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Epicatechin gallate

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Identification
Molecular formula
C22H18O11
CAS number
1257-08-5
IUPAC name
(2S,3S,4S,5S)-3,4-dihydroxy-5-[2-hydroxy-4-[2-methyl-3-oxo-3-[(4,6,7-trihydroxy-3a,4,5,6,7,7a-hexahydro-1,3-benzodioxol-5-yl)amino]prop-1-enyl]phenoxy]tetrahydrofuran-2-carboxylic acid
State
State
Solid
Melting point (Celsius)
234.00
Melting point (Kelvin)
507.15
Boiling point (Celsius)
485.15
Boiling point (Kelvin)
758.30
General information
Molecular weight
442.37g/mol
Molar mass
442.3700g/mol
Density
1.2600g/cm3
Appearence

Epicatechin gallate appears as a pale yellow to white crystalline compound. It is typically found in tea leaves and is one of the main catechins present in green tea.

Comment on solubility

Solubility of (2S,3S,4S,5S)-3,4-dihydroxy-5-[2-hydroxy-4-[2-methyl-3-oxo-3-[(4,6,7-trihydroxy-3a,4,5,6,7,7a-hexahydro-1,3-benzodioxol-5-yl)amino]prop-1-enyl]phenoxy]tetrahydrofuran-2-carboxylic acid

The solubility of this complex compound can be quite intriguing due to its multifaceted structure. Notably, solubility is a critical property that influences the compound's bioavailability and effectiveness. Here are several points to consider:

  • Polarity: The presence of multiple hydroxyl (-OH) groups suggests a degree of polarity, which can enhance solubility in polar solvents, such as water.
  • Aromatic Characteristics: The compound contains a phenoxy group that may introduce hydrophobic characteristics, countering the polarity contributed by hydroxyl groups.
  • pH Dependency: The carboxylic acid functional group may affect solubility depending on the pH of the solution, typically enhancing solubility in acidic conditions, where it can remain protonated.
  • Potential Complexation: The intricate structure may allow for complexation with ions, further influencing solubility in various environments.

In conclusion, the solubility of this compound is influenced by a variety of factors, making its behavior in different solvents dependent on the conditions applied. Always consider the interplay between hydrophilic and hydrophobic regions when predicting solubility. As it is often said, "Like dissolves like."

Interesting facts

Interesting Facts about (2S,3S,4S,5S)-3,4-dihydroxy-5-[2-hydroxy-4-[2-methyl-3-oxo-3-[(4,6,7-trihydroxy-3a,4,5,6,7,7a-hexahydro-1,3-benzodioxol-5-yl)amino]prop-1-enyl]phenoxy]tetrahydrofuran-2-carboxylic acid

This complex chemical compound belongs to a class of molecules that have shown significant potential in various fields of research, particularly in medicinal chemistry. Below are some fascinating points about this intricate structure:

  • Chirality: The compound features multiple stereocenters, indicated by its (2S,3S,4S,5S) configuration. Chirality in molecules can lead to different biological activities, making it a crucial consideration in drug design.
  • Functional Groups: With its various hydroxyl groups (-OH), this compound exhibits *hydrophilic properties*, which can influence its solubility and interactions with biological systems.
  • Diversity of Structure: The presence of a benzodioxole moiety adds to the chemical complexity and enables potential interactions with various biological targets, posing exciting opportunities for pharmaceutical development.
  • Biological Implications: Compounds with similar structures have been researched for their effect on numerous diseases, including cancer and cardiovascular issues. Studying such compounds could help in the discovery of innovative treatments.
  • Applications: This molecule may serve in the development of *antioxidants*, *antimicrobial agents*, and other therapeutic agents due to its unique structure and functionality.

In summary, the study of (2S,3S,4S,5S)-3,4-dihydroxy-5-[2-hydroxy-4-[2-methyl-3-oxo-3-[(4,6,7-trihydroxy-3a,4,5,6,7,7a-hexahydro-1,3-benzodioxol-5-yl)amino]prop-1-enyl]phenoxy]tetrahydrofuran-2-carboxylic acid illuminates the complexity and potential of chemical compounds in modern scientific research. As we delve deeper into its properties and interactions, there is hope for novel applications in health and technology.