126432-36-8

Basic information

• Product Name: 2-(3,4,5-Trihydroxyphenyl)chroMen-4-one
• Synonyms: 2-(3,4,5-Trihydroxyphenyl)chroMen-4-one
• CAS NO: 126432-36-8
• Molecular Formula: C₁₅H₁₀O₅
• Molecular Weight: 270.2369
• Mol File: 126432-36-8.mol
• Article Data: 5

Chemical Properties

• Melting Point: >280 °C
• Boiling Point: 548.8±50.0 °C(Predicted)
• Appearance: /
• Density: 1.548±0.06 g/cm3(Predicted)
• PKA: 8.14±0.23(Predicted)
• CAS DataBase Reference: 2-(3,4,5-Trihydroxyphenyl)chroMen-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(3,4,5-Trihydroxyphenyl)chroMen-4-one(126432-36-8)
• EPA Substance Registry System: 2-(3,4,5-Trihydroxyphenyl)chroMen-4-one(126432-36-8)

Safety Data

• Hazardous Substances Data: 126432-36-8(Hazardous Substances Data)

Usage

Chalcone derivative

A type of organic compound that is a precursor to flavonoids.

Member of flavonoid family

A group of naturally occurring compounds found in plants that have various health benefits.

Antioxidant properties

The ability to neutralize harmful free radicals in the body, reducing the risk of chronic diseases.

Anti-inflammatory properties

The ability to reduce inflammation in the body, which can be beneficial in treating various inflammatory conditions.

Naturally found in various plants

Such as licorice.

Potential therapeutic benefits

In treating diseases such as cancer, diabetes, and cardiovascular disorders.

Chalcone core structure

A chemical structure that is the basis of the compound's strong antioxidant activity.

Three hydroxyl groups attached

These groups contribute to the compound's strong antioxidant activity.

Ongoing research subject

In the fields of medicine and drug development.

Upstream product

• 1916-07-0 3,4,5-trimethoxybenzoic acid methyl ester 
• 6959-89-3 2-acetylphenyl 3,4,5-trimethoxybenzoate 
• 4521-61-3 3,4,5-Trimethoxybenzoyl chloride 
• 1486-48-2 3,4,5-tribenzyloxybenzoic acid 
• 70424-94-1 methyl 3,4,5-tris(benzyloxy)benzoate 
• 149-91-7 3,4,5-trihydroxybenzoic acid 
• 67858-30-4 2-(3,4,5-trimethoxyphenyl)-4H-chromen-4-one 
• 579-74-8 2-Methoxyacetophenone 
• 121056-97-1 methyl 3,4,5-tris<(tert-butyldimethylsilyl)oxy>benzoate 
• 118-93-4 o-hydroxyacetophenone 
• 99-24-1 methyl galloate 

Downstream Products

• 67858-30-4 2-(3,4,5-trimethoxyphenyl)-4H-chromen-4-one 

Relevant articles and documents

Identification of 3′,4′,5′-trihydroxyflavone as an mammalian target of rapamycin inhibitor and its suppressive effects on dextran sulfate sodium-induced ulcerative colitis

Flavone derivatives have been shown to possess anti-inflammatory properties in various inflammation model systems; however, their underlying molecular mechanisms remain elusive. In this study, a flavone derivative 3′,4′,5′-trihydroxyflavone (THF; NJK16003) was synthesized, and its anti-inflammatory effects and molecular targets were investigated using in vitro systems and an in vivo colitis model. NJK16003 showed potent anti-inflammatory activities in cell-based assays using macrophages. In vitro enzyme activity assays using various inflammation-related kinases revealed the mammalian target of rapamycin (mTOR) as a possible molecular target. Treatment of RAW264.7 cells with NJK16003 resulted in an increase in light chain 3B protein lipidation and a decrease in p62 protein levels and ribosomal S6 kinase phosphorylation, indicating that NJK16003 induces autophagy through mTOR inhibition. NJK16003 treatment resulted in significant induction of autophagy and suppression of inflammatory responses in intestinal epithelial cells. Autophagy induction has been shown to alleviate colitis by suppressing inflammatory responses and apoptotic cell death of intestinal epithelial cells. Indeed, inflammatory responses and intestinal epithelial cell death in our DSS-induced colitis mouse model were significantly suppressed by NJK16003 treatment. Our results indicate that NJK16003 could suppress inflammation by inducing autophagy through its mTOR inhibitory activity. These results suggest that NJK16003 could be a possible therapeutic agent for the treatment of inflammatory bowel diseases including colitis.

Synthetic studies of fisetin, myricetin and nobiletin analogs and related probe molecules

We synthesized a series of analogs of fisetin, myricetin and nobiletin, as well as related fluorescein- and biotin-based flavone-probe molecules, on a suitable scale for biological and structure-activity relationship studies.

A Short and Facile Synthetic Route to Hydroxylated Flavones. New Syntheses of Apigenin, Tricin, and Luteolin

Reaction of lithium polyanions generated from o-hydroxyacetophenones 3a-f with O-silyloxylated benzoates 2a-d gave 1-aryl-3-(2-hydroxyphenyl)-1,3-propanediones 4a-n, which on treatment with acetic acid containing 0.5percent H2SO4 at 95 - 100 deg C afforded hydroxylated flavones 5-18 in high yields (76 - 92percent).