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

IUPHAR :

Wikipedia : Psilocybin

Target

Families : Psilocybin ligand of proteins in family: ACHE || BCHE

Stucture :

Protein :

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: