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Digitoxin

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

Digitoxin is a solid at room temperature.

Melting point (Celsius)
230.00
Melting point (Kelvin)
503.15
Boiling point (Celsius)
480.00
Boiling point (Kelvin)
753.15
General information
Molecular weight
764.96g/mol
Molar mass
764.9640g/mol
Density
1.2900g/cm3
Appearence

Digitoxin is a white crystalline powder, which may appear slightly yellow under certain conditions.

Comment on solubility

Solubility of the Compound

The solubility of the compound [(3R,5R,10S,13R,14S,16S,17R)-3,14-dihydroxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-16-yl] acetate is influenced by various factors. Understanding these can shed light on its potential applications and behavior in different environments.

Key Aspects of Solubility:

  • Polarity: The presence of hydroxyl groups (-OH) in the compound indicates that it may exhibit moderate to high polarity, which generally enhances its solubility in polar solvents such as water.
  • Hydrophobic Regions: The bulky hydrophobic hydrocarbon-like structure could limit solubility in aqueous solutions, leading to lower compatibility with polar solvents.
  • Solvent Effects: The solubility behavior may vary significantly depending on the solvent used. For instance:
    • In organic solvents like ethanol and acetone, solubility may increase due to favorable interactions.
    • In non-polar solvents, solubility may be reduced due to the hydrophilic character of certain functional groups.
  • Temperature Influence: Generally, an increase in temperature tends to increase solubility for most compounds due to enhanced molecular motion.

"The solubility of a compound is a crucial factor that dictates its bioavailability, absorption, and overall activity in biological systems."

Thus, while this compound may exhibit decent solubility in certain conditions, its practical applications will greatly depend on the solvent choice and the environmental parameters involved.

Interesting facts

Interesting Facts about the Compound

This compound, often cited for its complex structure and biological significance, is an intriguing example of a steroid derivative featuring multiple stereocenters. Its multi-dimensional characteristics highlight the versatility of organic chemistry in nature and its synthetic applications.

Biological Importance

  • Natural Derivative: This compound is a modified steroid that could play crucial roles in biological processes, including hormonal regulation.
  • Potential Pharmacological Uses: Due to its structural complexity, compounds like this may exhibit interesting pharmacological properties, making them useful in drug discovery and development.
  • Furan Moiety: The presence of a furan ring is notable as it often increases reactivity and interaction with biological systems.

Synthetic Applications

  • Complex Synthesis: The creation of this compound involves intricate synthetic pathways, showcasing the challenges and creativity inherent in organic synthesis.
  • Chirality Considerations: Its multiple stereocenters require careful manipulation to ensure the desired biological activity, which is a key consideration in drug design.

Anecdotal Insights

Many chemists are fascinated by how modifications to natural steroid frameworks can lead to entirely new compounds with unique properties. As one researcher put it, "The beauty of chemistry lies in its ability to transform simple molecules into complex entities with profound biological impacts."

Continued studies on such compounds promise to unravel new insights into their mechanisms of action and potential roles in health and disease. The journey from structural analysis to practical application exemplifies the dynamic nature of chemical research.

Synonyms
3-Epioleandrigenin
508-20-3
5-beta-CARD-20(22)-ENOLIDE, 3-alpha,14,16-beta-TRIHYDROXY-, 16-ACETATE
Card-20(22)-enolide, 16-(acetyloxy)-3,14-dihydroxy-, (3-alpha,5-beta,16-beta)-