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5-Hydroxyindole (Standard)

CAT: 0804-HY-W001160R-02Size: 50 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-W001160R-02Size:50 mg
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Description
5-Hydroxyindole (Standard) is the analytical standard of 5-Hydroxyindole. 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[1][2][3][4][5][6][7].
CAS Number
1953-54-4
UNSPSC
12352005
Target
Calcium Channel; Endogenous Metabolite; nAChR; Reference Standards
Related Pathways
Membrane Transporter/Ion Channel; Metabolic Enzyme/Protease; Neuronal Signaling; Others
Field of Research
Cancer; Endocrinology; Neurological Disease
Smiles
OC1=CC2=C(C=C1)NC=C2
Molecular Formula
C8H7NO
Molecular Weight
133.15
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.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards
Isoform
L-type calcium channel; Microbial Metabolite

Chemical Information

5-Hydroxyindole

5-hydroxyindole is a member of the class of hydroxyindoles that is 1H-indole in which the hydrogen at position 5 has been replaced by a hydroxy group. It has a role as a human metabolite.

CAS Number1953-54-4
PubChem CID16054
IUPAC Name1H-indol-5-ol
Molecular FormulaC8H7NO
Molecular Weight133.15
XLogP2
Topological Polar Surface Area36
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count1
Rotatable Bond Count0
Heavy Atom Count10
Formal Charge0
Complexity126
SMILES
C1=CC2=C(C=CN2)C=C1O
InChI
InChI=1S/C8H7NO/c10-7-1-2-8-6(5-7)3-4-9-8/h1-5,9-10H
InChIKey
LMIQERWZRIFWNZ-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of 5-Hydroxyindole
CAS: 1953-54-4
CID: 16054
Formula: C8H7NO
MW: 133.15
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight133.15
XLogP32
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count1
Rotatable Bond Count0
Exact Mass133.052763847
Monoisotopic Mass133.052763847
Topological Polar Surface Area36 Ų
Heavy Atom Count10
Formal Charge0
Complexity126
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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