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Arbutin

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Identification
Molecular formula
C12H16O7
CAS number
497-76-7
IUPAC name
(3S,6S)-2-(hydroxymethyl)-6-(4-hydroxyphenoxy)tetrahydropyran-3,4,5-triol
State
State

At room temperature, arbutin is a solid. It is stable under normal temperatures and pressures, and it is typically soluble in water.

Melting point (Celsius)
199.00
Melting point (Kelvin)
472.15
Boiling point (Celsius)
271.00
Boiling point (Kelvin)
544.15
General information
Molecular weight
272.25g/mol
Molar mass
272.2510g/mol
Density
1.4420g/cm3
Appearence

Arbutin appears as a white crystalline powder. It is typically used in cosmetics for its ability to inhibit melanin formation and is a common ingredient in skin lightening products. Its appearance is clean and it exhibits a solid powder form.

Comment on solubility

Solubility of (3S,6S)-2-(hydroxymethyl)-6-(4-hydroxyphenoxy)tetrahydropyran-3,4,5-triol

The solubility of (3S,6S)-2-(hydroxymethyl)-6-(4-hydroxyphenoxy)tetrahydropyran-3,4,5-triol can be influenced by several factors, primarily related to its unique structure and functional groups. Here are some key points regarding its solubility:

  • Polarity: The presence of multiple hydroxyl (-OH) groups contributes to higher polarity, which often results in increased solubility in polar solvents such as water.
  • Hydrogen Bonding: The compound is capable of extensive hydrogen bonding due to its -OH groups, enhancing its interaction with polar solvents.
  • Aromatic Character: The inclusion of the 4-hydroxyphenoxy moiety may provide some hydrophobic character, potentially lowering solubility in highly polar environments.
  • Concentration Effects: As concentration increases, solubility may reach a saturation point, leading to precipitation if the solvent cannot accommodate additional solute.

In summary, the solubility of (3S,6S)-2-(hydroxymethyl)-6-(4-hydroxyphenoxy)tetrahydropyran-3,4,5-triol is likely to be favorable in polar solvents, particularly water, due to its polar nature and capacity for hydrogen bonding. This makes it an intriguing compound for applications requiring solubility in aqueous environments.

Interesting facts

Interesting Facts about (3S,6S)-2-(hydroxymethyl)-6-(4-hydroxyphenoxy)tetrahydropyran-3,4,5-triol

This intriguing compound, known for its unique structure and properties, has caught the attention of various scientific communities. Here are some fascinating aspects to consider:

  • Structural Attributes: The compound features a tetrahydropyran ring that contributes to its cyclic structure, which is essential in biological systems and pharmacological activities.
  • Hydroxymethyl Functional Group: The presence of the hydroxymethyl group adds to its hydrophilicity, making it a compound of interest in the development of potential pharmaceuticals and biomaterials.
  • Phenolic Component: The incorporation of the 4-hydroxyphenoxy group is significant, as phenolic compounds are known for their antioxidant properties. This suggests potential health benefits.
  • Diverse Applications: Due to its unique structure, this compound may have applications in drug design, especially in targeting specific biological pathways.
  • Enzyme Interaction: Research has indicated that tetrahydropyran derivatives can exhibit enzyme-inhibitory properties, opening avenues for further investigations in enzyme biochemistry.

In conclusion, the compound (3S,6S)-2-(hydroxymethyl)-6-(4-hydroxyphenoxy)tetrahydropyran-3,4,5-triol encapsulates a wealth of potential in medicinal chemistry and material sciences. As more studies emerge, it will be exciting to uncover its implications in health and environmental sciences.

Synonyms
SCHEMBL13971238