727409-30-5

Basic information

• Product Name: 5,6,7,8-tetrahydroxyflavone
• Synonyms: 5,6,7,8-tetrahydroxyflavone
• CAS NO: 727409-30-5
• Molecular Weight: 286.241
• Mol File: 727409-30-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 5,6,7,8-tetrahydroxyflavone(CAS DataBase Reference)
• NIST Chemistry Reference: 5,6,7,8-tetrahydroxyflavone(727409-30-5)
• EPA Substance Registry System: 5,6,7,8-tetrahydroxyflavone(727409-30-5)

Safety Data

• Hazardous Substances Data: 727409-30-5(Hazardous Substances Data)

Upstream product

• 73202-52-5 5,8-dihydroxy-6,7-dimethoxyflavone 
• 76844-60-5 6-hydroxy-5,7,8-trimethoxyflavone 
• 1027300-73-7 7-(benzyloxy)-5,6,8-trihydroxyflavone 
• 740-33-0 mosloflavone 
• 480-40-0 5,7-dihydroxy-2-phenyl-chromen-4-one 
• 110506-85-9 7-(benzyloxy)-5-hydroxy-2-phenyl-4H-chromen-4-one 
• 55742-65-9 2',5'-dihydroxy-3',4',6'-trimethoxyacetophenone 
• 491-67-8 5,6,7-trihydroxy-2-phenyl-4H-1-benzopyran-4-one 
• 93-97-0 benzoic acid anhydride 
• 3162-45-6 6-Methoxywogonin 

Downstream Products

• 3162-43-4 5,6,7,8-tetrahydroxyflavone tetramethyl ether 

Relevant articles and documents

Synthesis and Antioxidant Properties of 5,6,7,8-Tetrahydroxyflavone

Flavones are a group of plant secondary metabolites with multiple biological properties. In the present study, 5,6,7,8-tetrahydroxyflavone (5,6,7,8-THF) was synthesized and characterized. In vitro antioxidant study, the effect of 5,6,7,8-THF on total antioxidant activity, reducing power, DPPH radical scavenging, ABTS radical scavenging, superoxide radical scavenging, hydroxyl radical scavenging, nitric oxide radical scavenging, and ferrous chelating activities was examined. According to the results, 5,6,7,8-THF showed excellent free radical scavenging effect and reducing power but weak the ferrous chelating activity. In conclusion, 5,6,7,8-THF can be regarded as an excellent source of antioxidants.

Structure-activity relationships for α-glucosidase inhibition of baicalein, 5,6,7-trihydroxyflavone: The effect of A-ring substitution

In order to estimate the effects of the A-ring hydroxyl group of baicalein (5,6,7-trihydroxyflavone, 1) on rat intestinal α-glucosidase inhibition, flavone, monohydroxyflavones, dihydroxyflavones, and methylated derivatives of 5,6,7-trihydroxyflavone were used for the structure-activity relationship (SAR) study. The importance of the 6-hydroxyl group of baicalein was validated for an exertion of the activity. And also, the tested flavones which lacked a hydroxyl substituent on any of positions 5, 6, or 7, showed no activity. Hence, the 5,6,7-trihydroxyflavone structure was concluded to be crucial for the potent inhibitory activity. In addition, an introduction of electron-withdrawing or electron-donating groups at position 8 of baicalein led to a dramatic decrease for activity, except for 8-fluoro-5,6,7-trihydroxyflavone, which carried a less bulky substituent on position 8. Hence, this result suggested that a sterically bulky substituent on C-8 of baicalein was detrimental for the activity regardless of its electronic nature. Through examining the inhibitory mechanism of baicalein against rat intestinal α-glucosidase, it was suggested to be a mixed type inhibition.