Proposed metabolic pathway of psilocybin and its active metabolite psilocin

Proposed metabolic pathway of psilocybin and its active metabolite psilocin. Intermediate metabolites are shown in brackets, while putative or not structurally confirmed metabolites are shown in a dotted frame. Metabolites that were only detected in mice are shaded in blue. Major metabolic pathways are marked with bold arrows, while proposed enzymes catalyzing these reactions are indicated next to the arrows. 4-HIA, 4-hydroxyindole-3-acetaldehyde; 4-HIAA, 4-hydroxyindole-3-acetic acid; 4-HTP, 4-hydroxytryptophol; ADH, alcohol dehydrogenase; ALDH, aldehyde dehydrogenase; MAO-A, monoamine oxidase A; UGT, UDP-glucuronosyl transferase
Proposed metabolic pathway of psilocybin and its active metabolite psilocin
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Publication

In vitro and in vivo metabolism of psilocybin’s active metabolite psilocin (2024) Jan Thomann, et al. Front Pharmacol. 2024;15(NA). Figure: F5.

Gene mentions


Organism Group Word Match Source NCBI Symbol NCBI ID
Homo sapiens Primates UGT1A10, UGT1A10 ncbigene_symbol UGT1A10 54575
Homo sapiens Primates UGT1A9, UGT1A9 ncbigene_symbol UGT1A9 54600
Homo sapiens Primates mice MICE ncbigene_symbol MICE 4280
Homo sapiens Primates MAO-A MAO-A ncbigene_synonym MAOA 4128
Homo sapiens Primates CYP2D6 CYP2D6 ncbigene_symbol CYP2D6 1565
Homo sapiens Primates CYP2D6 CYP2D6 ncbigene_synonym CYP2D7 1564
Homo sapiens Primates ADH ADH ncbigene_synonym AVP 551
Homo sapiens Primates ADH ADH famplex_relations ADH1A 124
Homo sapiens Primates ADH ADH famplex_relations ADH1B 125
Homo sapiens Primates ADH ADH famplex_relations ADH1C 126
Homo sapiens Primates ADH ADH famplex_relations ADH4 127
Homo sapiens Primates ADH ADH famplex_relations ADH5 128
Homo sapiens Primates ADH ADH famplex_relations ADH6 130
Homo sapiens Primates ADH ADH famplex_relations ADH7 131
Homo sapiens Primates ADH ADH famplex_relations ADHFE1 137872
Homo sapiens Primates UGTs UGT ncbigene_synonym SLC35A2 7355
Homo sapiens Primates UGTs UGT ncbigene_synonym UGT1A 7361
Homo sapiens Primates UGTs UGT famplex_relations UGT1A1 54658
Homo sapiens Primates UGTs UGT famplex_relations UGT1A2P 54580
Homo sapiens Primates UGTs UGT famplex_relations UGT1A3 54659
Homo sapiens Primates UGTs UGT famplex_relations UGT1A4 54657
Homo sapiens Primates UGTs UGT famplex_relations UGT1A5 54579
Homo sapiens Primates UGTs UGT famplex_relations UGT1A6 54578
Homo sapiens Primates UGTs UGT famplex_relations UGT1A7 54577
Homo sapiens Primates UGTs UGT famplex_relations UGT1A8 54576
Homo sapiens Primates UGTs UGT famplex_relations UGT1A11P 54574
Homo sapiens Primates UGTs UGT famplex_relations UGT1A12P 54573
Homo sapiens Primates UGTs UGT famplex_relations UGT1A13P 404204
Homo sapiens Primates UGTs UGT famplex_relations UGT2A1 10941
Homo sapiens Primates UGTs UGT famplex_relations UGT2A2 574537
Homo sapiens Primates UGTs UGT famplex_relations UGT2A3 79799
Homo sapiens Primates UGTs UGT famplex_relations UGT2B4 7363
Homo sapiens Primates UGTs UGT famplex_relations UGT2B7 7364
Homo sapiens Primates UGTs UGT famplex_relations UGT2B10 7365
Homo sapiens Primates UGTs UGT famplex_relations UGT2B11 10720
Homo sapiens Primates UGTs UGT famplex_relations UGT2B15 7366
Homo sapiens Primates UGTs UGT famplex_relations UGT2B17 7367
Homo sapiens Primates UGTs UGT famplex_relations UGT2B24P 54572
Homo sapiens Primates UGTs UGT famplex_relations UGT2B25P 54571
Homo sapiens Primates UGTs UGT famplex_relations UGT2B26P 54570
Homo sapiens Primates UGTs UGT famplex_relations UGT2B27P 54569
Homo sapiens Primates UGTs UGT famplex_relations UGT2B28 54490
Homo sapiens Primates UGTs UGT famplex_relations UGT2B29P 54568
Homo sapiens Primates UGTs UGT famplex_relations UGT3A1 133688
Homo sapiens Primates UGTs UGT famplex_relations UGT3A2 167127
Homo sapiens Primates UGTs UGT famplex_relations UGT8 7368
Homo sapiens Primates ALDH ALDH famplex_relations ALDH1A1 216
Homo sapiens Primates ALDH ALDH famplex_relations ALDH1A2 8854
Homo sapiens Primates ALDH ALDH famplex_relations ALDH1A3 220
Homo sapiens Primates ALDH ALDH famplex_relations ALDH2 217
Homo sapiens Primates ALDH ALDH famplex_relations ALDH3A1 218
Homo sapiens Primates ALDH ALDH famplex_relations ALDH3A2 224
Homo sapiens Primates ALDH ALDH famplex_relations ALDH3B1 221
Homo sapiens Primates ALDH ALDH famplex_relations ALDH5A1 7915
Homo sapiens Primates ALDH ALDH famplex_relations ALDH7A1 501
Homo sapiens Primates ALDH ALDH famplex_relations ALDH9A1 223

Chemical mentions

Word Match MeSH Name ChEBI
Psilocybin psilocybin 3-[2-(dimethylazaniumyl)ethyl]-1H-indol-4-yl phosphate chebi:139072
Psilocin psilocin psilocin chebi:193059
HO- HO- oxidanide chebi:16234
ADH ADH 1-{[(4R,7S,10S,13S,16S,19R)-19-amino-7-(2-amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-13-benzyl-16-(4-hydroxybenzyl)-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosan-4-yl]carbonyl}-L-prolyl-L-arginylglycinamide chebi:34543

Disease mentions

Word Match MeSH Name DOID