5-Hydroxyindole

CAT: 0804-HY-W001160-01Size: 500 mgDry Ice: NoHazardous: No
CAT#:0804-HY-W001160-01Size:500 mg
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Description
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].
CAS Number
[1953-54-4]
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Calcium Channel; Endogenous Metabolite; nAChR
Type
Natural Products
Related Pathways
Membrane Transporter/Ion Channel; Metabolic Enzyme/Protease; Neuronal Signaling
Field of Research
Cancer; Endocrinology; Neurological Disease
Assay Protocol
https://www.medchemexpress.com/5-hydroxyindole.html
Purity
99.94
Solubility
DMSO : 50 mg/mL (ultrasonic)
Smiles
OC1=CC2=C(C=C1)NC=C2
Molecular Formula
C8H7NO
Molecular Weight
133.15
Precautions
H302, H315, H319, H335
References & Citations
[1]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.|[2]LaPorte M, et, al. 5-Hydroxyindoles by intramolecular alkynol-furan diels-alder cycloaddition. J Org Chem. 2013 Jan 4;78 (1) :167-74.|[3]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.|[4]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.|[5]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.|[6]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.|[7]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.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Natural Products
Clinical Information
No Development Reported
Isoform
L-type calcium channel; Microbial Metabolite

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