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Aesculin

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Identification
Molecular formula
C15H16O9
CAS number
531-75-9
IUPAC name
2-hydroxy-6-[(2S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chromen-7-one
State
State

At room temperature, aesculin is generally found in a solid state. As a crystalline substance, it remains stable under standard conditions and does not have a vapor pressure that would allow it to exist in a gaseous form at ambient conditions.

Melting point (Celsius)
205.00
Melting point (Kelvin)
478.00
Boiling point (Celsius)
252.00
Boiling point (Kelvin)
525.00
General information
Molecular weight
340.28g/mol
Molar mass
340.2810g/mol
Density
1.5500g/cm3
Appearence

Aesculin typically appears as a white to yellowish crystalline solid. It may also be available in powder form. It is known for its ability to absorb UVA and UVB light and fluoresce blue under ultraviolet light, which is often a distinguishing feature when observed under specific conditions.

Comment on solubility

Solubility of 2-hydroxy-6-[(2S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chromen-7-one

The solubility of 2-hydroxy-6-[(2S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chromen-7-one is influenced by several factors due to its complex molecular structure. Here are some key points regarding its solubility:

  • Polarity: The presence of multiple hydroxyl groups contributes to the compound's polarity, making it more likely to dissolve in polar solvents such as water.
  • Hydrogen Bonding: The hydroxyl groups enhance the ability to form hydrogen bonds, further increasing solubility in polar media.
  • Solvent Compatibility: While this compound may exhibit good solubility in aqueous solutions, its solubility in organic solvents, such as ethanol or methanol, may vary.
  • Concentration Effects: At higher concentrations, solubility may decrease due to intermolecular interactions that inhibit further dissolution.
  • Temperature Influence: Generally, increasing the temperature can improve solubility for many compounds, including this one, by increasing kinetic energy and reducing intermolecular attractions.

Overall, understanding the solubility characteristics of this compound is crucial for its application in biochemical and pharmaceutical formulations. Its solubility profile can impact its efficacy and delivery within biological systems.

Interesting facts

Interesting Facts about 2-hydroxy-6-[(2S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chromen-7-one

This intriguing compound, often associated with the field of natural products chemistry, exhibits unique structural features that contribute to its remarkable biological activities. Here are some fascinating insights:

  • Complex Structure: The presence of a chromone moiety combined with a sugar derivative creates a hybrid molecule that may influence its interaction with biological targets.
  • Bioactive Potential: Compounds of this nature often exhibit a range of pharmacological properties, including anti-inflammatory, antioxidant, and antimicrobial effects. The sugar moiety could enhance its solubility and bioavailability.
  • Natural Occurrence: Similar chalcone and flavonoid compounds are found in many plants, suggesting a potential role in plant defense mechanisms and their use in traditional medicine.
  • Research Applications: This compound is of interest in medicinal chemistry and drug development, particularly in the synthesis of new therapeutic agents inspired by natural products.
  • Chirality's Role: The stereochemistry of the tetrahydropyran ring introduces chirality, which is vital in pharmaceutical applications as often only one enantiomer exhibits the desired biological activity.

As a scientist or chemistry student, the interplay between structure and function in such compounds serves as a reminder of the complexity and beauty found in nature's chemistry. The study of compounds like this not only furthers our understanding of biochemical processes but also inspires innovative approaches in drug discovery and formulation.