Overview
3,5,2',1',3'-Pentahydroxyflavone is a naturally occurring flavonoid derivative with significant antioxidant properties. It belongs to the flavone subclass, characterized by a 15-carbon skeleton structure with hydroxyl groups at specific positions. This compound is primarily synthesized for research and industrial applications due to its bioactive potential. Flavonoids like this are widely studied for their role in mitigating oxidative stress and inflammation. While not as common as quercetin or kaempferol, its unique hydroxylation pattern makes it valuable for specialized pharmaceutical and nutraceutical formulations.
Physical and Chemical Properties
The compound appears as a fine yellow-brown powder with moderate solubility in polar organic solvents like dimethyl sulfoxide (DMSO) and methanol. Its molecular weight of 302.24 g/mol and melting point around 250-260°C reflect typical flavonoid characteristics. The hydroxyl groups contribute to its polarity and hydrogen-bonding capacity. UV-Vis spectroscopy reveals absorption maxima near 270 nm and 350 nm, typical for flavones. Stability is pH-dependent, with degradation risks under strong alkaline or acidic conditions. Thermal gravimetric analysis (TGA) shows decomposition above 260°C, requiring careful handling during high-temperature processes.
Main Applications
In pharmaceuticals, this flavone serves as an intermediate for developing drugs targeting oxidative stress-related diseases, such as neurodegenerative disorders. Its antioxidant mechanism involves scavenging free radicals and chelating metal ions. The nutraceutical industry incorporates it into dietary supplements for purported anti-aging benefits. Cosmetic formulations leverage its UV-absorbing properties for sunscreens and anti-pollution skincare products. Research-grade batches are also used as reference standards in analytical laboratories.
Safety and Storage
While not classified as acutely toxic, prolonged exposure may cause irritation to skin, eyes, or respiratory tract. Material Safety Data Sheets (MSDS) recommend using fume hoods and personal protective equipment (PPE) during handling. Long-term storage requires airtight containers under inert gas (e.g., nitrogen) to prevent oxidation. Refrigeration at 2-8°C extends shelf life, but freeze-thaw cycles should be avoided to prevent crystallization or precipitation. Stability studies suggest a shelf life of 2-3 years under optimal conditions.
B2B Procurement Guide
Bulk buyers should prioritize suppliers with ISO 9001 certification and batch-specific Certificates of Analysis (CoA). Key parameters to verify include HPLC purity (≥98%), residual solvent levels, and heavy metal content. For cosmetic or nutraceutical use, ensure compliance with relevant regulations (e.g., FDA 21 CFR, EU CosIng). MOQs typically start at 10 grams for research-grade material, with discounts available for kilogram quantities. Lead times vary from 2-6 weeks depending on customization requirements like particle size or polymorph control.
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