Ontology highlight
ABSTRACT:
SUBMITTER: Lenz C
PROVIDER: S-EPMC8457229 | biostudies-literature | 2021 Aug
REPOSITORIES: biostudies-literature
Lenz Claudius C Dörner Sebastian S Sherwood Alexander A Hoffmeister Dirk D
Chemistry (Weinheim an der Bergstrasse, Germany) 20210706 47
Psilocin (1) is the dephosphorylated and psychotropic metabolite of the mushroom natural product psilocybin. Oxidation of the phenolic hydroxy group at the C-4 position of 1 results in formation of oligomeric indoloquinoid chromophores responsible for the iconic blueing of bruised psilocybin-producing mushrooms. Based on previous NMR experiments, the hypothesis included that the 5,5'-coupled quinone dimer of 1 was the primary product responsible for the blue color. To test this hypothesis, ring- ...[more]