25515-46-2

Basic information

• Product Name: 2',4,4',6'-TETRAHYDROXYCHALCONE
• Synonyms: 2',4,4',6'-TETRAHYDROXYCHALCONE;1-(2,4,6-Trihydroxyphenyl)-3-(4-hydroxyphenyl)-2-propene-1-one
• CAS NO: 25515-46-2
• Molecular Formula: C₁₅H₁₂O₅
• Molecular Weight: 272.25278
• Mol File: 25515-46-2.mol
• Article Data: 21

Chemical Properties

• Boiling Point: 538.7±50.0 °C(Predicted)
• Appearance: /
• Density: 1.483±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 6.94±0.40(Predicted)
• CAS DataBase Reference: 2',4,4',6'-TETRAHYDROXYCHALCONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2',4,4',6'-TETRAHYDROXYCHALCONE(25515-46-2)
• EPA Substance Registry System: 2',4,4',6'-TETRAHYDROXYCHALCONE(25515-46-2)

Safety Data

• Hazardous Substances Data: 25515-46-2(Hazardous Substances Data)

Usage

Compound class

Chalcones, which are natural phenolic compounds.

Antioxidant properties

Capable of inhibiting oxidation in other molecules, thus preventing cell damage and potential health issues.

Biological activities

Has shown promise in various biological activities, including anti-inflammatory, anti-cancer, and anti-diabetic properties.

Cancer cell growth inhibition

Demonstrated potential in inhibiting cancer cell growth and inducing apoptosis (cell death) in cancer cells.

Inflammation reduction

Has the ability to reduce inflammation, which can contribute to various health issues.

Upstream product

• 480-66-0 2,4,6-trihydroxyacetophenone 
• 123-08-0 4-hydroxy-benzaldehyde 
• 30802-00-7 p-coumaroyl-coenzyme A 
• 65490-09-7 2'-hydroxy-4',6'-bis(methoxymethoxy)acetophenone 
• 118075-12-0 2'-hydroxy-4,4',6'-trimethoxymethoxylchalcone 
• 6515-21-5 4-methoxymethoxy-benzaldehyde 
• 480-41-1 5,7-Dihydroxy-2-(4-hydroxy-phenyl)-chroman-4-on 
• 524-14-1 malonyl-CoA 
• 30802-00-7 hydroxycinnamoyl-S-CoA 
• 30802-00-7 4-coumaroyl-coenzyme A 
• 524-14-1 S-(hydrogen malonyl)coenzyme A 
• 28090-12-2 4-(3-methyl-but-2-enyloxy)-benzaldehyde 
• 74189-56-3 4-(tetrahydropyran-2-yloxy)benzaldehyde 
• 832-58-6 1-(2,4,6-trimethoxyphenyl)ethanone 

Downstream Products

• 480-41-1 5,7-Dihydroxy-2-(4-hydroxy-phenyl)-chroman-4-on 
• 60-82-2 3-(4-Hydroxy-phenyl)-1-(2,4,6-trihydroxy-phenyl)-propan-1-on 
• 158196-35-1 naringenin-4'-O-β-D-glucuronide 
• 1174375-93-9 naringenin chalcone-2'-O-β-D-glucuronide 
• 158196-34-0 Naringenin 7-O-glucuronide 
• 724434-08-6 dihydrokaempferol 
• 480-41-1 naringenin 
• 480-41-1 (+)-Naringenin 
• 520-36-5 5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one 
• 20565-42-8 chalconaringenin 2'-glucoside 

Relevant articles and documents

Enzymatic formation of a resorcylic acid by creating a structure-guided single-point mutation in stilbene synthase

A novel C17 resorcylic acid was synthesized by a structure-guided Vitis vinifera stilbene synthase (STS) mutant, in which threonine 197 was replaced with glycine (T197G). Altering the architecture of the coumaroyl binding and cyclization pocket of the enzyme led to the attachment of an extra acetyl unit, derived from malonyl-CoA, to p-coumaroyl-CoA. The resulting novel pentaketide can be produced strictly by STS-like enzymes and not by Chalcone synthase-like type III polyketide synthases; due to the unique thioesterase like activity of STS-like enzymes. We utilized a liquid chromatography mass spectrometry-based data analysis approach to directly compare the reaction products of the mutant and wild type STS. The findings suggest an easy to employ platform for precursor-directed biosynthesis and identification of unnatural polyketides by structure-guided mutation of STS-like enzymes.

Antioxidant and prooxidant actions of prenylated and nonprenylated chalcones and flavanones in vitro

Prenylated flavonoids found in hops and beer, i.e., prenylchalcones and prenylflavanones, were examined for their ability to inhibit in vitro oxidation of human low-density lipoprotein (LDL). The oxidation of LDL was assessed by the formation of conjugate

A kind of A ring with methyl of [...] compound, preparation method and anti-inflammatory activity

The invention discloses a quinoid chalcone compound with a methyl group at an A ring, and a preparation method and anti-inflammatory activity thereof. The compound has a structure as shown in a general formula (I) which is described in the specification. The preparation method comprises the following steps: (1) synthesizing 2-hydroxy-4,6-dimethoxyacetophenone; (2) synthesizing 2'-hydroxy-4',6'-dimethoxychalcone derivative; (3) synthesizing 2',4',6'-trihydroxy chalcone derivative; and (4) synthesizing the quinoid chalcone compound with a methyl group at the A ring. The compound is simple to prepare and has obvious anti-inflammatory action.

In Vitro Osteogenic Differentiation and Antibacterial Potentials of Chalcone Derivatives

Chalcone derivatives have been investigated as therapeutic agents for the anticancer, antioxidant, and anti-inflammatory fields. In this study, we have synthesized four different types of chalcone derivatives and demonstrated in vitro bioactivities. We divided these derivatives into two groups of chalcones on the basis of similar substituents on the aromatic rings, and we tested cell viability and proliferation potentials, which indicated that the methoxy substituent on the A ring could enhance cytotoxicity and antiproliferation potential depending on the chalcone concentration. We also investigated osteogenic differentiation of C2C12 cells by ALP staining, the early marker for osteogenesis, which demonstrated that the chalcones could not only induce activity of BMP-2 but also inhibit the activity of noggin, a BMP antagonist. In addition, chalcone bearing hydroxyl groups at the 2-, 4-, and 6-position on the A ring inhibited treptococcus mutans growth, a major causative agent of dental caries. Therefore, we concluded that the chalcone derivatives synthesized in this research can be good candidates for therapeutic agents promoting bone differentiation, with an expectation of inhibiting S. mutans, in dentistry.