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Epicatechin

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Identification
Molecular formula
C15H14O6
CAS number
490-46-0
IUPAC name
(2R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-chroman-4-one
State
State

At room temperature, Epicatechin is typically a solid. It is often utilized in its crystalline powder form and is generally stable under normal conditions.

Melting point (Celsius)
240.00
Melting point (Kelvin)
513.20
Boiling point (Celsius)
586.10
Boiling point (Kelvin)
859.30
General information
Molecular weight
290.27g/mol
Molar mass
290.2710g/mol
Density
1.9520g/cm3
Appearence

Epicatechin is a white to off-white crystalline powder. It can also appear as a solid with a faint yellowish tint when impure. The compound can be hygroscopic, which means it can absorb moisture from the air, and it typically has a bitter taste.

Comment on solubility

Solubility of (2R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-chroman-4-one

The compound (2R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-chroman-4-one, often referred to for its complex phenolic structure, exhibits intriguing solubility characteristics. Generally, the solubility of such polyhydroxylated compounds can vary significantly based on the following factors:

  • Polarity: Due to the presence of multiple hydroxyl groups, this compound is likely to exhibit higher polarity, enhancing its solubility in polar solvents such as water.
  • Solvent Interaction: It tends to dissolve better in solvents that can engage in hydrogen bonding, which is a critical factor for solubility in biological and chemical processes.
  • Temperature Dependence: Like many organic compounds, increasing the temperature may improve solubility, allowing it to dissolve more readily in a given solvent.

In practical applications, the solubility of (2R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-chroman-4-one may remain limited in non-polar solvents, which can hinder its use in certain formulations. As a general rule, as the number of hydroxyl groups increases, the solubility in water usually improves, making it an exciting compound for potential pharmaceutical applications. To emphasize, in many cases of similar compounds, water solubility can be a decisive factor in their biological availability and efficacy.

Interesting facts

Interesting Facts about (2R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-chroman-4-one

(2R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-chroman-4-one, commonly known as a flavonoid, is a fascinating compound known for its numerous biological properties. Here are some engaging insights:

  • Natural Occurrence: This compound is primarily found in various plants, particularly fruits, vegetables, and herbs. It plays a vital role in the plant's defense mechanism against UV radiation and pathogens.
  • Health Benefits: Various studies have highlighted its potential health benefits, including:
    • Antioxidant properties that can help in combating oxidative stress.
    • Anti-inflammatory activities, potentially reducing the risk of chronic diseases.
    • Support for cardiovascular health through improved blood circulation.
  • Research Interest: Scientists are exploring this compound for its potential applications in:
    • Pharmaceutical development aimed at cancer treatment.
    • Natural supplements aiming to enhance overall health and well-being.
    • Food industry as a natural preservative due to its antioxidant properties.
  • Synthesis: The synthesis of flavonoids such as this compound can involve various chemical reactions, including:
    • Coupling reactions to form the flavonoid structure.
    • Hydroxylation of aromatic compounds to introduce functional groups.

As you can see, (2R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-chroman-4-one is not just a compound of interest for its structure, but also for its vast implications in health, nutrition, and industry. Its role in both nature and potential therapeutic applications continues to inspire research in the field of chemistry and medicine.

Synonyms
(2r)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-2,3-dihydro-4h-chromen-4-one
(2R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-2,3-dihydrochromen-4-one
SCHEMBL7628142
CHEMBL1492383
NCGC00163631-01