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Digitoxin

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Identification
Molecular formula
C41H64O13
CAS number
71-63-6
IUPAC name
(3S,5S,8R,9S,10S,13R,14S)-5,14-dihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-3-[(3R,4R,5R,6S)-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]phenanthrene-10-carbaldehyde
State
State

Digitoxin is a solid at room temperature.

Melting point (Celsius)
249.00
Melting point (Kelvin)
522.15
Boiling point (Celsius)
252.00
Boiling point (Kelvin)
525.15
General information
Molecular weight
764.96g/mol
Molar mass
764.9640g/mol
Density
1.2750g/cm3
Appearence

Digitoxin is a white crystalline powder. It is odorless and tasteless.

Comment on solubility

Solubility of the Compound

The solubility of the compound (3S,5S,8R,9S,10S,13R,14S)-5,14-dihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-3-[(3R,4R,5R,6S)-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]phenanthrene-10-carbaldehyde can be described as follows:

General Characteristics

  • Hydrophobic vs. Hydrophilic Regions: The presence of multiple hydroxyl groups (-OH) indicates potential for strong hydrogen bonding, which may enhance solubility in polar solvents such as water.
  • Size and Structure: The compound's large and complex structure, along with its dodecahydro framework, may limit solubility due to steric hindrance and hydrophobic interactions.
  • Solvation Effects: Its solubility may be greatly influenced by temperature, pH, and the presence of co-solvents.

Solubility in Various Solvents

To summarize, the solubility profile may vary:

  • In Water: Likely moderate solubility due to the hydroxyl groups.
  • In Organic Solvents: May be soluble in ethanol or methanol, though less so in non-polar solvents such as hexane.
  • Temperature Dependence: Increased temperatures could enhance solubility due to greater molecular motion aiding solvation.

In conclusion, while the presence of hydroxyl groups suggests that this compound may exhibit reasonable solubility in polar solvents, its large size and complex molecular structure could potentially hinder dissolution. As with many complex organic compounds, experimental solubility testing remains essential for accurate determination.

Interesting facts

Interesting Facts about (3S,5S,8R,9S,10S,13R,14S)-5,14-dihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-3-[(3R,4R,5R,6S)-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]phenanthrene-10-carbaldehyde

This fascinating compound features a complex structure that represents a unique intersection of biological activity and chemical ingenuity. Here are some noteworthy aspects:

  • Natural Origin: This compound is likely related to natural products, possibly found within certain plants or microbial sources, which can provide empirical leads for pharmaceutical development.
  • Stereochemistry: It exhibits multiple stereocenters, contributing to its potential biological activity. **Stereochemistry** is crucial in drug design as different enantiomers can show different biological effects.
  • Functional Groups: The presence of hydroxyl (-OH) groups suggests possible interactions with biological macromolecules, enhancing the compound's solubility and potential reactivity in biological systems.
  • Research Applications: Given its complex structure, this compound is a valuable candidate for research in areas such as medicinal chemistry, pharmacology, and biochemistry.

Moreover, compounds with intricate frameworks like this one often inspire synthetic chemists to innovate novel synthesis strategies. As we uncover more about such chemical structures, we may discover new therapeutic agents or understand fundamental biochemical pathways. It’s a vivid reminder of the elegance of chemistry in nature and its potential to impact human health.

Overall, the detailed study of such compounds not only enriches our understanding of chemistry but also paves the way for groundbreaking advancements in medicine.