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Digitoxigenin

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

Digitoxigenin is solid at room temperature, typically found in crystalline form.

Melting point (Celsius)
244.00
Melting point (Kelvin)
517.15
Boiling point (Celsius)
493.30
Boiling point (Kelvin)
766.45
General information
Molecular weight
346.51g/mol
Molar mass
346.4650g/mol
Density
1.1900g/cm3
Appearence

Digitoxigenin is typically a white crystalline powder. It is an aglycone part of the cardiac glycoside digitoxin.

Comment on solubility

Solubility of 3-[(3S,10S,13R,14S)-3,14-dihydroxy-10-(hydroxymethyl)-13-methyl-1,2,3,6,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one

The compound 3-[(3S,10S,13R,14S)-3,14-dihydroxy-10-(hydroxymethyl)-13-methyl-1,2,3,6,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one exhibits interesting solubility characteristics, which can influence its application in various fields such as pharmaceuticals and biochemistry. Here are some key points regarding its solubility:

  • Water Solubility: The presence of multiple hydroxyl (–OH) groups suggests that the compound may have some degree of solubility in water, as hydroxyl groups tend to enhance hydrogen bonding with water molecules.
  • Organic Solvents: It is likely to show increased solubility in organic solvents such as ethanol, methanol, or acetone due to its hydrophobic dodecahydrocyclopenta[a]phenanthren core.
  • Temperature Dependence: As with many organic compounds, solubility can be temperature-dependent; increasing temperature may enhance solubility in both water and organic solvents.
  • pH Influence: The solubility of this compound could also be affected by pH changes, particularly in relation to the ionization of the hydroxyl groups.

In summary, while the detailed solubility profile of this complex compound remains to be fully characterized, the implications of its functional groups highlight the potential for varying solubility in aqueous and organic environments. Understanding these solubility dynamics is crucial for its effective use in practical applications.

Interesting facts

Interesting Facts about 3-[(3S,10S,13R,14S)-3,14-dihydroxy-10-(hydroxymethyl)-13-methyl-1,2,3,6,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one

This compound, often referred to in the context of natural products and medicinal chemistry, presents a fascinating structure that expands the potential for pharmacological applications. Here are some noteworthy aspects:

  • Natural Origins: It is derived from various natural sources, which makes it intriguing for biochemists interested in the relationship between chemical structure and biological activity.
  • Structural Complexity: The compound features a complex polycyclic structure, which is indicative of secondary metabolites that often exhibit unique biochemical properties.
  • Hydroxy Groups: The presence of multiple hydroxyl groups highlights its potential for hydrogen bonding, which may enhance its solubility and reactivity in biological systems.
  • Medicinal Potential: Compounds with similar configurations are often researched for their roles as anti-cancer agents and in hormone therapy due to their interaction with hormonal pathways.
  • Formulation Challenges: The intricate nature of its structure can pose challenges in synthesis and formulation, making it an interesting subject for synthetic organic chemists.

As a chemistry student, one might ponder the implications of such unique compounds in drug design and development. The study of such molecules can lead to critical advancements in treating diseases, showcasing the intersection of nature and medicinal science. As one famous chemist once said, "The greatest inventions of the past were made possible by the understanding of the chemistry of matter."

The exploration of compounds like this one is essential in the quest for new therapeutic agents, and it emphasizes the importance of interdisciplinary collaboration between chemists, biologists, and medical researchers.

Synonyms
3,14,19-Trihydroxycarda-4,20(22)-dienolide
DTXSID60932772