642-39-7

Basic information

• Product Name: ANGOLENSIN
• Synonyms: ANGOLENSIN;1-(2,4-Dihydroxyphenyl)-2-(4-methoxyphenyl)-1-propanone;[S,(+)]-2',4'-Dihydroxy-α-(p-methoxyphenyl)propiophenone;1-(2,4-dihydroxyphenyl)-2-(4-Methoxyphenyl)propan-1-one
• CAS NO: 642-39-7
• Molecular Formula: C₁₆H₁₆O₄
• Molecular Weight: 272.3
• Mol File: 642-39-7.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: ANGOLENSIN(CAS DataBase Reference)
• NIST Chemistry Reference: ANGOLENSIN(642-39-7)
• EPA Substance Registry System: ANGOLENSIN(642-39-7)

Safety Data

• Hazardous Substances Data: 642-39-7(Hazardous Substances Data)

Usage

Description

ANGOLENSIN, also known as 1-(2,4-Dihydroxyphenyl)-2-(4-methoxyphenyl)propan-1-one, is a metabolite of red clover extract. It possesses unique properties that allow it to selectively activate ERα/β heterodimers, making it a promising candidate for various applications in different industries.

Uses

Used in Pharmaceutical Industry:
ANGOLENSIN is used as a selective modulator for ERα/β heterodimers, which can be beneficial in the development of targeted therapies for various diseases and conditions. Its ability to selectively activate these heterodimers may lead to more effective treatments with fewer side effects.
Used in Research Applications:
ANGOLENSIN is used as a research tool to study the function and regulation of ERα/β heterodimers. This can help scientists gain a better understanding of the underlying mechanisms of various diseases and develop new therapeutic strategies.
Used in Drug Development:
ANGOLENSIN can be used in the development of new drugs that target ERα/β heterodimers. Its selective activation of these heterodimers may lead to the discovery of novel therapeutic agents with improved efficacy and safety profiles.

Upstream product

• 4842-48-2 (αR)-angolensin 
• 123483-32-9 (+/-)-4-O-benzylangolensin 
• 485-72-3 7-Hydroxy-3-(4-methoxy-phenyl)-chromen-4-on 
• 21255-69-6 O-desmethylangolensin 
• 74-88-4 methyl iodide 
• 487-49-0 1-(2,4-dihydroxyphenyl)-2-(4-methoxyphenyl)ethanone 
• 95307-71-4 1-[2-hydroxy-4-(phenylmethoxy)phenyl]-2-(4-methoxyphenyl)ethanone 

Downstream Products

• 4842-56-2 1-(2-Hydroxy-4-methoxyphenyl)-2-(4-methoxyphenyl)propan-1-one 
• 95137-17-0 (+/-)-Angolensintriacetat 
• 4842-52-8 1-(2,4-dimethoxyphenyl)-2-(4-methoxyphenyl)propan-1-one 
• 4842-54-0 4.2'.4'-trimethoxy-α-methyl-bibenzylol-(α') 
• 5012-91-9 (+/-)-1-(2-Hydroxy-4-methoxy-phenyl)-2-(4-methoxy-phenyl)-propan 
• 4842-55-1 (+/-)-1-(2,4-Dimethoxy-phenyl)-2-(4-methoxy-phenyl)-propan 
• 5012-93-1 opt.-inakt.-1-(2-Hydroxy-4-methoxy-phenyl)-2-(4-methoxy-phenyl)-propan-1-ol 

Relevant articles and documents

Synthesis, structure-activity relationship analysis and kinetics study of reductive derivatives of flavonoids as Helicobacter pylori urease inhibitors

In a continuing study for discovering urease inhibitors based on flavonoids, nineteen reductive derivatives of flavonoids were synthesized and evaluated against Helicobacter pylori urease. Analysis of structure-activity relationship disclosed that 4-deoxy analogues are more potent than other reductive products. Out of them, 4′,7,8-trihydroxyl-2-isoflavene (13) was found to be the most active with IC50 of 0.85 μM, being over 20-fold more potent than the commercial available urease inhibitor, acetohydroxamic acid (AHA). Kinetics study revealed that 13 is a competitive inhibitor of H. pylori urease with a Ki value of 0.641 μM, which is well matched with the results of molecular docking. Biological evaluation and mechanism study of 13 suggest that it is a good candidate for discovering novel anti-gastritis and anti-gastric ulcer agent.

Synthesis of α-methyldeoxybenzoins

Reduction of hydroxy and/or methoxy-substituted isoflavones using LiAlH4 in refluxing THF provides an easy access to a number of α-methyldeoxybenzoins, possible metabolites of phytoestrogens in man. The synthesis of O-demethylangolensin 2b, 6′-hydroxyangolensin 2c, angolensin 2d, 1-(2,4-dihydroxyphenyl)-2-phenylpropan-1-one 2e, 1-(2-hydroxy-4-methoxyphenyl)-2-(4-hydroxyphenyl)propan-1-one2f, 4′-O-methylangolensin 2g, 1-(2-hydroxy-4-methoxyphenyl)-2-phenylpropan-1-one 2h, and 1-(2-hydroxyphenyl)-2-phenylpropan-1-one 2i is described. The Royal Society of Chemistry 1999.