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Quercetin 3-O-α-L-rhamnoside

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Identification
Molecular formula
C21H20O11
CAS number
522-12-3
IUPAC name
2-(3,4-dihydroxyphenyl)-4,5-dihydroxy-3-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-chromen-7-one
State
State

Quercetin 3-O-α-L-rhamnoside is generally found in a solid state at room temperature.

Melting point (Celsius)
208.00
Melting point (Kelvin)
481.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
448.38g/mol
Molar mass
448.3790g/mol
Density
1.8700g/cm3
Appearence

Quercetin 3-O-α-L-rhamnoside, commonly known as quercitrin, typically appears as a yellow crystalline powder. It is a naturally occurring flavonoid and can be extracted from various plant materials.

Comment on solubility

Solubility Characteristics

The compound 2-(3,4-dihydroxyphenyl)-4,5-dihydroxy-3-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-chromen-7-one, with intricate chemical structure, presents unique solubility traits due to its numerous hydroxyl (-OH) groups. These functional groups significantly contribute to its solubility in various solvents. Here's what makes this compound interesting in terms of solubility:

  • Polar Solvents: The abundance of hydroxyl groups typically enhances solubility in polar solvents such as water and methanol. The ability to form hydrogen bonds with solvent molecules increases the compound's likelihood of dissolving.
  • Non-Polar Solvents: Conversely, this compound may exhibit limited solubility in non-polar solvents (e.g., hexane, toluene) due to the lack of significant non-polar character in its structure.
  • pH Dependence: The solubility can be influenced by the pH of the solution. At certain pH levels, deprotonation of hydroxyl groups might occur, potentially increasing solubility due to the formation of ionic species.
  • Temperature Effects: Increased temperature might enhance the solubility of the compound in solvents as kinetic energy promotes the disruption of intermolecular forces in both the solid and solvent.

In summary, the solubility of this complex compound is primarily governed by its functional groups and the polarity of the solvent. As a result, it may be most effective in applications or studies performed in polar environments.

Interesting facts

Interesting Facts about 2-(3,4-dihydroxyphenyl)-4,5-dihydroxy-3-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-chromen-7-one

This compound, often recognized for its complex structure, is a fascinating member of the flavonoid family. Flavonoids are known for their extensive health benefits and roles in plants as pigments, antioxidants, and signaling molecules. Here are some key points about this particular compound:

  • Antioxidant Properties: Many flavonoids, including this compound, demonstrate potent antioxidant activity, which can help neutralize harmful free radicals in the body and contribute to overall health.
  • Connection to Traditional Medicine: Compounds like this one have been traditionally used in various cultures for their therapeutic properties. They are often investigated for their potential benefits in combating chronic diseases.
  • Complex Structure: The intricate arrangement of hydroxyl groups and stereocenters in its molecular structure contributes to its unique chemical behavior and biological activity. This complexity allows for interactions with biological systems at multiple levels.
  • Research Potential: Scientists are continually exploring this compound for its pharmacological activities, including anti-inflammatory and antimicrobial effects. Its structural features may offer new avenues for drug development.

In the realm of chemistry, studying compounds like 2-(3,4-dihydroxyphenyl)-4,5-dihydroxy-3-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-chromen-7-one can deepen our understanding of natural products and their applications. As more research sheds light on its functionalities, we may uncover invaluable insights that bridge the gap between chemistry and medicine.