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Digitoxin

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Identification
Molecular formula
C41H64O13
CAS number
71-63-6
IUPAC name
3-[(3R,5R,10S,11R,13R,14S,17R)-3,11,14-trihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
State
State

Digitoxin is a solid at room temperature. It is often used in its crystalline form for pharmaceutical applications.

Melting point (Celsius)
249.00
Melting point (Kelvin)
522.15
Boiling point (Celsius)
191.50
Boiling point (Kelvin)
464.65
General information
Molecular weight
764.97g/mol
Molar mass
764.9670g/mol
Density
1.2500g/cm3
Appearence

Digitoxin typically appears as a white crystalline powder. It is odorless and is known for its bitter taste. The compound can be found in its pure form for pharmaceutical use and typically exhibits a high degree of purity.

Comment on solubility

Solubility of 3-[(3R,5R,10S,11R,13R,14S,17R)-3,11,14-trihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one

The solubility of this compound presents intriguing characteristics due to its complex structure and functional groups. Some key points to consider regarding its solubility are:

  • Polarity: The presence of multiple hydroxyl groups suggests that the compound is likely to exhibit considerable polarity, enhancing its solubility in polar solvents such as water and alcohols.
  • Hydrophobic Regions: Conversely, the large hydrophobic hydrocarbon framework may cause limited solubility in these same polar solvents.
  • Solvent Interactions: The compound's solubility will also depend on the specific solvent used, with potential increased solubility in protic solvents where hydrogen bonding can occur.
  • Temperature Dependence: Generally, higher temperatures can improve solubility for many compounds, a factor that may be relevant for this one as well.

In summary, the solubility behavior of 3-[(3R,5R,10S,11R,13R,14S,17R)-3,11,14-trihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one can be described as potentially soluble in polar solvents, yet possibly limited in highly non-polar solvents. Understanding the dual nature of its solubility could inform further research and applications in various fields.

Interesting facts

Interesting Facts about 3-[(3R,5R,10S,11R,13R,14S,17R)-3,11,14-trihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one

This compound, a unique member of the furanone family, showcases a complex structure that reflects its intricate synthesis and potential uses in various fields. Here are some engaging facts about this fascinating chemical:

  • Steroid-like Structure: The compound features a steroid-like framework, which is common among naturally occurring compounds with significant biological activity, hinting at potential applications in medicine.
  • Biological Activity: Compounds with similar structures have been noted for their biological properties, including anti-inflammatory and anti-cancer effects.
  • Natural Occurrence: Its complex stereochemistry suggests it may be found in specific natural sources, drawing interest for bioprospecting and natural product chemistry.
  • Versatile Derivatives: The various functional groups within its structure offer opportunities for further derivatization, leading to potential new compounds with enhanced properties.
  • Synthesis Challenges: The synthesis of such complex molecules often poses challenges for chemists, requiring innovative strategies to achieve desired configurations and purities.
  • Research Applications: Due to its structural complexity, this compound is of interest in medicinal chemistry and pharmacology for designing new therapeutic agents.

In summary, 3-[(3R,5R,10S,11R,13R,14S,17R)-3,11,14-trihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one represents a blend of challenge and potential within the field of chemical research. As scientists continue to explore the properties and applications of such compounds, the boundaries of our understanding in materials science and medicinal chemistry may expand dramatically.