1953-54-4
Chemical Structure
5-Hydroxyindole
- CAS. Nr.: 1953-54-4
- Formula:C8H7NO
- Molecular Weight:133.15
IUPAC Name: 1H-indol-5-ol
InChIKey: LMIQERWZRIFWNZ-UHFFFAOYSA-N
SMILES: OC1=CC2=C(C=C1)NC=C2
Biological Activity: 5-Hydroxyindole is an orally active hydroxylated indole and tryptophan metabolite. 5-Hydroxyindole activates α7 nicotinic acetylcholine receptors and acts on intestinal L-type calcium channels. 5-Hydroxyindole slows down the desensitization of 5-HT3 receptor-mediated ion currents in cells. 5-Hydroxyindole causes convulsions and loss of consciousness. 5-Hydroxyindole is used in the study of neuroblastoma, schizophrenia, and diseases related to intestinal motility disorders[1][2][3][4][5][6][7].
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5-Hydroxyindole | 99.94% | 5-Hydroxyindole is an orally active hydroxylated indole and tryptophan metabolite. 5-Hydroxyindole activates α7 nicotinic acetylcholine receptors and acts on intestinal L-type calcium channels. 5-Hydroxyindole slows down the desensitization of 5-HT3 receptor-mediated ion currents in cells. 5-Hydroxyindole causes convulsions and loss of consciousness. 5-Hydroxyindole is used in the study of neuroblastoma, schizophrenia, and diseases related to intestinal motility disorders. | ||||||||||||||||||||
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5-Hydroxyindole (Standard) | 99.95% | 5-Hydroxyindole (Standard) is the analytical standard of 5-Hydroxyindole (HY-W001160). This product is intended for research and analytical applications. 5-Hydroxyindole is an orally active hydroxylated indole and tryptophan metabolite. 5-Hydroxyindole activates α7 nicotinic acetylcholine receptors and acts on intestinal L-type calcium channels. 5-Hydroxyindole slows down the desensitization of 5-HT3 receptor-mediated ion currents in cells. 5-Hydroxyindole causes convulsions and loss of consciousness. 5-Hydroxyindole is used in the study of neuroblastoma, schizophrenia, and diseases related to intestinal motility disorders. | ||||||||||||||||||||
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References
- [1]. Huang J, et al. Effects of neuroactive metabolites of the tryptophan pathway on working memory and cortical thickness in schizophrenia. Transl Psychiatry. 2021 Apr 1;11(1):198. [Content Brief]
- [2]. Zwart R, et al. 5-Hydroxyindole potentiates human alpha 7 nicotinic receptor-mediated responses and enhances acetylcholine-induced glutamate release in cerebellar slices. Neuropharmacology. 2002 Sep;43(3):374-84. [Content Brief]
- [3]. Van Hooft J A, et al. Allosteric potentiation of the 5-HT3 receptor-mediated ion current in N1E-115 neuroblastoma cells by 5-hydroxyindole and analogues. Neuropharmacology, 1997, 36(4-5): 649-653.
- [4]. Mannaioni G, et al. 5-hydroxyindole causes convulsions and increases transmitter release in the CA1 region of the rat hippocampus. Br J Pharmacol. 2003 Jan;138(1):245-53. [Content Brief]
- [5]. Waclawiková B, et al. Gut bacteria-derived 5-hydroxyindole is a potent stimulant of intestinal motility via its action on L-type calcium channels. PLoS Biol. 2021 Jan 22;19(1):e3001070. [Content Brief]
- [6]. Kooyman AR, et, al. 5-Hydroxyindole slows desensitization of the 5-HT3 receptor-mediated ion current in N1E-115 neuroblastoma cells. Br J Pharmacol. 1993 Feb;108(2):287-9. [Content Brief]
- [7]. LaPorte M, et, al. 5-Hydroxyindoles by intramolecular alkynol-furan diels-alder cycloaddition. J Org Chem. 2013 Jan 4;78(1):167-74. [Content Brief]
