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Rutin

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Identification
Molecular formula
C27H30O16
CAS number
153-18-4
IUPAC name
4-hydroxy-2-(3-hydroxy-4-methoxy-phenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxymethyl]tetrahydropyran-2-yl]oxy-chromen-5-one
State
State

Rutin is a solid at room temperature. It is typically found in a powdered form or as crystalline particles, common in its natural form as found in plants.

Melting point (Celsius)
201.00
Melting point (Kelvin)
474.00
Boiling point (Celsius)
691.56
Boiling point (Kelvin)
964.71
General information
Molecular weight
610.52g/mol
Molar mass
610.5190g/mol
Density
1.8857g/cm3
Appearence

Rutin is a yellow crystalline solid that is sparingly soluble in water. It has a characteristic bitter taste and is often found in a crystalline powder form.

Comment on solubility

Solubility of 4-hydroxy-2-(3-hydroxy-4-methoxy-phenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[[2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxymethyl]tetrahydropyran-2-yl]oxy-chromen-5-one

The solubility of the compound 4-hydroxy-2-(3-hydroxy-4-methoxy-phenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[[2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxymethyl]tetrahydropyran-2-yl]oxy-chromen-5-one is a specific and intriguing topic within the realm of chemical compounds. This compound contains multiple –OH groups, which generally enhance solubility in polar solvents.

Key points regarding its solubility include:

  • Hydrophilicity: The numerous hydroxyl groups (–OH) present increase the compound's ability to form hydrogen bonds with water, suggesting a higher level of solubility in polar solvents such as water.
  • Behavior in Non-Polar Solvents: Due to its large molecular structure, the compound is likely to be less soluble in non-polar solvents, making it less compatible with organic solvents like hexane or benzene.
  • Concentration Dependency: As with many organic compounds, the solubility can vary significantly with concentration and temperature, which can influence the overall dissolution process.

In conclusion, while the high number of hydroxyl groups suggests good solubility in polar solvents, comprehensive experimental investigations are essential to fully understand the solubility behavior of this compound under varying conditions. As always, it is crucial to assess solubility on a case-by-case basis depending on the solvent and environmental factors involved.

Interesting facts

Exploring 4-hydroxy-2-(3-hydroxy-4-methoxy-phenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxymethyl]tetrahydropyran-2-yl]oxy-chromen-5-one

This complex compound, known for its extensive molecular structure, belongs to the category of flavonoids, a vital class of polyphenolic compounds found in various plants. Flavonoids are renowned for their wide-ranging beneficial effects on human health. They exhibit excellent antioxidant properties, which play a crucial role in combating oxidative stress, a contributing factor to numerous diseases.

Key Characteristics and Insights

  • Biological Significance: This compound has been studied for its potential effects on cardiovascular health, anti-inflammatory properties, and protective roles against certain types of cancers.
  • Natural Sources: Compounds similar to this one are often extracted from fruits, vegetables, and herbs, highlighting the importance of a diet rich in plant-based foods.
  • Synthetic Versatility: The complex nature of its structure makes it a fascinating subject of study in organic synthesis, where chemists explore innovative pathways to produce similar derivatives.

Moreover, the intricate stereochemistry associated with this compound is a point of interest for medicinal chemists. The specific arrangement of hydroxyl groups can significantly affect the compound's bioactivity and pharmacokinetic properties: "The structure of flavonoids allows for a diversity of interactions with biological targets, making them invaluable in drug discovery."

Overall, 4-hydroxy-2-(3-hydroxy-4-methoxy-phenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxymethyl]tetrahydropyran-2-yl]oxy-chromen-5-one stands as a testament to the intricate relationship between molecular structure and biological function, underscoring its potential for further research and application in the field of natural products and therapeutics.