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Digoxin

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

At room temperature, digoxin is a solid.

Melting point (Celsius)
249.00
Melting point (Kelvin)
522.15
Boiling point (Celsius)
695.80
Boiling point (Kelvin)
968.95
General information
Molecular weight
780.95g/mol
Molar mass
780.9480g/mol
Density
1.2800g/cm3
Appearence

Digoxin appears as a white, crystalline powder. It is odorless and has a bitter taste.

Comment on solubility

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

The solubility of complex organic compounds such as 3-[(3S,5R,10S,13R,14S,17R)-14-hydroxy-10,13-dimethyl-3-[(2R,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one can be quite intriguing. When evaluating its solubility, several factors must be considered:

  • Polarity: The presence of hydroxyl groups typically increases polarity, enhancing solubility in polar solvents like water.
  • Hydrophobic regions: The structure also contains large non-polar hydrocarbon sections, which can decrease solubility in polar mediums.
  • Hydrogen bonding: Functional groups capable of forming hydrogen bonds can facilitate solubility in various solvents.

In summary, the solubility of this compound is subject to intricate interactions between its hydrophilic and hydrophobic regions. As a general observation, one could state:

"In the realm of organic chemistry, solubility often acts as a silent sentinel, guiding researchers through the complex interplay of molecular interactions."

Determining the exact solubility would require empirical testing under various conditions and solvents to quantify its behavior accurately.

Interesting facts

Interesting Facts about 3-[(3S,5R,10S,13R,14S,17R)-14-hydroxy-10,13-dimethyl-3-[(2R,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one

This complex compound is representative of the intricate world of organic chemistry, showcasing nature's ability to produce multi-functional molecules. Here are some fascinating aspects:

  • Steroidal Base: The compound contains a steroidal framework, which is significant in biological systems, particularly in the realm of hormones and cellular signaling.
  • Hygroscopic Characteristics: With multiple hydroxy groups in its structure, this compound is likely hygroscopic, meaning it can absorb moisture from the environment, which can affect its stability and reactivity.
  • Potential Therapeutic Uses: The presence of hydroxyl groups suggests potential interactions with biological membranes, which may open pathways for medicinal applications.
  • Chiral Centers: The compound features multiple chiral centers, indicating it can exist in different stereoisomeric forms. This creates a complex challenge and opportunity for synthesis, as each form may exhibit different biological activities.
  • Natural Product Inspiration: Many such complex compounds are derived from natural products and may serve as models for drug design in fields such as oncology and endocrinology.

As a quote from renowned chemist Linus Pauling states, “The best way to have a good idea is to have a lot of ideas.” This sentiment rings true in the exploration and synthesis of such multifaceted compounds.

In exploring the properties and potential applications of 3-[(3S,5R,10S,13R,14S,17R)-14-hydroxy-10,13-dimethyl-3-[(2R,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one, scientists can continue to unlock thrilling possibilities within the chemical landscape.

Synonyms
3-(Hexopyranosyloxy)-14-hydroxycard-20(22)-enolide
DTXSID80937789