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

• 65490-09-7 2'-hydroxy-4',6'-bis(methoxymethoxy)acetophenone 
• 123-08-0 4-hydroxy-benzaldehyde 
• 832-58-6 1-(2,4,6-trimethoxyphenyl)ethanone 
• 61777-22-8 (2E)-1-(2,4,6-trimethoxyphenyl)-3-(4-hydroxyphenyl)-2-propen-1-one 
• 30802-00-7 4-coumaroyl-coenzyme A 
• 524-14-1 S-(hydrogen malonyl)coenzyme A 
• 55260-28-1 1-[2,4,6-Tris-(tetrahydro-pyran-2-yloxy)-phenyl]-ethanone 
• 74189-56-3 4-(tetrahydropyran-2-yloxy)benzaldehyde 
• 480-66-0 2,4,6-trihydroxyacetophenone 
• 28090-12-2 4-(3-methyl-but-2-enyloxy)-benzaldehyde 
• 524-14-1 malonyl-CoA 
• 30802-00-7 hydroxycinnamoyl-S-CoA 
• 480-41-1 5,7-Dihydroxy-2-(4-hydroxy-phenyl)-chroman-4-on 
• 6515-21-5 4-methoxymethoxy-benzaldehyde 

Downstream Products

• 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 
• 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 
• 60-82-2 3-(4-Hydroxy-phenyl)-1-(2,4,6-trihydroxy-phenyl)-propan-1-on 
• 480-41-1 5,7-Dihydroxy-2-(4-hydroxy-phenyl)-chroman-4-on 
• 724434-08-6 dihydrokaempferol 

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.

Design, synthesis and anti-inflammatory activity of dihydroflavonol derivatives

Thirty dihydroflavonol derivatives (D1–D30) were designed and synthesized, meanwhile the synthesized compounds were characterized on the basis of spectroscopic analyzes. Their inhibitory activity against the pro-inflammatory inducible interleukin-1β (IL-1β), interleukin-6 (IL-6), and tumor necrosis factor-α (TNF-α) in lipopolysaccharide (LPS)-stimulated murine RAW 264.7 macrophages were evaluated and showed various efficiency. Compounds D1–D30 showed no toxic effects on RAW 264.7 cells at the concentration 20 μM; among them, compounds D9, D13, and D19 exhibited best anti-inflammatory activity through decreasing IL-1β, IL-6, and TNF-α. Furthermore, their structure–activity relationships were discussed preliminarily.