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4-Hydroxyindole

CAT: 0804-HY-34596-02Size: 10 mM - 1 mLDry Ice: NoHazardous: No
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CAT#:0804-HY-34596-02Size:10 mM - 1 mL
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
4-Hydroxyindole is a type of hydroxyindole in which the 1H-indole at position 4 is substituted by a hydroxyl group. 4-Hydroxyindole serves as an important raw material or intermediate in the synthesis of pharmaceutical products and industrial polymers. 4-Hydroxyindole inhibits amyloid fibrillization and induces liver function impairment, thyroid abnormalities, and blood glucose fluctuations in mice. 4-Hydroxyindole holds potential for research in neurodegenerative diseases and metabolic disorders[1][2][3].
CAS Number
2380-94-1
UNSPSC
12352005
Hazard Statement
H315, H319, H335
Target
Amyloid-β; Biochemical Assay Reagents
Type
Reference compound
Related Pathways
Neuronal Signaling; Others
Field of Research
Metabolic Disease; Neurological Disease
Assay Protocol
https://www.medchemexpress.com/4-hydroxyindole.html
Purity
99.49
Solubility
DMSO : 15.71 mg/mL (ultrasonic) |H2O : 1.43 mg/mL (ultrasonic)
Smiles
OC1=CC=CC2=C1C=CN2
Molecular Formula
C8H7NO
Molecular Weight
133.15
Precautions
H315, H319, H335
References & Citations
[1]Nenad Manevski, et al. Glucuronidation of psilocin and 4-hydroxyindole by the human UDP-glucuronosyltransferases. Drug Metab Dispos. 2010 Mar;38 (3) :386-95.|[2]Cohen T, et al. Inhibition of amyloid fibril formation and cytotoxicity by hydroxyindole derivatives. Biochemistry. 2006 Apr 18;45 (15) :4727-35.|[3]Goyal R N, et al. Electrochemical oxidation of 4-hydroxyindole and effects of its oxidation products on blood parameters of albino mice[J]. Bioorganic Chemistry, 1999, 27 (3) : 239-252.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, protect from light, stored under nitrogen)
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

1H-indol-4-ol

4-hydroxyindole is a member of the class of hydroxyindoles that is 1H-indole substituted by a hydroxy group at position 4. It is a member of phenols and a member of hydroxyindoles.

CAS Number2380-94-1
PubChem CID75421
IUPAC Name1H-indol-4-ol
Molecular FormulaC8H7NO
Molecular Weight133.15
XLogP2.4
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(=C1)O
InChI
InChI=1S/C8H7NO/c10-8-3-1-2-7-6(8)4-5-9-7/h1-5,9-10H
InChIKey
NLMQHXUGJIAKTH-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of 1H-indol-4-ol
CAS: 2380-94-1
CID: 75421
Formula: C8H7NO
MW: 133.15
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight133.15
XLogP32.4
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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