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Digoxin

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Identification
Molecular formula
C41H64O14
CAS number
20830-75-5
IUPAC name
(3S,5S,10S,12R,13S,14S,17R)-3,5,12,14-tetrahydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde
State
State

At room temperature, Digoxin is in a solid state.

Melting point (Celsius)
249.00
Melting point (Kelvin)
522.00
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
0.00g/mol
Molar mass
780.9470g/mol
Density
1.2000g/cm3
Appearence

Digoxin typically appears as a white or off-white crystalline powder. It is often tasteless or may have a slightly bitter taste. The compound is not very soluble in water but can dissolve better in alcohol or chloroform.

Comment on solubility

Solubility of (3S,5S,10S,12R,13S,14S,17R)-3,5,12,14-tetrahydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde

The solubility of this compound can be quite complex due to its intricate structure and multiple functional groups. Here are some important aspects to consider:

  • Polarity: The presence of multiple hydroxyl groups may increase its polarity, potentially enhancing solubility in polar solvents such as water.
  • Hydrogen Bonding: The hydroxyl groups can engage in hydrogen bonding, which might lead to better solubility in alcohols or other similar solvents.
  • Hydrophobic Sections: Conversely, the dodecahydro structure suggests a significant hydrophobic portion, which might limit solubility in aqueous environments and favor solubility in non-polar solvents.
  • Solvent Dependency: The compound’s solubility can be highly dependent on the solvent system used, where combinations of polar and non-polar solvents might be required to achieve satisfactory dissolution.

As a result, experiments are often necessary to determine the exact solubility profile of this compound under varying conditions. Understanding its solubility characteristics is crucial for its application in various chemical processes.

Interesting facts

Exploring the Unique Features of (3S,5S,10S,12R,13S,14S,17R)-3,5,12,14-tetrahydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde

This intriguing compound boasts a complex structure, embodying a rich tapestry of functional groups and stereochemistry that makes it a fascinating subject of study in the realm of organic chemistry.

  • Natural Sources: Similar structural arrangements can often be found in natural products, especially those derived from plants, making synthetic analogs of this compound of interest for studying natural product chemistry.
  • Biological Activity: Compounds with multiple hydroxyl groups, such as this one, may exhibit significant biological activities, including anti-inflammatory, antioxidant, or antibacterial properties. This indicates potential for therapeutic applications.
  • Steroid-like Framework: The dodecahydro structure hints at steroid-like characteristics, providing insights into hormonal functions and mechanisms in biological systems.
  • Synthesis Challenges: The complexity of this molecule motivates chemists to develop innovative synthetic pathways and strategies, pushing the boundaries of synthetic organic chemistry.

Furthermore, the presence of a furan moiety suggests intriguing reactivity patterns. As some chemists note, “The beauty of organic synthesis lies not just in constructing a molecule but in understanding the story it tells through its interactions.” This compound serves as a harbinger of rich discussions in chemical synthesis and molecular interactions.

In summary, the multi-faceted nature of this compound opens avenues for research in drug development, structure-activity relationships, and the exploration of complex organic synthesis, making it a pearl of interest for any chemistry enthusiast or professional.

Synonyms
749-72-4
DTXSID80996391
3,5,12,14-Tetrahydroxy-19-oxocard-20(22)-enolide