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Digoxin

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Identification
Molecular formula
C41H64O14
CAS number
20830-75-5
IUPAC name
3-[(3S,5S,10R,13R,14S,17R)-5,14-dihydroxy-10,13-dimethyl-3-[(2R,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, digoxin is in solid state, appearing as crystalline powder.
Melting point (Celsius)
249.30
Melting point (Kelvin)
522.45
Boiling point (Celsius)
1 280.00
Boiling point (Kelvin)
1 553.15
General information
Molecular weight
780.94g/mol
Molar mass
780.9440g/mol
Density
1.2900g/cm3
Appearence
Digoxin is typically found in the form of white or off-white, crystalline powder. It is practically odorless and has a bitter taste.
Comment on solubility

Solubility of 3-[(3S,5S,10R,13R,14S,17R)-5,14-dihydroxy-10,13-dimethyl-3-[(2R,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 the complex compound 3-[(3S,5S,10R,13R,14S,17R)-5,14-dihydroxy-10,13-dimethyl-3-[(2R,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 can be quite intricate due to its complex structure and multiple functional groups.

Factors Affecting Solubility

  • Polarity: The presence of various hydroxyl groups suggests the compound may exhibit some degree of hydrophilicity, potentially increasing solubility in polar solvents like water.
  • Hydrophobic Regions: Conversely, the hydrophobic components of the structure, such as the hydrocarbon moieties, could hinder solubility in polar media.
  • Functional Groups: The combination of hydroxyl and furan groups often enables interactions with solvents, potentially aiding in dissolution.

In summary, the solubility of this compound can be anticipated to be moderate to low in water but may show improved solubility in organic solvents where hydrophobic interactions are favored. Understanding its solubility behavior is crucial for its applications in relevant fields.

Interesting facts

Interesting Facts about 3-[(3S,5S,10R,13R,14S,17R)-5,14-dihydroxy-10,13-dimethyl-3-[(2R,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

This complex compound, known for its intricate structure and multiple functional groups, can be categorized under the class of natural products. Such compounds are often of biological significance and may serve as potential pharmaceutical agents. Here are some fascinating aspects of this unique molecule:

  • Biological Activity: Compounds with similar structures have been studied for their medicinal properties, including anti-inflammatory and anti-cancer effects. This compound's multiple hydroxyl groups may enhance its reactivity and ability to form hydrogen bonds, potentially contributing to its biological functions.
  • Structural Diversity: The presence of fused ring systems, as well as complex carbohydrate moieties like the tetrahydropyran structure, adds to the **structural diversity** of this compound. This complexity can often lead to unique reactivity profiles and facilitates interactions with biological macromolecules.
  • Stereochemistry: With its several chiral centers, this compound exhibits a rich stereochemical landscape that is crucial in determining its biological activity. Stereoisomers can have vastly different properties, making the study of stereochemistry particularly important in drug development.
  • Natural Sources: Compounds of similar nature are often extracted from plants and microorganisms. Their unique structures can give insight into how certain organisms adapt to their environments by providing protective mechanisms or facilitating specific metabolic processes.
  • Applications in Organic Synthesis: Due to the complexity of its structure, this compound can serve as a model for organic synthesis research, whereby chemists can innovate new synthetic pathways or explore modifications that may enhance its efficacy or stability.

As scientists continue to unravel the potential uses and mechanisms of compounds like this, they contribute to a deeper understanding of **natural chemistry** and its implications on health and disease. The intricate dance of its atoms illustrates the beauty and complexity of organic compounds.

Synonyms
Peripalloside
(3-beta,5-beta)-3-((6-Deoxy-beta-D-allopyranosyl)oxy)-5,14-dihydroxycard-20(22)-enolide
Card-20(22)-enolide, 3-((6-deoxy-beta-D-allopyranosyl)oxy)-5,14-dihydroxy-, (3-beta,5-beta)-
3981-14-4
DTXSID00960372
3-[(6-Deoxyhexopyranosyl)oxy]-5,14-dihydroxycard-20(22)-enolide