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Cardiac Glycoside

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Identification
Molecular formula
C23H30O6
CAS number
465-15-6
IUPAC name
(3S,5S,10S,13R,14S)-3,5,14-trihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-2,3,4,6,7,8,9,11,12,15-decahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde
State
State

At room temperature, this compound is typically a solid. It is known for being stable under normal conditions but may oxidize or degrade upon prolonged exposure to air and light.

Melting point (Celsius)
278.00
Melting point (Kelvin)
551.00
Boiling point (Celsius)
365.00
Boiling point (Kelvin)
638.00
General information
Molecular weight
462.53g/mol
Molar mass
462.5290g/mol
Density
1.3451g/cm3
Appearence

The compound appears as a crystalline solid. It is usually white or off-white, depending on purity. Its crystalline nature is due to its complex polycyclic steroid structure with various hydroxyl groups contributing to hydrogen bonding in the crystalline lattice.

Comment on solubility

Solubility Characteristics

The compound (3S,5S,10S,13R,14S)-3,5,14-trihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-2,3,4,6,7,8,9,11,12,15-decahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde exhibits unique solubility properties primarily influenced by its complex structure. Here are some key considerations regarding its solubility:

  • Polar Functional Groups: The presence of multiple hydroxyl groups (-OH) provides the molecule with polar characteristics, enhancing its solubility in polar solvents such as water.
  • Hydrophobic Regions: The large hydrocarbon framework contributes to significant hydrophobic (water-repelling) regions within the molecule, which may hinder solubility in highly polar solvents.
  • Solvent Compatibility: This compound may demonstrate varying levels of solubility in different solvents. While it could be soluble in hydrophilic solvents, its solubility in non-polar solvents might be limited owing to its structural complexity.
  • Temperature Dependence: Solubility may also be affected by temperature, where increased temperatures often lead to enhanced solubility for many organic compounds.

In summary, the solubility of this compound is influenced by a combination of its polar and non-polar features, which can lead to differential behavior depending on the solvent used. This complexity not only makes solubility predictions challenging but also opens avenues for exploring its applications in various fields.

Interesting facts

Exploring the Complexities of (3S,5S,10S,13R,14S)-3,5,14-Trihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-2,3,4,6,7,8,9,11,12,15-decahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde

This compound, with its lengthy and intricate name, represents a fascinating example of a natural product with significant potential in medicinal chemistry. The structural complexity is not just a display of molecular artistry, but it also illustrates the rich biodiversity present in nature, particularly in the realm of steroid-like compounds. Here are some interesting facts:

  • Natural Origin: This compound is derived from natural sources, making it a candidate for further exploration in drug discovery, especially regarding antimicrobial and anticancer activities.
  • Functional Groups: The presence of multiple hydroxyl groups significantly enhances the compound's reactivity and solubility, allowing for various biological interactions.
  • Furan Unit: The inclusion of a furan ring (5-oxo-2H-furan-3-yl) adds an electrophilic site, which can participate in various chemical reactions, potentially leading to novel synthetic derivatives.
  • Stereochemistry: The detailed stereochemistry indicated by its systematic name highlights the compound's three-dimensional arrangement, which is crucial for its biological activity and interaction with biological receptors.
  • Potential Applications: The unique structure suggests multiple avenues for application, including pharmacology, where understanding its mode of action could lead to new therapeutic agents.

This compound serves as a reminder of the intricate dance between chemistry and biology, showcasing how a single molecular structure can have profound implications for human health and disease. As such, it exemplifies the importance of studying complex compounds to uncover potential new pathways in medicine.

Synonyms
6980-14-9
16-Dehydrostrophanthidin
BRN 1301208
5-beta-CARDA-16,20(22)-DIENOLIDE, 19-OXO-3-beta,5,14-TRIHYDROXY-
DTXSID70990060
Carda-16,20(22)-dienolide, 3,5,14-trihydroxy-19-oxo-, (3-beta,5-beta)-
3,5,14-Trihydroxy-19-oxocarda-16,20(22)-dienolide