Skip to main content

Digoxin

ADVERTISEMENT
Identification
Molecular formula
C41H64O14
CAS number
20830-75-5
IUPAC name
3-[(3S,5S,10R,11R,13R,14S,17R)-5,11,14-trihydroxy-10,13-dimethyl-3-[(2S,5S)-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one;hydrate
State
State

At room temperature, Digoxin is in a solid state. It is typically handled as a crystalline powder for use in various pharmaceutical remedies, particularly for heart conditions.

Melting point (Celsius)
221.00
Melting point (Kelvin)
494.15
Boiling point (Celsius)
187.00
Boiling point (Kelvin)
460.15
General information
Molecular weight
780.95g/mol
Molar mass
780.9480g/mol
Density
1.1000g/cm3
Appearence

Digoxin appears as a white crystalline powder. It is often used in its hydrated form, which can affect its physical properties slightly, but in its pure form, it remains a white solid.

Comment on solubility

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

The solubility of this highly complex compound, with the chemical name 3-[(3S,5S,10R,11R,13R,14S,17R)-5,11,14-trihydroxy-10,13-dimethyl-3-[(2S,5S)-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one;hydrate, can be described as follows:

  • Water Solubility: The presence of multiple hydroxyl groups (–OH) in its structure suggests that this compound is likely to be soluble in water, as hydroxyl groups enhance the ability to form hydrogen bonds with water molecules.
  • Organic Solvents: The hydrophobic hydrocarbon portions may limit solubility in polar solvents, yet it could exhibit some degree of solubility in organic solvents such as ethanol or dimethyl sulfoxide (DMSO).
  • Effects of Hydration: As a hydrate, the presence of water molecules bound to the structure may influence the overall solubility and stability in aqueous solutions. It is essential to consider how these water molecules interact with the compound during solvation.

In summary, while the compound's hydrophilic characteristics suggest good water solubility, its complex structure may also lead to variability depending on the solvent environment and concentrations used. As with many natural products, empirical testing is crucial to establish precise solubility parameters.

Interesting facts

Interesting Facts About 3-[(3S,5S,10R,11R,13R,14S,17R)-5,11,14-trihydroxy-10,13-dimethyl-3-[(2S,5S)-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one;hydrate

This compound is a fascinating example of a complex organic molecule with significant biological implications. Here's why it stands out:

  • Natural Product: This compound is derived from natural sources, highlighting its importance in biochemistry and pharmacology.
  • Steroidal Structure: The intricate molecular configuration includes a steroid core, which is fundamental in the functioning of many hormones in living organisms.
  • Bioactivity: It possesses numerous potential therapeutic properties, making it a subject of interest for drug development. Research suggests it may have effects on metabolic regulation.
  • Hydroxyl Groups: The presence of multiple hydroxyl groups is notable, contributing to its solubility and reactivity, which can enhance its interaction with biological targets.
  • Chiral Centers: The compound has several chirality centers, indicating that its stereochemistry plays a critical role in its biological function and activity.

According to researchers, “The complexity of its structure is not just a challenge for synthesis, but also a treasure trove for exploration in medicinal chemistry.”
This compound exemplifies the intricate relationship between structure and function in organic chemistry, making it a pivotal study for both scientists and students alike in the fields of medicinal chemistry and organic synthesis.