4324-55-4

Basic information

• Product Name: 6-Hydroxykaempferol
• Synonyms: 6-Hydroxykaempferol;3,5,6,7,4'-Hydroxy flavone;Galetine;Norvogeletin
• CAS NO: 4324-55-4
• Molecular Formula: C₁₅H₁₀O₇
• Molecular Weight: 302.2357
• Mol File: 4324-55-4.mol
• Article Data: 3

Chemical Properties

• Melting Point: 310-315 °C (decomp)
• Boiling Point: 669.3°Cat760mmHg
• Flash Point: 258.4°C
• Appearance: /
• Density: 1.799g/cm³
• Vapor Pressure: 7.92E-19mmHg at 25°C
• Refractive Index: 1.823
• PKA: 6.15±0.40(Predicted)
• CAS DataBase Reference: 6-Hydroxykaempferol(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Hydroxykaempferol(4324-55-4)
• EPA Substance Registry System: 6-Hydroxykaempferol(4324-55-4)

Safety Data

• Hazardous Substances Data: 4324-55-4(Hazardous Substances Data)

Usage

General Description

6-Hydroxykaempferol is a natural flavonoid compound found in various plants and herbs, including grapefruit and chamomile. It is known for its antioxidant and anti-inflammatory properties, as well as its potential anti-cancer effects. Studies have shown that 6-Hydroxykaempferol may help protect against oxidative stress and reduce inflammation in the body. Additionally, it has been investigated for its potential in inhibiting the growth of cancer cells, particularly in breast and lung cancers. Overall, 6-Hydroxykaempferol has shown promise as a therapeutic agent in the treatment and prevention of various diseases, making it a subject of ongoing research in the field of natural medicine and pharmacology.

InChI:InChI=1/C15H10O7/c16-7-3-1-6(2-4-7)15-14(21)13(20)10-9(22-15)5-8(17)11(18)12(10)19/h1-5,16-19,21H

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Relevant articles and documents

Inhibitory effects of 5,6,7-trihydroxyflavones on tyrosinase

Baicalein (1), 6-hydroxyapigenin (6), 6-hydroxygalangin (13) and 6-hydroxykaempferol (14), which are naturally occurring flavonoids from a set of 14 hydroxyflavones tested, exhibited high inhibitory effects on tyrosinase with respect to L-DOPA, while each of the 5,6,7-trihydroxyflavones 1, 6, 13 or 14 acted as a cofactor to monophenolase. Moreover, 6-hydroxykaempferol (14) showed the highest activity and was a competitive inhibitor of tyrosinase compared to L-DOPA. 5,6,7-Trihydroxyflavones 1, 6, 13 or 14 showed also high antioxidant activities. Hence, we conclude that the 5,6,7-trihydroxy-flavones are useful as good depigmentation agents with inhibitory effects in addition to their antioxidant properties.

Studies of the selective O-alkylation and dealkylation of flavonoids. XVIII. A convenient method for synthesizing 3,5,6,7-tetrahydroxyflavones

In the demethylation of 6-hydroxy-3,4',7-trimethoxy-5-(tosyloxy)flavone with anhydrous aluminum bromide, the 5-tosyloxyl group was eliminated with bromination to give 8-bromo-3,6,7-trihydroxy-4'-methoxyflavone as the main product. When anhydrous aluminum chloride was used in the demethylation of the acetate, the 5-tosyloxyl group was cleaved prior to the demethylation to give 5,6,7-trihydroxy-3,4'-dimethoxyflavone. Demethylation of 6-hydroxy-4',5,7-trimethoxy-3-(tosyloxy)flavone and its acetate with the bromide or chloride afforded the 5,6,7-trihydroxyflavone without the cleavage of the 3-tosyloxyl group, but was not suitable for the general synthesis of the 3,5,6,7-tetrahydroxyflavones because of the difficulty in removing the protecting group. Consequently, it was found that the direct demethylation of 3,6-dihydroxy-5,7-dimethoxyflavones with anhydrous aluminum chloride-sodium iodide in acetonitrile was the most useful general method for synthesizing 3,5,6,7-tetrahydroxyflavones. Additionally, the reported structures of two natural flavones were revised.