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Cardenolide A1

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Identification
Molecular formula
C27H34O10
CAS number
11032-85-2
IUPAC name
(3S,5S,10S,13R,14S,17R)-5,14-dihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-3-[(2R,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde
State
State

At room temperature, this compound is generally found in a solid state. It is stable under typical conditions but may degrade under prolonged exposure to light or heat.

Melting point (Celsius)
267.00
Melting point (Kelvin)
540.15
Boiling point (Celsius)
435.00
Boiling point (Kelvin)
708.15
General information
Molecular weight
502.57g/mol
Molar mass
502.5720g/mol
Density
1.3501g/cm3
Appearence

This compound is typically a white crystalline solid. It may also appear in the form of off-white powder depending on its purity and handling.

Comment on solubility

Solubility of (3S,5S,10S,13R,14S,17R)-5,14-dihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-3-[(2R,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde

This complex organic compound exhibits intriguing solubility characteristics influenced by its multi-functional hydroxyl groups and intricate molecular structure.

Key Solubility Insights:

  • Hydrophilicity: The presence of multiple hydroxyl (-OH) groups implies a tendency toward enhanced solubility in polar solvents such as water and methanol.
  • Effect of Functional Groups: The furan functionality and the cyclopentaphenanthrene backbone may create hydrophobic regions, potentially affecting solubility in less polar solvents.
  • Influence of Molecular Weight: With a relatively high molecular weight, the solubility may be lower than lighter analogs, particularly in non-polar solvents.
  • Temperature Dependency: Solubility is likely to increase with temperature, as is typical for many organic compounds.

As a result, the solubility profile of this compound can be seen as a balancing act between its hydrophilic and hydrophobic characteristics. If you're considering experimenting with this compound, it's crucial to assess its solubility under various conditions, as “solubility is the key to reactivity” in many chemical contexts.

Interesting facts

Interesting Facts about (3S,5S,10S,13R,14S,17R)-5,14-dihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-3-[(2R,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde

This complex organic compound, characterized by its intricate molecular structure, falls within the realm of natural products that have garnered significant attention for their potential therapeutic applications. Here are some captivating insights:

  • Origin: Compounds like this one are often derived from plant sources and may play a crucial role in botanical defense mechanisms or have effects on human health.
  • Chemical Diversity: The structure showcases several functional groups, including hydroxyl (-OH) groups and a furan ring. These groups can significantly influence the compound's reactivity and properties.
  • Biological Activity: Compounds with similar structures are commonly researched for their potential pharmacological benefits, including antioxidant, anti-inflammatory, and antimicrobial activities.
  • Stereochemistry: The specified stereocenters indicate that this compound exhibits chirality, which is essential in the field of pharmaceuticals as different enantiomers can show different biological activities.
  • Synthesis Challenges: Due to its complex structure, synthesizing this compound in the laboratory can be a formidable challenge, demanding innovative synthetic strategies and a thorough understanding of organic chemistry.
  • Research Applications: This compound might represent a lead compound for drug development, serving as a template for designing new analogs with improved efficacy or reduced side effects.

As molecular biologists and chemists delve deeper into the study of such compounds, they uncover not only their structures but also the rich tapestry of biological interactions they engage in. Understanding these interactions could pave the way for breakthroughs in medicinal chemistry.

Synonyms
6014-43-3
DTXSID40975566
3-(Hexopyranosyloxy)-5,14-dihydroxy-19-oxocard-20(22)-enolide