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Digitoxigenin

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Identification
Molecular formula
C23H34O4
CAS number
143-62-4
IUPAC name
3-[(10R,13R,14S)-14-hydroxy-10,13-dimethyl-3-oxo-2,6,7,8,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
State
State

Digitoxigenin is usually found as a solid at room temperature.

Melting point (Celsius)
245.00
Melting point (Kelvin)
518.15
Boiling point (Celsius)
572.00
Boiling point (Kelvin)
845.15
General information
Molecular weight
354.51g/mol
Molar mass
354.4870g/mol
Density
1.2600g/cm3
Appearence

Digitoxigenin is a white crystalline powder.

Comment on solubility

Solubility Overview

The compound 3-[(10R,13R,14S)-14-hydroxy-10,13-dimethyl-3-oxo-2,6,7,8,9,11,12,15,16,17-decahydro-1H-cyclopentaphenanthren-17-yl]-2H-furan-5-one is an organic molecule that presents interesting solubility characteristics. Here are some key points regarding its solubility:

Solvation Behavior

  • Polarity: Due to the presence of hydroxyl (-OH) and ketone (C=O) functional groups, the compound may exhibit some degree of polarity, affecting its solubility in polar solvents like water.
  • Hydrophobic Interactions: The large hydrocarbon structure suggests significant hydrophobic characteristics, which could limit solubility in aqueous environments.
  • Organic Solvents: It is likely to be more soluble in organic solvents such as ethanol, acetone, or chloroform due to its larger nonpolar regions.

Influencing Factors

  • Temperature: Increased temperature typically enhances solubility, especially for solid compounds.
  • pH Level: The solubility can also vary with pH, particularly if the compound can exist in different ionic forms in solution.
  • Concentration: Higher concentrations may lead to saturation, resulting in decreased solubility over time.

In summary, while the compound shows potential for some degree of solubility in specific solvents, **factors such as polarity, the presence of hydrophobic regions, and environmental conditions can significantly influence this property.** Further experimental data would provide a clearer picture of its solubility profile and applications in various fields.

Interesting facts

Interesting Facts About 3-[(10R,13R,14S)-14-hydroxy-10,13-dimethyl-3-oxo-2,6,7,8,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one

This compound is a fascinating example of a complex organic molecule that showcases the diversity of chemical structures found in nature. Its intricate design stems from multiple fused ring systems, a characteristic feature often seen in steroid-like compounds.

Key Highlights:

  • Chiral Centers: The compound contains several chiral centers, which increases the potential for diverse biological activity as different enantiomers can exhibit varied interactions with biological systems.
  • Hydroxyl Group: The presence of a hydroxyl (-OH) group at position 14 suggests it may participate in hydrogen bonding, influencing its reactivity and solubility properties.
  • Furan Ring: The furan-5-one component not only adds to the complexity of the molecule but also contributes to its potential for undergoing various chemical reactions, making it a subject of interest in medicinal chemistry.
  • Biological Significance: Compounds with similar structures are often explored for their potential pharmacological properties, such as anti-inflammatory or anticancer activities.

In the realm of synthetic organic chemistry, the synthesis of such a compound can be quite challenging due to its multi-step formulation and the need to ensure stereochemical integrity. As the renowned chemist Robert H. Grubbs once said, "Science is the poetry of reality," and this compound beautifully exemplifies the poetry within molecular architecture.

Conclusion:

The study of this compound highlights the importance of structure in determining function in biological systems. Those engaged in the field of organic and medicinal chemistry will find that examining such complex molecules leads to broader insights and innovations in drug design and synthesis.

Synonyms
Anhydroperiplogenone
1247-04-7
14-Hydroxy-3-oxocarda-4,20(22)-dienolide
DTXSID90924908
G89202