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Cardenolide

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Identification
Molecular formula
C30H42O8
CAS number
508-52-1
IUPAC name
[(3S,5R,10S,12R,13S,14S,17R)-12-acetoxy-14-hydroxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-yl] acetate
State
State

Solid at room temperature.

Melting point (Celsius)
260.00
Melting point (Kelvin)
533.15
Boiling point (Celsius)
330.00
Boiling point (Kelvin)
603.15
General information
Molecular weight
486.56g/mol
Molar mass
486.5640g/mol
Density
1.2100g/cm3
Appearence

The compound is typically a white to off-white crystalline powder.

Comment on solubility

Solubility Characteristics

The solubility of the compound [(3S,5R,10S,12R,13S,14S,17R)-12-acetoxy-14-hydroxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-yl] acetate is influenced by several factors:

  • Polarity: The presence of functional groups such as acetoxy and hydroxy suggests that this compound may exhibit some polarity, which typically enhances solubility in polar solvents.
  • Molecular Weight: With a significant molecular weight due to its complex structure, the solubility may be limited in water but could improve in organic solvents like ethanol or acetone.
  • Hydrogen Bonding: The ability of the hydroxyl group to form hydrogen bonds may increase interaction with polar solvents, potentially enhancing solubility.
  • Compatibility: The solubility in different media will vary. It may be more soluble in non-polar solvents due to the large hydrocarbon framework, yet partitioning occurs, enabling some soluble interactions.

Overall, the solubility of this complex compound is expected to be moderate to low in aqueous environments but potentially higher in organic phases, making solvent selection crucial for applications involving this compound. As a general rule, “like dissolves like”; thus, matching the solvent polarity with the compound's characteristics is essential for optimal solubility.

Interesting facts

Interesting Facts about the Compound

This complex compound, known for its intricate structure, presents a fascinating subject for study in organic chemistry and pharmacology. As a derivative of natural products, it showcases several remarkable features:

  • Natural Origin: This compound is derived from naturally occurring steroids, specifically those found in plant and animal sources, which often play crucial roles in biological systems.
  • Functional Groups: The presence of various functional groups including acetoxy and hydroxy indicates its potential for diverse chemical reactions, which can be utilized in synthetic organic chemistry.
  • Stereochemistry: Its stereocenters indicate a high level of stereochemical complexity, which is essential in determining the compound's properties and biological activity. The specific configuration at each chiral center can significantly influence its pharmacokinetics and pharmacodynamics.
  • Biological Activity: Compounds with similar structures have been shown to exhibit various biological activities, including anti-inflammatory and anti-cancer properties. This raises the interest for potential therapeutic applications of this compound in medicine.
  • Research Potential: The unique aspects of this compound provide ample opportunity for further research. Chemists and biochemists may explore its synthesis, modify its structure for enhanced efficacy, or investigate its interaction with biological targets.

As students and scientists delve into the realm of organic chemistry, compounds like this one illustrate the beauty and complexity of nature's molecular designs. "The intricacies of molecular structures often hold the key to understanding their functions and potential applications." This exemplifies the continual journey of exploration in the field of chemistry, encouraging ongoing research and discovery.

Synonyms
6078-59-7
[(3S,5R,10S,12R,13S,14S,17R)-12-acetyloxy-14-hydroxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-yl] acetate
SCHEMBL21681751
DTXSID40976255
5-beta-CARD-20(22)-ENOLIDE, 3-beta,12-beta,14-TRIHYDROXY-, 3,12-DIACETATE
3,12-Bis(acetyloxy)-14-hydroxycard-20(22)-enolide