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Digitoxin

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Identification
Molecular formula
C41H64O13
CAS number
71-63-6
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
State
State

At room temperature, digitoxin is predominantly in a solid state.

Melting point (Celsius)
243.00
Melting point (Kelvin)
516.15
Boiling point (Celsius)
1 000.00
Boiling point (Kelvin)
1 273.00
General information
Molecular weight
764.97g/mol
Molar mass
764.9420g/mol
Density
1.3103g/cm3
Appearence

Digitoxin is typically a white crystalline powder. The appearance might vary slightly due to purity levels, but it is generally observed as an off-white to white powder.

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

The solubility of complex organic compounds, such as this one, can often be quite intricate. This compound, which boasts multiple hydroxyl groups, points us toward an enhanced potential for solubility, particularly in polar solvents. Here are some considerations regarding its solubility:

  • Solvent Polarity: Due to its several hydroxyl (-OH) functional groups, the compound may exhibit strong hydrogen bonding interactions with polar solvents like water.
  • Hydrophobic Structure: The presence of extensive hydrocarbon chains and polycyclic structure may contribute to its hydrophobic character, which could limit solubility in polar solvents.
  • Temperature Influence: As with many organic compounds, an increase in temperature generally promotes solubility, enabling better interaction between solute and solvent molecules.
  • pH Dependency: The solubility may also vary with pH, particularly if the compound can donate or accept protons, thereby affecting its ionic form and interactions with solvents.

In summary, while the presence of hydroxyl groups typically favors solubility, the complex structure and additional hydrophobic elements suggest that solubility may be limited under certain conditions. As such, it is always beneficial to perform specific solubility tests to fully comprehend the solubility behavior of such intricate chemical entities.

Interesting facts

Interesting Facts about the Compound

This fascinating compound, known as a type of complex steroid derivative, showcases the incredible versatility and intricacies of organic chemistry. Here are some noteworthy aspects:

  • Structural Complexity: The compound features an intricate arrangement of multiple stereocenters, highlighted by the presence of trihydroxy and dimethyl groups. This intricate stereochemistry often leads to unique biological activity.
  • Natural Occurrence: Compounds of this nature are often found in various natural sources, including plants and fungi. They play critical roles in biological processes, which can lead to significant therapeutic applications.
  • Potential Therapeutic Uses: The unique functional groups and steroid framework suggest possible impacts on hormonal systems. For instance, research in the field has explored its efficacy in managing conditions such as metabolic disorders and hormonal imbalances.
  • Biological Importance: Steroids are essential for many cellular functions, including cell membrane integrity and signaling pathways. This compound's architecture may enhance its ability to interact with various biological targets.
  • Research Focus: Due to its complex structure, scientists are keenly interested in synthesizing analogs to better understand its functionality and potential as a drug candidate. Such studies can reveal information about the structure-activity relationship.

As scientist — or even just a curious chemistry student — delving into compounds like this reveals not only the amazing intricacies of organic molecules but also the broader implications they hold for medicine and beyond. The convergence of chemistry and biology in understanding these compounds can truly redefine our approach to health and disease.