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Cortisol acetate

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Identification
Molecular formula
C23H30O6
CAS number
50-03-3
IUPAC name
[(3S,5R,10S,13R,14S,17R)-14-hydroxy-10,13-dimethyl-12-oxo-17-(5-oxo-2H-furan-3-yl)-2,3,4,5,6,7,8,9,11,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate
State
State

At room temperature, cortisol acetate is in a solid state, presenting as a powder with a crystalline structure. It is stable under normal conditions and should be stored in a cool, dry place.

Melting point (Celsius)
223.00
Melting point (Kelvin)
496.15
Boiling point (Celsius)
616.80
Boiling point (Kelvin)
889.90
General information
Molecular weight
404.49g/mol
Molar mass
404.4930g/mol
Density
1.3400g/cm3
Appearence

Cortisol acetate typically appears as a white to off-white crystalline powder. It is odorless and generally has a fine texture. Due to its crystalline nature, it may have a slight sheen when exposed to light.

Comment on solubility

Solubility of the Compound

The solubility of [(3S,5R,10S,13R,14S,17R)-14-hydroxy-10,13-dimethyl-12-oxo-17-(5-oxo-2H-furan-3-yl)-2,3,4,5,6,7,8,9,11,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate is influenced by a number of factors inherent to its chemical structure. Here are some key points to consider:

  • Polarity: The presence of the acetate group enhances the overall polarity of the compound, potentially increasing its solubility in polar solvents.
  • Hydrophilic and Hydrophobic Interactions: While the hydroxyl and carbonyl groups contribute to hydrophilicity, the bulky hydrocarbon framework introduces a significant hydrophobic character.
  • Solvent Compatibility: This compound is likely soluble in organic solvents such as ethanol and methanol due to its functional groups, but may display limited solubility in water.
  • Temperature Dependency: As with many organic compounds, solubility can vary significantly with temperature; increased temperatures often lead to greater solubility.

Overall, the solubility profile of this complex molecule is characteristic of many specialized organic compounds and can be summarized by the adage: "Like dissolves like." Thus, suitable solvents will be crucial to facilitate its dissolution.

Interesting facts

Interesting Facts about the Compound

This intriguing compound owes its complex structure to the intricate arrangement of stereocenters, resulting in a specific three-dimensional configuration. Here are some fascinating aspects:

  • Natural Origins: This compound is often derived from natural sources, specifically from certain plants or fungi known for their bioactive properties.
  • Steroid Framework: It features a steroid backbone, a well-studied structure that plays a crucial role in biological systems, including hormones.
  • Biological Significance: The compound is of particular interest in pharmacology and medicinal chemistry due to its potential therapeutic applications, particularly in anti-inflammatory or anticancer treatments.
  • Functional Groups: The presence of both hydroxyl and acetoxy functional groups contributes to its unique chemical reactivity, making it a subject of study in organic synthesis.
  • Furan Derivative: The incorporation of a furan ring indicates its possible applications in organic electronics and materials science, as furan derivatives often exhibit unique electronic properties.
  • Research Interest: Chemists are increasingly interested in compounds like this for their potential roles in drug discovery and development, highlighting the ongoing synergy between natural product chemistry and pharmaceutical innovation.

As a fellow scientist, understanding such compounds not only enhances our knowledge of biochemical pathways but also inspires innovative approaches to solving complex medical challenges. The journey of studying this compound reveals the beauty and intricacy of chemistry at the molecular level, making it a marvel within the realm of organic compounds.

Synonyms
3-Acetyl-12-dehydrodigoxigenin
2842-86-6
BRN 0063744
3-beta,14-Dihydroxy-12-oxo-5-beta-card-20(22)-enolide 3-acetate
5-beta-CARD-20(22)-ENOLIDE, 3-beta,14-DIHYDROXY-12-OXO-, 3-ACETATE
DTXSID00951083
3-(Acetyloxy)-14-hydroxy-12-oxocard-20(22)-enolide