4-Hydroxy-N,N-diisopropyltryptammonium hydrofumarate: Crystal Structure of a Synthetic Psychedelic
- Author: mycolabadmin
- 6/27/2025
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Summary
Scientists have determined the three-dimensional crystal structure of 4-HO-DiPT, a synthetic compound related to psilocin found in magic mushrooms. This is the first crystal structure of this specific compound and provides important structural information for understanding how it works. A related version of this compound is currently being tested in clinical trials for treating postpartum depression and other mood disorders.
Background
4-Hydroxy-N,N-diisopropyltryptamine (4-HO-DiPT) is a synthetic structural analog of serotonin that alters human perception and consciousness. It is more selective toward serotonin receptors than related compounds like psilocin. A prodrug of this compound is in Phase 2 clinical trials for treatment of postpartum depression and adjustment disorder.
Objective
To report the solid-state crystal structure of 4-hydroxy-N,N-diisopropyltryptamine as its hydrofumarate salt, the first crystal structure of this active metabolite.
Results
The asymmetric unit contains one 4-hydroxy-N,N-diisopropyltryptammonium cation and one hydrofumarate anion. The indole ring is nearly planar with an r.m.s. deviation of 0.005 Å. In the extended structure, hydrofumarate anions form linear chains along the [100] direction through O-H···O hydrogen bonds that connect with the tryptammonium cations to generate a three-dimensional network.
Conclusion
- Published in:IUCrdata,
- Study Type:Structural Study,
- Source: DOI: 10.1107/S2414314625005644, PMID: 40630060