137225-57-1

Basic information

• Product Name: 2-Propen-1-one, 3-(4-methoxyphenyl)-1-(2,4,6-trihydroxyphenyl)-, (E)-
• CAS NO: 137225-57-1
• Molecular Formula: C16H14O5
• Molecular Weight: 286.284
• Mol File: 137225-57-1.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: 2-Propen-1-one, 3-(4-methoxyphenyl)-1-(2,4,6-trihydroxyphenyl)-, (E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propen-1-one, 3-(4-methoxyphenyl)-1-(2,4,6-trihydroxyphenyl)-, (E)-(137225-57-1)
• EPA Substance Registry System: 2-Propen-1-one, 3-(4-methoxyphenyl)-1-(2,4,6-trihydroxyphenyl)-, (E)-(137225-57-1)

Safety Data

• Hazardous Substances Data: 137225-57-1(Hazardous Substances Data)

Upstream product

• 480-66-0 2,4,6-trihydroxyacetophenone 
• 123-11-5 4-methoxy-benzaldehyde 
• 327096-49-1 1-(2-hydroxy-4,6-bis(methoxymethoxy)phenyl)-3-(4-methoxyphenyl)prop-2-en-1-one 
• 65490-09-7 2'-hydroxy-4',6'-bis(methoxymethoxy)acetophenone 
• 115425-05-3 4,6-dibenzoyloxy-2'-hydroxyacetophenone 
• 115425-06-4 4',6'-dibenzoyloxy-2'-hydroxy-3-methoxychalkone 
• 830-09-1 3-(4'-methoxyphenyl)propenoic acid 
• 128837-25-2 1-[2,4-bis(ethoxymethoxy)-6-hydroxyphenyl]ethan-1-one 

Downstream Products

• 3570-69-2 3,5,7-trihydroxy-2-(4′-methoxyphenyl)chroman-4-one 
• 480-43-3 isosakuranetin 
• 76172-68-4 3-(4-methoxyphenyl)-1-(2,4,6-trihydroxyphenyl)propan-1-one 

Relevant articles and documents

Iterative polyketide synthesis via a consecutive carbonyl-protecting strategy

To address the difficulty in protecting a β-polycarbonyl compound, a method for the sequential protection of elongating carbonyl groups was demonstrated. The iterative chain elongation of a carboxylic acid with malonic acid half thioester followed by the protection of the resulting β-ketothioester was performed via the stepwise formation of an isoxazole ring using an O-protected oxime functionality. Yangonin and isosakuranetin were synthesized according to this procedure.

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.

Design, synthesis and antidepressant activity evaluation 2′-hydroxy-4′,6′-diisoprenyloxychalcone derivatives

In this study, 14 2′-hydroxy-4′,6′-diisoprenyloxychalcone compounds were synthesized and their antidepressant activities were evaluated using the forced swimming test. The pharmacological results showed that six compounds significantly reduced immobility times during the forced swimming test at a dose of 10 mg/kg, indicative of antidepressant activity. Among these, three compounds (4d, 4e, and 4g) exhibited better antidepressant activity, with reduced immobility time by 38.3, 34.0, and 27.4 %, respectively. For explanation of the putative mechanism of action, compounds 4e, 4g were tested in chemical induced models.