73692-51-0

Basic information

• Product Name: 2',4',6',3,4-PENTAHYDROXYCHALCONE
• Synonyms: ERIODICTYOL CHALCONE;2',4',6',3,4-PENTAHYDROXYCHALCONE;3,4,2',4',6'-PENTAHYDROXYCHALCONE;PENTAHYDROXYCHALCONE,2',4',6',3,4-;2',3,4,4',6'-pentahydroxychalcone;3-(3,4-Dihydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)-2-propen-1-one;Eriodictyol chalocone
• CAS NO: 73692-51-0
• Molecular Formula: C₁₅H₁₂O₆
• Molecular Weight: 288.25
• EINECS: 277-569-9
• Product Categories: Chalcones
• Mol File: 73692-51-0.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2',4',6',3,4-PENTAHYDROXYCHALCONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2',4',6',3,4-PENTAHYDROXYCHALCONE(73692-51-0)
• EPA Substance Registry System: 2',4',6',3,4-PENTAHYDROXYCHALCONE(73692-51-0)

Safety Data

• Hazardous Substances Data: 73692-51-0(Hazardous Substances Data)

Usage

Definition

ChEBI: A member of the class of chalcones that is chalcone substituted by hydroxy groups at positions 2', 3, 4, 4', and 6'.

Upstream product

• 108-73-6 3,5-dihydroxyphenol 
• 23416-69-5 caffeic acid chloride 
• 91299-69-3 3,4,2',4',6'-pentamethoxymethoxychalcone 
• 36804-11-2 2,4,6-tri-MOM phloracetophenone 
• 6515-06-6 3,4-bis-methoxymethoxy-benzaldehyde 
• 139-85-5 3,4-dihydroxybenzaldehyde 
• 65490-09-7 2'-hydroxy-4',6'-bis(methoxymethoxy)acetophenone 
• 480-66-0 2,4,6-trihydroxyacetophenone 

Downstream Products

• 552-58-9 eriodictyol 
• 480-70-6 aureusidin 

Relevant articles and documents

Design, synthesis and bioactivity of chalcones and its analogues

The Vernohia anthelmintica L.'s extract is one of the most popular Uygur medicines used for vitiligo. It is believed that the chalcone compounds of the plant play an important role in the treatment since they may activate tyrosinase and improve melanin production. In this study, twenty-one chalcones and nine analogues were synthesized in view of three different components of chalcone (A, B ring and α, β-unsaturated carbonyl). After biological evaluation of their activity on tyrosinase in cell-free systems, the result showed that most compounds (except polyhydroxy chalcones) possess activator effect on the tyrosinase, especially for 13a–15a, 20a and 1b, which bearing a comparable activity to the positive control 8-MOP. SAR of these tyrosinase activator was summed up for the first time as well. Finally, compound 13a was found to increase melanin contents and tyrosinase activity 1.75 and 1.3 fold, respectively, compared with that of untreated murine B16 cells at the concentration of 40?μg/mL.

Synthesis and studies on antidepressant activity of 2′,4′, 6′-trihydroxychalcone derivatives

In this study, we synthesized a series of 2′,4′,6′- trihydroxychalcone derivatives and evaluated their antidepressant activities. The results of the nine compounds showed significantly reduced times during the forced swimming test at a dose of 10 mg/kg, indicative of antidepressant activity. Among the compounds, 2-bromo-2′,4′,6′- trihydroxychalcone (3h) was found to be the most potent, and it was observed that compound 3h at dose of 10, 20, and 40 mg/kg significantly reduced the duration of immobility times in the FST and TST in mice 30 min after treatment. Springer Science+Business Media, LLC 2011.