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Digitoxigenin

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Identification
Molecular formula
C23H34O4
CAS number
143-62-4
IUPAC name
3-[(3R,5S,10S,13R,14S,17R)-3,14-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

Digitoxigenin is a solid at room temperature.

Melting point (Celsius)
255.00
Melting point (Kelvin)
528.15
Boiling point (Celsius)
505.00
Boiling point (Kelvin)
778.15
General information
Molecular weight
344.48g/mol
Molar mass
344.4750g/mol
Density
1.2600g/cm3
Appearence

Digitoxigenin is a white crystalline powder.

Comment on solubility

Solubility of 3-[(3R,5S,10S,13R,14S,17R)-3,14-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 characteristics of this complex compound can present unique challenges due to its intricate structure. Generally, solubility can be influenced by a variety of factors including:

  • Polarity: The presence of hydroxyl (-OH) groups lends some polarity to the molecule, potentially aiding in solubility in polar solvents such as water.
  • Molecular Weight: With a high molecular weight, the compound may exhibit lower solubility in some solvents compared to smaller molecules.
  • Hydrophobic Interactions: The tetradecahydrocyclopenta[a]phenanthren structure includes hydrophobic characteristics, which may decrease solubility in water but promote solubility in organic solvents.
  • Temperature Effects: Solubility may increase with temperature, as is the case with many organic compounds.

It is important to note that the solubility behavior can vary significantly based on the specific solvent used. For example, while the compound may readily dissolve in organic solvents such as ethanol or dimethyl sulfoxide (DMSO), solubility in aqueous solutions might be limited.

In conclusion, understanding the solubility of this compound is critical for its application in various fields. Tests in multiple solvents can provide deeper insights into the solubility profile, guiding its use in research and industry.

Interesting facts

Interesting Facts About 3-[(3R,5S,10S,13R,14S,17R)-3,14-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 compound is a fascinating example from the family of furan derivatives, which are known for their unique structural characteristics and biological activity. Here are some interesting facts about this specific compound:

  • Steroid-Like Structure: The presence of a complex tetradecahydrocyclopenta[a]phenanthrene backbone suggests that this compound may exhibit steroid-like properties.
  • Potential Biological Activity: Compounds with similar structures have been studied for their potential medicinal properties, including anti-inflammatory and anticancer activities.
  • Chirality: The multiple stereocenters in this compound indicate a rich stereochemical environment, which can significantly influence its biological activity and interactions in enzymatic pathways.
  • Natural Occurrence: Many furan derivatives, especially those with complex structures, are often found in natural products, raising intriguing questions about their roles in nature and their potential use in herbal medicine.
  • Research Potential: Due to its unique size and functional groups, this compound could be an interesting subject for drug design, particularly in areas focused on modifying existing pharmaceuticals for improved efficacy or reduced side effects.

As a student or researcher, studying such intricate compounds can deepen your understanding of both organic chemistry and pharmacology, showcasing the intimate connection between molecular structure and biological function. These insights can encourage further exploration along the lines of synthetic methods to create variations that might enhance effectiveness or reduce toxicity. Exploring these compounds reminds us that chemistry is often a blend of art and science, where the aesthetic beauty of a molecule can be as impressive as its potential impact on health!

Synonyms
3-Epiuzarigenin
3-alpha,14-Dihydroxy-5-alpha-card-20(22)-enolide
DTXSID60274503
5-alpha-CARD-20(22)-ENOLIDE, 3-alpha,14-DIHYDROXY-
Card-20(22)-enolide, 3,14-dihydroxy-, (3-alpha,5-alpha)-
DTXCID00225978
Card-20(22)-enolide, 3,14-dihydroxy-, (3-alpha,5-alpha)-(9CI)
466-08-0