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Psilocybin

The indole alkaloid psilocybin and its dephosphorylated analogue psilocin are ingredients of Teonanacatl, the sacred mushroom of Mexico and responsible for their hallucinogenic effect (it is a 5-HT(2A) agonist). Mild inhibition of cholinesterases is unrelated to the hallucinogenic effect

General

Type : Organophosphate,Natural,Alkaloid,Indole

Chemical_Nomenclature : [3-[2-(dimethylamino)ethyl]-1H-indol-4-yl] dihydrogen phosphate

Canonical SMILES : CN(C)CCC1=CNC2=C1C(=CC=C2)OP(=O)(O)O

InChI : InChI=1S\/C12H17N2O4P\/c1-14(2)7-6-9-8-13-10-4-3-5-11(12(9)10)18-19(15,16)17\/h3-5,8,13H,6-7H2,1-2H3,(H2,15,16,17)

InChIKey : QVDSEJDULKLHCG-UHFFFAOYSA-N

Other name(s) : Psilocybine,Psilocibin,Indocybin,Psilotsibin,Teonanacatl

MW : 284.25

Formula : C12H17N2O4P

CAS_number : 520-52-5

PubChem : 10624

UniChem : QVDSEJDULKLHCG-UHFFFAOYSA-N

Wikipedia : Psilocybin

Target

Families : Psilocybin ligand of proteins in family
ACHE BCHE

References (4)

Title : Acute psychological and physiological effects of psilocybin in healthy humans: a double-blind, placebo-controlled dose-effect study - Hasler_2004_Psychopharmacology.(Berl)_172_145
Author(s) : Hasler F , Grimberg U , Benz MA , Huber T , Vollenweider FX
Ref : Psychopharmacology (Berl) , 172 :145 , 2004
Abstract : Hasler_2004_Psychopharmacology.(Berl)_172_145
ESTHER : Hasler_2004_Psychopharmacology.(Berl)_172_145
PubMedSearch : Hasler_2004_Psychopharmacology.(Berl)_172_145
PubMedID: 14615876

Title : Hallucinogens - Nichols_2004_Pharmacol.Ther_101_131
Author(s) : Nichols DE
Ref : Pharmacol Ther , 101 :131 , 2004
Abstract : Nichols_2004_Pharmacol.Ther_101_131
ESTHER : Nichols_2004_Pharmacol.Ther_101_131
PubMedSearch : Nichols_2004_Pharmacol.Ther_101_131
PubMedID: 14761703

Title : Molecular structures of hallucinogenic substances: lysergic acid diethylamide, psilocybin, and 2,4,5-trimethoxyamphetamine -
Author(s) : Baker RW , Chothia C , Pauling P , Weber HP
Ref : Molecular Pharmacology , 9 :23 , 1973
PubMedID: 4685449

Title : The in vitro inhibitory effect of psilocybin and related compounds on human cholinesterases -
Author(s) : Zsigmond EK , Folddes VM , Foldes FF
Ref : Psychopharmacologia , 4 :232 , 1963
PubMedID: 
Array
(
    [id] => 4410
    [inhibitor] => Psilocybin
    [type] => Array
        (
            [0] => Organophosphate
            [1] => Natural
            [2] => Alkaloid
            [3] => Indole
        )

    [other_name] => Array
        (
            [0] => Psilocybine
            [1] => Psilocibin
            [2] => Indocybin
            [3] => Psilotsibin
            [4] => Teonanacatl
        )

    [chemical_nomenclature] => [3-[2-(dimethylamino)ethyl]-1H-indol-4-yl] dihydrogen phosphate
    [formula] => C12H17N2O4P
    [cas_number] => 520-52-5
    [mw] => 284.25
    [pick_me_to_call] => display_script
    [kinetic_parameter] => 
    [paper] => Zsigmond_1963_Psychopharmacologia_4_232 || Baker_1973_Mol.Pharmacol_9_23 || Hasler_2004_Psychopharmacology.(Berl)_172_145 || Nichols_2004_Pharmacol.Ther_101_131
    [comment] => The indole alkaloid psilocybin and its dephosphorylated analogue psilocin are ingredients of Teonanacatl, the sacred mushroom of Mexico and responsible for their hallucinogenic effect (it is a 5-HT(2A) agonist). Mild inhibition of cholinesterases is unrelated to the hallucinogenic effect
    [gene_locus] => 
    [kin_inhibitor] => 
    [cid] => 10624
    [family] => ACHE || BCHE
    [inchikey] => QVDSEJDULKLHCG-UHFFFAOYSA-N
    [canonicalsmiles] => CN(C)CCC1=CNC2=C1C(=CC=C2)OP(=O)(O)O
    [inchi] => InChI=1S\/C12H17N2O4P\/c1-14(2)7-6-9-8-13-10-4-3-5-11(12(9)10)18-19(15,16)17\/h3-5,8,13H,6-7H2,1-2H3,(H2,15,16,17)
    [wikipedia] => Psilocybin
    [iupharlig] => 
    [structure] => 
    [substrate] => 
    [interact_gene_locus] => 
    [mutation] => 
    [comment2] => 
    [extoxnet] => 
    [news] => 
    [theoretical_model] => 
)