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Tenuazonic acid

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Identification
Molecular formula
C13H17NO4
CAS number
82339-21-9
IUPAC name
[(4S,5R,6R,16S,17S,18S)-4,5,16,17-tetrahydroxy-6,14,18-trimethyl-9-oxo-3,10-dioxapentacyclo[9.8.0.01,7.04,19.013,18]nonadec-14-en-8-yl] 2-hydroxy-2-methyl-butanoate
State
State

At room temperature, tenuazonic acid is generally found as a solid compound, often taking the form of a crystalline powder.

Melting point (Celsius)
126.00
Melting point (Kelvin)
399.15
Boiling point (Celsius)
515.00
Boiling point (Kelvin)
788.15
General information
Molecular weight
227.27g/mol
Molar mass
227.2600g/mol
Density
1.2300g/cm3
Appearence

The compound usually appears as a solid. In its pure form, tenuazonic acid typically presents as a white to off-white crystalline powder.

Comment on solubility

Solubility of Compound

The solubility of the compound [(4S,5R,6R,16S,17S,18S)-4,5,16,17-tetrahydroxy-6,14,18-trimethyl-9-oxo-3,10-dioxapentacyclo[9.8.0.01,7.04,19.013,18]nonadec-14-en-8-yl] 2-hydroxy-2-methyl-butanoate can be quite complex due to its intricate molecular structure. Its solubility properties may be influenced by several key factors:

  • Polarity: The presence of multiple hydroxyl groups contributes to a degree of polarity, potentially enhancing solubility in polar solvents such as water.
  • Hydrophobic Regions: The hydrophobic (non-polar) regions of the compound may decrease solubility in water, since larger hydrocarbon structures are less amenable to dissolving in polar media.
  • pH Dependency: Changes in pH can alter the ionization of the hydroxyl and carboxylic acid groups, affecting solubility.
  • Solvent Choice: The choice of solvent plays a crucial role; the compound may exhibit enhanced solubility in organic solvents like ethanol or methanol compared to water.

In general, it is often said that "like dissolves like," which means that the solubility of this compound will be significantly influenced by the solvent's properties. Careful consideration and testing are required to determine its solubility characteristics accurately.


In conclusion, the solubility of this complex compound is a nuanced topic that highlights the importance of molecular structure and solvent interactions. Further studies would be essential to elucidate precise solubility behaviors in various conditions.

Interesting facts

Interesting Facts about the Compound

This fascinating compound is a prime example of intricate organic molecular architecture. Here are some noteworthy points you might find intriguing:

  • Complex Structure: The compound features a pentacyclic framework, showcasing an elaborate arrangement of rings that contribute to its unique chemical properties and biological functionality.
  • Stereochemistry: With specific stereocenters designated as (4S, 5R, 6R, 16S, 17S, 18S), this compound's 3D conformation plays a crucial role in its interactions with biological systems. Such stereochemistry can heavily influence the potency of pharmaceuticals based on similar structures.
  • Natural Occurrence: Compounds with such hierarchical structures are often found in nature, particularly in various types of plants and fungi, contributing to their medicinal properties. For instance, compounds of similar nature may exhibit anti-inflammatory or antimicrobial activities.
  • Biological Activity: The presence of multiple hydroxyl (-OH) groups may enhance solubility and interactions with biomolecules, making this compound a subject of study for drug development and discovery.
  • Application Potential: Researchers are keenly interested in the potential applications of compounds like this one in fields ranging from pharmacology to materials science. Their unique properties could lead to innovative treatments or novel materials.

In summary, this compound stands out not only for its complex structure but also for its potential implications in scientific research and medicinal applications. As studies continue to unfold, the intricate designs of such compounds remind us of the vast possibilities within the realm of chemistry.