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Digoxin

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Identification
Molecular formula
C41H64O14
CAS number
20830-75-5
IUPAC name
3-[(3S,10R,13R,14S)-3,14-dihydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
State
State

At room temperature, digoxin is in a solid state, typically in the form of a crystalline powder.

Melting point (Celsius)
249.00
Melting point (Kelvin)
522.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
780.95g/mol
Molar mass
780.9470g/mol
Density
1.2800g/cm3
Appearence

Digoxin appears as white or off-white crystals. These crystals are commonly obtained in a pure form for medical use, appearing as a powder or small crystalline particles.

Comment on solubility

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

Understanding the solubility of this complex compound is essential for its practical applications. Solubility can significantly influence the behavior of a substance in various environments. Here are some key points to consider:

  • Polarity: The presence of multiple hydroxyl groups typically increases the polarity of organic compounds, which can enhance solubility in polar solvents such as water.
  • Hydrophobic Regions: The large hydrophobic segments of this molecule may reduce its solubility in water, resulting in a solubility that is more compatible with non-polar solvents, like hexane or chloroform.
  • Temperature Effects: Solubility can vary with temperature; often, solubility increases as the temperature rises, particularly for organic compounds.
  • pH Dependence: The solubility of compounds with hydroxyl groups can also be influenced by the pH of the solution, which may affect the ionization states and, subsequently, solubility.
  • Applications: Understanding solubility is crucial for drug formulation and delivery, as well as in natural product extractions where solvent choice is vital.

In conclusion, while features such as hydrogen bonding and hydrophobic characteristics play significant roles in determining the solubility of 3-[(3S,10R,13R,14S)-3,14-dihydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one, a deeper investigation into these aspects is required to provide definitive insights.

Interesting facts

Exploring 3-[(3S,10R,13R,14S)-3,14-dihydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one

This compound boasts a complex structure and belongs to a class of chemical compounds known for their biological significance. Here are some engaging facts about it:

  • Chemical Family: This compound is part of a group known for their versatility in medicinal chemistry, often serving as precursors to more complex drug molecules.
  • Natural Occurrence: Many compounds with similar structural features can be found in nature, particularly within plants and fungi. These compounds often serve vital roles, either as metabolic products or as agents for defense against herbivores.
  • Biological Activity: Compounds like this one are often studied for their potential pharmacological properties, including anti-inflammatory and anticancer activities. The specific arrangement of hydroxyl groups and the presence of a furan ring suggest possible mechanisms of interaction with biological targets.
  • Unique Stereochemistry: The specific stereochemistry, indicated by the S and R designations, can greatly influence the compound's biological activity and how it interacts with enzymes or receptors in the body. Such three-dimensional shapes often determine the binding affinity to target sites.
  • Historical Context: The study of such complex molecules has opened new avenues in research, including drug design and natural product chemistry. Scientists continuously seek to derive synthetic routes to produce these compounds in greater yields and with improved efficiencies.

In conclusion, the exploration of this compound not only reveals the intricacies of its molecular makeup but also highlights the promising avenues it opens in the fields of medicinal chemistry and natural product synthesis. As research progresses, we anticipate more insights into its applications and mechanisms of action.

Synonyms
3,14-Dihydroxycarda-5,20(22)-dienolide
DTXSID30965037
CHEBI:190599
3-[(3S,10R,13R,14S)-3,14-dihydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]-2H-uran-5-one