Skip to main content

Cardanolide

ADVERTISEMENT
Identification
Molecular formula
C21H26O5
CAS number
77073-56-2
IUPAC name
(3S,10S,13R,14S)-3,14-dihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthrene-10-carbaldehyde
State
State

At room temperature, cardanolide is typically found in a solid state. This is consistent with its relatively high melting point, which ensures it remains solid under standard conditions.

Melting point (Celsius)
238.00
Melting point (Kelvin)
511.15
Boiling point (Celsius)
490.00
Boiling point (Kelvin)
763.15
General information
Molecular weight
338.44g/mol
Molar mass
338.4340g/mol
Density
1.2304g/cm3
Appearence

Cardanolide typically appears as a white crystalline solid or powder. Its physical appearance can vary slightly based on its purity and the exact formulation, but it is generally white and crystalline in nature.

Comment on solubility

Solubility of (3S,10S,13R,14S)-3,14-dihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthrene-10-carbaldehyde

The solubility of this complex organic compound is influenced by several factors, primarily its molecular structure and functional groups. Understanding its solubility can provide insight into its possible applications and interactions in various environments.

Key Factors Influencing Solubility:

  • Hydroxyl Groups: The presence of two hydroxyl groups (-OH) generally enhances solubility in polar solvents, such as water, due to hydrogen bonding.
  • Molecular Size: As the size of the molecule increases, its solubility may decrease because larger molecules often have a more challenging time interacting with solvent molecules.
  • Functional Groups: The 5-oxo-2H-furan group may also affect solubility by contributing to the polarity of the compound.
  • Hydrophobic Regions: The dodecahydrocyclopenta[a]phenanthrene core is largely hydrophobic, which can restrict solubility in aqueous environments.

Thus, the overall solubility of this compound is likely to be moderate to low in water but potentially higher in organic solvents like ethanol or methanol. Investigating the solubility using various solvents can yield more comprehensive insights.

In conclusion, while the structure suggests potential for solubility in certain conditions, it is crucial to carry out empirical testing to determine its behavior in different solvents and concentrations.

Interesting facts

Interesting Facts about (3S,10S,13R,14S)-3,14-dihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthrene-10-carbaldehyde

This complex organic compound, often referred to in scientific literature, embodies the fascinating interplay between natural products and synthetic chemistry. Here are some intriguing points to consider:

  • Natural Occurrence: This compound may be derived from natural sources, specifically plants that produce unique metabolites, showcasing nature's ability to create intricate chemical architectures.
  • Biological Activity: Compounds of this nature often exhibit significant biological activities, including potential therapeutic properties. Research is ongoing to explore their roles in medicinal chemistry.
  • Synthesis Challenges: The synthesis of this dodecahydro compound involves complex multi-step reactions, making it a challenging target for synthetic organic chemists, which enhances its appeal as a study subject.
  • Structure-Activity Relationship (SAR): As with many organic compounds, understanding the precise arrangement of functional groups helps elucidate their activities. Investigating SAR allows scientists to optimize compounds for desired effects.
  • Potential Applications: Due to their unique structure, such compounds can be explored for applications in fields such as pharmaceuticals, agrochemicals, and material sciences, pushing the boundaries of their utility.

As noted by one prominent chemist, "Understanding complex natural products opens pathways not just to new medicines, but to a deeper appreciation of the molecular intricacies that define life itself." By delving into compounds like this one, chemists can unlock a treasure trove of possibilities.

Conclusion: The study of (3S,10S,13R,14S)-3,14-dihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthrene-10-carbaldehyde proves to be an enriching adventure into the realm of organic chemistry, where nature and innovation intersect.

Synonyms
DTXSID30969853
3,14-Dihydroxy-19-oxocarda-5,20(22)-dienolide