529-52-2

Basic information

• Product Name: 6-Methyl-2-phenyl-5,7-dihydroxy-4H-1-benzopyran-4-one
• Synonyms: 5,7-Dihydroxy-6-methylflavone;6-Methyl-2-phenyl-5,7-dihydroxy-4H-1-benzopyran-4-one;Strobochrysin;5,7-dihydroxy-6-methyl-2-phenyl-4H-chromen-4-one
• CAS NO: 529-52-2
• Molecular Formula: C₁₆H₁₂O₄
• Molecular Weight: 268.26
• Mol File: 529-52-2.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 6-Methyl-2-phenyl-5,7-dihydroxy-4H-1-benzopyran-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Methyl-2-phenyl-5,7-dihydroxy-4H-1-benzopyran-4-one(529-52-2)
• EPA Substance Registry System: 6-Methyl-2-phenyl-5,7-dihydroxy-4H-1-benzopyran-4-one(529-52-2)

Safety Data

• Hazardous Substances Data: 529-52-2(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 480-40-0 5,7-dihydroxy-2-phenyl-chromen-4-one 
• 124-41-4 sodium methylate 
• 74-88-4 methyl iodide 
• 14004-47-8 5,7-dimethoxy-8-methyl-2-phenylchromen-4-one 
• 628-13-7 pyridine hydrochloride 
• 2657-28-5 2,4,6-trihydroxy-3-methyl-acetophenon 
• 93-97-0 benzoic acid anhydride 
• 10034-85-2 hydrogen iodide 
• 108-24-7 acetic anhydride 
• 55969-57-8 5-hydroxy-7-methoxy-6-methyl-2-phenyl-chromen-4-one 
• 88-03-9 2,4,6-trihydroxytoluene 
• 55969-56-7 5,7-dihydroxy-8-methyl-2-phenylchromen-4-one 
• 14004-48-9 5-hydroxy-7-methoxy-8-methylflavone 

Downstream Products

• 55969-57-8 5-hydroxy-7-methoxy-6-methyl-2-phenyl-chromen-4-one 

Relevant articles and documents

C-isoprenylation of flavonoids enhances binding affinity toward P-glycoprotein and modulation of cancer cell chemoresistance

Previous studies have shown that flavones bind to P-glycoprotein (Pgp) with higher affinity than isoflavones, flavanones, and glycosylated derivatives. In the present work, a series of C- or O-substituted hydrophobic derivatives of chrysin were synthesized to further investigate structural requirements of the A ring toward Pgp modulation. Increasing hydrophobicity at either position 6, 8, or 7 increased the affinity of in vitro binding to a purified cytosolic domain of Pgp, but only benzyl and 3,3-dimethylallyl C-substitution produced a high maximal quenching of the protein intrinsic fluorescence. Inhibition of membrane Pgp within leukemic cells, characterized by intracellular drug accumulation, was specifically produced by isoprenylated derivatives, with 8-(3,3-dimethylallyl)chrysin being even more efficient than the commonly used cyclosporin A.