Skip to main content

Digitoxigenin

ADVERTISEMENT
Identification
Molecular formula
C23H34O4
CAS number
143-62-4
IUPAC name
3-[(3S,5R,8R,9S,10S,11R,13R,14S,17R)-3,11,14-trihydroxy-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
Solid at room temperature.
Melting point (Celsius)
234.00
Melting point (Kelvin)
507.15
Boiling point (Celsius)
391.17
Boiling point (Kelvin)
664.32
General information
Molecular weight
402.55g/mol
Molar mass
402.5540g/mol
Density
1.2800g/cm3
Appearence

Digitoxigenin appears as a white crystalline powder.

Comment on solubility

Solubility of 3-[(3S,5R,8R,9S,10S,11R,13R,14S,17R)-3,11,14-trihydroxy-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 this complex compound, commonly known by its IUPAC name, can be quite interesting due to its unique structural features. The solubility characteristics can be influenced by several factors:

  • Hydroxyl Groups: The presence of –OH groups often enhances solubility in polar solvents such as water and alcohols, as they can form hydrogen bonds.
  • Hydrophobic Regions: Conversely, the hydrophobic portions of the molecule may hinder its solubility in aqueous environments, suggesting a potential preference for non-polar solvents.
  • Solvent Polarity: Depending on the nature of the solvent, the compound could exhibit different solubility behaviors. In non-polar solvents, it may dissolve more readily than in polar solvents.
  • Temperature and pH: As with many organic compounds, temperature and pH levels may also play significant roles in solubility; increasing temperature generally increases solubility, while changes in pH can affect the ionization of the hydroxyl groups.

In summary, the compound shows a notable interplay of hydrophilic and hydrophobic characteristics that make its solubility profile intricate. Therefore, understanding its solubility requires attention to the specific solvents and conditions under which it is being tested.

Interesting facts

Interesting Facts about 3-[(3S,5R,8R,9S,10S,11R,13R,14S,17R)-3,11,14-trihydroxy-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 represents a fascinating intersection of organic chemistry and biochemistry. Commonly explored in pharmaceutical research, it is a notable example of a natural product derivative. Here are some captivating insights:

  • Steroids and Bioactivity: The compound has steroid-like properties due to its multi-ring structure, which contributes to various biological activities. Compounds like this can frequently interact with hormonal pathways in living organisms.
  • Natural Product Chemistry: This compound reflects the beauty of natural product synthesis, showcasing how complex molecules can be generated through biosynthesis in living organisms. Many components derived from natural sources exhibit therapeutic potential.
  • Structure-Activity Relationship (SAR): Understanding the structure of this compound can help researchers predict its biological activities and effects. Each chiral center within the structure can influence how the compound interacts with biological systems.
  • Treatment Potential: Ongoing research is investigating the potential of such compounds in treating various diseases, underlining the importance of their study in medicinal chemistry. The intricate stereochemistry presents various avenues for novel drug design.
  • Environmental Persistence: Compounds with such structures may also exhibit varying degrees of stability and persistence in the environment, making them of interest in ecotoxicology.

As you delve into this compound, it’s essential to appreciate the intricate bond between chemistry and biology. Comprehending such complex molecules not only enhances our understanding of nature but also paves the way for innovative medical solutions.

Synonyms
Sarmentogenin
76-28-8
EX5655UIRZ
CHEBI:37665
3-[(3S,5R,8R,9S,10S,11R,13R,14S,17R)-3,11,14-trihydroxy-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
SARMENTOGENIN [MI]
UNII-EX5655UIRZ
SCHEMBL1230965
CHEMBL1075814
DTXSID80878643
5-beta-CARD-20(22)-ENOLIDE, 3-beta,11-alpha,14-TRIHYDROXY-
Card-20(22)-enolide, 3,11,14-trihydroxy-, (3beta,5beta,11alpha)-
11.ALPHA.-HYDROXYDIGITOXIGENIN
NS00094829
Sarmentogenin (11-alpha-Hydoxydigitoxigenin)
Q27117221
3.BETA.,11.ALPHA.,14-TRIHYDROXY-5.BETA.-CARD-20(22)-ENOLIDE
CARD-20(22)-ENOLIDE, 3,11,14-TRIHYDROXY-, (3.BETA.,5.BETA.,11.ALPHA.)-