1612925-22-0

Basic information

• Product Name: 5,7-bis(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-3-methoxy-4H-chromen-4-one
• Synonyms: 5,7-bis(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-3-methoxy-4H-chromen-4-one
• CAS NO: 1612925-22-0
• Molecular Weight: 676.766
• Mol File: 1612925-22-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 5,7-bis(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-3-methoxy-4H-chromen-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5,7-bis(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-3-methoxy-4H-chromen-4-one(1612925-22-0)
• EPA Substance Registry System: 5,7-bis(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-3-methoxy-4H-chromen-4-one(1612925-22-0)

Safety Data

• Hazardous Substances Data: 1612925-22-0(Hazardous Substances Data)

Upstream product

• 116973-12-7 5,7-bis(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-3-hydroxy-4H-chromen-4-one 
• 74-88-4 methyl iodide 
• 100-39-0 benzyl bromide 
• 153-18-4 rutin 

Downstream Products

• 1486-70-0 2-(3,4-Dihydroxy-phenyl)-5,7-dihydroxy-3-methoxy-chromen-4-on 
• 33429-83-3 3,4'-O-dimethylquercetin 
• 2068-02-2 2-(3,4-dihydroxyphenyl)-5-hydroxy-3,7-dimethoxychromen-4-one 
• 572-32-7 ayanin 

Relevant articles and documents

The first synthesis of 3-O-methylcyanidin and the effect of 3-O-substitution on stability under acidic conditions

The simplest and most common anthocyanin in nature is 3-O-glucosylcyanidin (1), and 3-O-glucosylation is believed to stabilize the chromophore. To clarify the effect of the glucose residue we compared the stability of 1 with its aglycone, cyanidin (2), an

Synthesized quercetin derivatives stimulate melanogenesis in B16 melanoma cells by influencing the expression of melanin biosynthesis proteins MITF and p38 MAPK

In order to understand the effect of structure-activity relationships on melanogenesis using B16 melanoma cells, 19 quercetin derivatives were synthesized. Among the synthesized compounds, 3-O-methylquercetin (11) and 3′,4′,7-O-trimethylquercetin (14) increased melanin content more potently than the positive control theophylline, while exhibiting low cytotoxicity. Compound 11 exhibited less melanogenesis-stimulating activity than compound 14. However, 11 increased the expression of tyrosinase and tyrosinase-related protein 1 (TRP-1) to a greater extent than 14, thereby suggesting that melanogenesis in melanoma cells does not depend solely on the expression of the enzymes catalyzing melanin biosynthesis. Furthermore, 14 also stimulated the expression of the microphthalmia-associated transcription factor (MITF) and p-p38 mitogen activated protein kinase (MAPK), while they were not increased by 11. These results suggest that 11 may enhance the expression of tyrosinase and TRP-1 by regulating the proteasomal degradation of melanogenic enzymes and/or by activating other transcriptional factors regulating enzyme expression.