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Quercetin-3-O-rutinoside

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Identification
Molecular formula
C27H30O16
CAS number
522-12-3
IUPAC name
2-(3,4-dihydroxyphenyl)-5-hydroxy-3-[(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-7-one
State
State

At room temperature, it is in a solid state, specifically as a crystalline powder.

Melting point (Celsius)
242.00
Melting point (Kelvin)
515.15
Boiling point (Celsius)
736.30
Boiling point (Kelvin)
1 009.45
General information
Molecular weight
610.52g/mol
Molar mass
610.5170g/mol
Density
1.7990g/cm3
Appearence

The compound appears as a yellow crystalline powder. It is often encountered as a glycoside derivative in plants and demonstrates a bright yellow coloration when in a pure solid form.

Comment on solubility

Solubility of 2-(3,4-dihydroxyphenyl)-5-hydroxy-3-[(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-7-one

The solubility of this complex compound can be quite intriguing due to its multiple hydroxyl groups and unique structural features. Here are some key points to consider:

  • Hydrophilicity: The presence of several hydroxyl (–OH) groups is known to enhance hydrophilicity, making this compound more likely to dissolve in polar solvents such as water.
  • Solvent Specificity: It is important to note that while the compound may be soluble in water, it could have limited solubility in non-polar solvents due to its polar nature.
  • Concentration Effects: The extent of solubility can vary significantly with concentration levels. As concentration increases, solubility may encounter saturation points leading to precipitate formations.
  • Thermal Influence: Temperature can also play a crucial role; typically, higher temperatures may increase solubility for many compounds.

In conclusion, the solubility of the compound is primarily influenced by its polar functional groups, interactions with solvents, and external conditions. Exploring the solubility attributes can reveal valuable insights into its potential applications and behavior in various chemical environments.

Interesting facts

Exploring the Compound: 2-(3,4-dihydroxyphenyl)-5-hydroxy-3-[(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-7-one

This remarkably complex compound is part of a class known as flavonoids, which are widely recognized for their diverse biological activities. Here are some fascinating aspects of this compound:

  • Natural Sources: Many flavonoids, including this compound, can be isolated from plants, particularly those that are rich in antioxidants. They often contribute to the coloration of fruits and flowers.
  • Health Benefits: Research suggests that flavonoids may have beneficial effects for human health, including anti-inflammatory, antiviral, and even anticancer properties. This specific compound may be studied for its potential protective effects against chronic diseases.
  • Chemical Structure: The intricate structure featuring multiple hydroxyl groups suggests a high degree of reactivity and might contribute to the compound's ability to scavenge free radicals.
  • Synthetic Relevance: Due to its multi-functional groups, this compound serves as a valuable model for synthetic chemists aiming to create derivatives for pharmaceutical applications.
  • Studying Interactions: Understanding how this compound interacts with biological macromolecules could reveal its mechanism of action, opening avenues for drug development and dietary applications.

As scientists delve deeper into the characteristics of this compound, they are continuously unveiling the potential it holds within the realms of chemistry and health sciences. It's a reminder of how nature's complexity often leads to significant advancements in our understanding of the molecular world.

Synonyms
cyanidin 3-O-rutinoside betaine
2-(3,4-dihydroxyphenyl)-5-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-7-one
3-{[6-O-(alpha-L-rhamnopyranosyl)-beta-D-glucopyranosyl]oxy}-2-(3,4-dihydroxyphenyl)-7-hydroxychromenium-5-olate
CHEBI:58546
Q27125863
cyanidin-3-O-alpha-L-rhamnosyl-(1->6)-beta-D-glucoside