenic and nonhallucinogenic compounds of varying structural classes for the human 5-hydroxytryptamine (5-HT)2A and 5-HT2C receptors was
N Milne et al.
Metabolic engineering, 60, 25-36 (2020-04-01)
Psilocybin is a tryptamine-derived psychoactive alkaloid found mainly in the fungal genus Psilocybe, among others, and is the active ingredient in so-called "magic mushrooms". Although its notoriety originates from its psychotropic properties and popular use as a recreational drug, clinical
Tehila Mishraki-Berkowitz et al.
Journal of forensic sciences, 65(5), 1450-1457 (2020-05-07)
Psilocin (4-hydroxy-N,N-dimethyltryptamine, 4-HO-DMT) and bufotenine (5-hydroxy-N,N-dimethyltryptamine, 5-HO-DMT), which are both naturally occurring compounds, are classified as controlled substances in numerous countries due to their pharmacological activities and recreational usage. There are two other benzene ring regioisomers, 6-hydroxy-N,N-dimethyltryptamine (6-HO-DMT) and 7-hydroxy-N,N-dimethyltryptamine
Howard Sard et al.
Bioorganic & medicinal chemistry letters, 15(20), 4555-4559 (2005-08-03)
An SAR study of psilocybin and psilocin derivatives reveals that 1-methylpsilocin is a selective agonist at the h5-HT(2C) receptor. The corresponding phosphate derivative, 1-methylpsilocybin, shows efficacy in an animal model for obsessive-compulsive disorder, as does 4-fluoro-N,N-dimethyltryptamine. These results suggest a
Anna Poliwoda et al.
Molecules (Basel, Switzerland), 25(7) (2020-04-03)
The fully automated system of single drop microextraction coupled with capillary electrophoresis (SDME-CE) was developed for in-line preconcentration and determination of muscimol (MUS) and psilocin (PSC) from urine samples. Those two analytes are characteristic active metabolites of Amanita and Psilocybe
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