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Digitoxin

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Identification
Molecular formula
C41H64O13
CAS number
71-63-6
IUPAC name
[(3S,5R,8R,9S,10S,13R,14S,17S)-3-[(2R,4S,5S,6R)-5-[(2S,4S,5S,6R)-5-[(2S,4S,5S,6R)-4,5-dihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-4-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-4-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-14-hydroxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-16-yl] 3-methylbutanoate
State
State

At room temperature, digitoxin is in a solid state.

Melting point (Celsius)
255.00
Melting point (Kelvin)
528.15
Boiling point (Celsius)
305.00
Boiling point (Kelvin)
578.15
General information
Molecular weight
780.94g/mol
Molar mass
780.9440g/mol
Density
1.2800g/cm3
Appearence

Digitoxin appears as a colorless, odorless crystalline powder. It is known for its bitter taste.

Comment on solubility

Solubility of the Compound

The solubility of the compound, (3S,5R,8R,9S,10S,13R,14S,17S)-3-[(2R,4S,5S,6R)-5-[(2S,4S,5S,6R)-5-[(2S,4S,5S,6R)-4,5-dihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-4-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-4-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-14-hydroxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-16-yl] 3-methylbutanoate, is a complex subject owing to its intricate structure. Here are some key points regarding its solubility:

  • Polarity: The presence of multiple hydroxyl groups in the compound enhances its hydrophilicity, potentially promoting solubility in polar solvents such as water.
  • Hydrophobic Regions: The intricate hydrocarbon and furan components contribute to hydrophobic characteristics, which may limit solubility in water but enhance solubility in organic solvents.
  • Solvent Dependency: This compound may exhibit varying solubility based on the solvent used. For example, it might dissolve readily in ethanol, methanol, or other polar organic solvents compared to non-polar solvents.
  • Temperature Influence: Factors such as temperature can significantly impact solubility, with the possibility of increased solubility at higher temperatures.
  • Applications: Understanding solubility is crucial for applications that require compatibility with biological systems or formulation in pharmaceutical contexts.

In summary, determining the solubility of this compound involves examining its chemical nature and how it interacts with various solvents. Maintaining awareness of the nuances will provide insights into its behavior in diverse environments.

Interesting facts

Interesting Facts about the Compound

This complex organic compound is a fascinating example of a natural product derived from steroids, and it possesses unique structural characteristics that make it noteworthy in the field of chemistry. Here are some interesting insights about this compound:

  • Chirality: The compound features numerous chiral centers, which are key to its biological activity. Chirality plays a vital role in how the compound interacts with biological systems, influencing its potential pharmaceutical applications.
  • Natural Origins: Many compounds of this type are found in nature, often extracted from plants or fungi. They can exhibit a wide range of bioactivities, including anti-inflammatory, antibacterial, and anticancer properties.
  • Complex Structure: The compound’s extensive multi-ring structure and multiple substituents highlight its complexity. Such intricacy is not just a challenge for synthesis but also provides opportunities for studying the relationships between structure and function.
  • Therapeutic Potential: Due to its steroid-like structure, this compound may have therapeutic applications, particularly in endocrinology and oncology. Research into steroid derivatives continues to yield promising results for various medical treatments.
  • Research Interest: As scientists continue to explore the potential benefits of this and related compounds, the ongoing research often emphasizes the need for innovative synthetic strategies to produce these complex natural products efficiently.

In summary, the intricate design of this compound not only showcases the beauty of organic chemistry but also underscores the importance of natural products in developing new therapeutic agents. As the field of medicinal chemistry evolves, compounds like these are at the forefront of research, offering exciting possibilities for future discoveries and medical advancements.

Synonyms
16-Isovalerylgitoxin
26184-94-1
RefChem:1057563
Gitoxin, 16-isovalerate
16-O-ISOVALERYLGITOXIN
3-((O-2,6-Dideoxy-beta-D-ribo-hexopyranosyl-(1-4)-O-2,6-dideoxy-beta-D-ribo-hexopyranosyl-(1-4)-2,6-dideoxy-beta-D-ribo-hexopyranosyl)oxy)-14-hydroxy-16-(3-methyl-1-oxobutoxy)card-20(22)-enolide (3beta,5beta,16beta)-
Card-20(22)-enolide, 3-((O-2,6-dideoxy-beta-D-ribo-hexopyranosyl-(1-4)-O-2,6-dideoxy-beta-D-ribo-hexopyranosyl-(1-4)-2,6-dideoxy-beta-D-ribo-hexopyranosyl)oxy)-14-hydroxy-16-(3-methyl-1-oxobutoxy)-, (3beta,5beta,16beta)-