Skip to main content

Betulin

ADVERTISEMENT
Identification
Molecular formula
C30H50O2
CAS number
473-98-3
IUPAC name
(3S,5S,10R,13R,14S,17R)-3,14-dihydroxy-13-methyl-17-(6-oxopyran-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-10-carbaldehyde
State
State

At room temperature, betulin is a solid. It is stable under standard conditions and retains its white crystalline form without deliquescing or readily reacting with environmental moisture.

Melting point (Celsius)
258.00
Melting point (Kelvin)
531.15
Boiling point (Celsius)
573.20
Boiling point (Kelvin)
846.35
General information
Molecular weight
442.72g/mol
Molar mass
442.7200g/mol
Density
1.0100g/cm3
Appearence

Betulin typically appears as a white crystalline powder. It is often found in the outer bark of birch trees, giving the white characteristic coloration to birch bark. The compound is notable for its high purity when extracted and its reflective properties of light, contributing to its powdery, almost chalk-like appearance.

Comment on solubility

Solubility of (3S,5S,10R,13R,14S,17R)-3,14-dihydroxy-13-methyl-17-(6-oxopyran-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-10-carbaldehyde

The solubility of this complex organic compound can be intriguing due to its unique structure featuring multiple functional groups. Understanding the solubility characteristics is essential, as it influences its behavior in various chemical processes.

Factors Affecting Solubility

  • Polarity: The presence of hydroxyl (-OH) groups suggests potential solubility in polar solvents such as water or alcohols.
  • Hydrophobic Regions: Conversely, the hydrophobic tetradecahydrocyclopenta[a]phenanthrene framework may limit solubility in polar environments, showcasing the compound's amphiphilic nature.
  • pH Dependency: The solubility might also vary with pH levels, as ionization of hydroxyl groups can enhance or reduce solubility in aqueous solutions.

In many cases, solubility can be summarized with the following observations:

  1. Water Solubility: Likely limited due to extensive hydrophobic character.
  2. Organic Solvents: May exhibit better solubility in organic solvents like ethanol, methanol, or acetone.
  3. Application Considerations: Solubility behavior must be considered when formulating pharmaceuticals or other applications to ensure effective delivery and efficacy.

Overall, the solubility of this compound is a balance of its polar hydroxyl groups and hydrophobic framework, resulting in intriguing possibilities for dissolution in various solvents.

Interesting facts

Exploring (3S,5S,10R,13R,14S,17R)-3,14-dihydroxy-13-methyl-17-(6-oxopyran-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-10-carbaldehyde

This intriguing compound belongs to a class of complex organic molecules known as steroids, which often play critical roles in biological systems. Here are some fascinating insights:

  • Stereochemistry: The compound features multiple stereocenters, exemplifying the importance of geometric configuration in determining the compound's biological activity. Its specific stereochemistry can influence interactions with enzymes and receptors in the body.
  • Natural Product Derivation: Many steroids are derived from natural sources, such as plants and animals. This compound's intricate structure suggests potential origins in nature, which may lead to interesting pharmacological applications.
  • Biological Significance: Steroids are well-known for their roles as hormones in organisms. This compound could potentially mimic or modulate hormone activity, making it of interest in therapeutic research.
  • Reactivity: The presence of hydroxyl and aldehyde functional groups indicates potential for various chemical reactions. These reactivities could be harnessed for synthetic chemistry applications, potentially leading to new derivative compounds.
  • Multi-Functional Architecture: This compound's arrangement features potential for multiple functional interactions. It is a vibrant example of how complex organic structures allow for diversity in chemical behavior and biological interactions.

As chemists delve into the study of such sophisticated molecules, they uncover a realm of possibilities surrounding pharmaceuticals, natural remedies, and chemical research. The integration of **stability** and **reactivity** in these structures can lead to significant advancements in science and industry.

In conclusion, (3S,5S,10R,13R,14S,17R)-3,14-dihydroxy-13-methyl-17-(6-oxopyran-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-10-carbaldehyde serves as a prime example of how complex organic chemistry can bridge the gap between nature and synthetic innovation.

Synonyms
DTXSID60963662
3,14-Dihydroxy-19-oxobufa-20,22-dienolide