5-Hydroxyindole

5-Hydroxyindole
Identifiers
CAS Number	1953-54-4;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:89649;
ChEMBL	ChEMBL404923;
ChemSpider	110544;
ECHA InfoCard	100.016.166
EC Number	217-782-6;
IUPHAR/BPS	2295;
PubChem CID	16054;
UNII	320UN7XZYN;
CompTox Dashboard (EPA)	DTXSID00173187 ;
	InChI InChI=1S/C8H7NO/c10-7-1-2-8-6(5-7)3-4-9-8/h1-5,9-10H Key: LMIQERWZRIFWNZ-UHFFFAOYSA-N;
	SMILES C1=CC2=C(C=CN2)C=C1O;
Properties
Chemical formula	C8H7NO
Molar mass	133.15 g/mol
Related compounds
Related compounds	Indole, 5-Hydroxyindoline, Serotonin
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

5-Hydroxyindole (5-indolol or NSC 87503) is an indole alkaloid mood enhancer.^[1]^[2] It is a positive allosteric modulator of the serotonin 5-HT₃ receptor.^[3]

References

↑ "5-Hydroxyindole 97 1953-54-4". Sigmaaldrich.com. Archived from the original on 2022-07-05. Retrieved 2026-06-16.
↑ Jakaria, Md; Cannon, Jason R. (July 16, 2025). "The role of hydroxyindoles in protecting neuronal cultures from ferroptosis". Cell Death Discovery. 11 (1): 329. doi:10.1038/s41420-025-02608-4. ISSN 2058-7716. PMC 12267586. PMID 40670345.
↑ Newman, Amy S.; Batis, Nikolaos; Grafton, Gillian; Caputo, Francesca; Brady, Catherine A.; Lambert, Jeremy J.; Peters, John A.; Gordon, John; Brain, Keith L.; Powell, Andrew D.; Barnes, Nicholas M. (July 2013). "5-Chloroindole: a potent allosteric modulator of the 5-HT₃ receptor". British Journal of Pharmacology. 169 (6): 1228–1238. doi:10.1111/bph.12213. ISSN 1476-5381. PMC 3831704. PMID 23594147.

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