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Digitoxin

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Identification
Molecular formula
C41H64O13
CAS number
71-63-6
IUPAC name
3-[(3R,5R,10S,13R,14S,17R)-3-[(2R,5S)-3,5-dihydroxy-4-methoxy-6-methyl-tetrahydropyran-2-yl]oxy-11,14-dihydroxy-10,13-dimethyl-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, digitoxin is in a solid state. It is often encountered as a powder or crystalline solid.

Melting point (Celsius)
249.00
Melting point (Kelvin)
522.15
Boiling point (Celsius)
514.15
Boiling point (Kelvin)
787.30
General information
Molecular weight
765.09g/mol
Molar mass
765.9380g/mol
Density
1.2900g/cm3
Appearence

Digitoxin appears as a white crystalline powder. It is typically odorless and has a bitter taste.

Comment on solubility

Solubility of 3-[(3R,5R,10S,13R,14S,17R)-3-[(2R,5S)-3,5-dihydroxy-4-methoxy-6-methyl-tetrahydropyran-2-yl]oxy-11,14-dihydroxy-10,13-dimethyl-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 like 3-[(3R,5R,10S,13R,14S,17R)-3-[(2R,5S)-3,5-dihydroxy-4-methoxy-6-methyl-tetrahydropyran-2-yl]oxy-11,14-dihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one can vary greatly based on several factors:

  • Polarity: The presence of multiple hydroxyl groups indicates potential for hydrogen bonding, suggesting a tendency for solubility in polar solvents such as water.
  • Molecular Weight: The molecular weight and size can hinder solubility; larger molecules often face challenges dissolving in traditional solvents.
  • Structural Features: Unique functional groups, such as the furan and tetrahydropyran rings, can influence solubility characteristics by enhancing interactions with specific solvents.
  • Solvent Type: Solubility can significantly depend on the solvent chosen; polar protic solvents may facilitate dissolution, whereas non-polar solvents may not.

It is important to note that while some complex organic compounds may exhibit remarkable solubility in certain solvents, others remain relatively insoluble, which could limit their practical applications in various fields such as pharmacology or materials science. Further empirical studies are often required to ascertain precise solubility profiles and understand the intricate balance of molecular interactions at play.

Interesting facts

Interesting Facts about 3-[(3R,5R,10S,13R,14S,17R)-3-[(2R,5S)-3,5-dihydroxy-4-methoxy-6-methyl-tetrahydropyran-2-yl]oxy-11,14-dihydroxy-10,13-dimethyl-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 a fascinating example of the intricacies of organic chemistry and the diverse structures that can arise from natural products. Here are some engaging aspects of this compound:

  • Structural Diversity: The molecule features multiple fused ring systems, showcasing how nature often combines different molecular frameworks for enhanced biological activity.
  • Stereochemistry: With several chiral centers, this compound exemplifies the importance of stereochemistry in determining the functionality and reactivity of organic molecules. The specific stereoconfiguration can significantly influence how the compound interacts with biological systems.
  • Natural Product Derivative: Many complex molecules like this one are derived from natural sources, often exhibiting significant pharmacological properties. Such compounds are routinely the basis for drug discovery and development.
  • Functional Groups: The presence of hydroxyl and methoxy groups suggests possible solubility in biological systems and potential reactivity, pointing to its medicinal or biological relevance.
  • Potential Applications: While not widely known, compounds with such intricate structures can have applications in fields ranging from pharmaceuticals to materials science, due to their potential unique physical and chemical properties.

In summary, 3-[(3R,5R,10S,13R,14S,17R)-3-[(2R,5S)-3,5-dihydroxy-4-methoxy-6-methyl-tetrahydropyran-2-yl]oxy-11,14-dihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one is a remarkable compound that embodies the beauty and complexity of organic chemistry, contributing to our understanding and utilization of intricate molecules in science and medicine.

Synonyms
11-epi-Sarnovid
11-epi-Sarnovid [German]
5-beta-Card-20(22)-enolide, 3-alpha-((6-deoxy-3-O-methylgalactopyranosyl)oxy)-11,14-dihydroxy-
514-37-4
DTXSID90965710
3-[(6-deoxy-3-o-methylhexopyranosyl)oxy]-11,14-dihydroxycard-20(22)-enolide