Skip to main content

Prednisolone acetate

ADVERTISEMENT
Identification
Molecular formula
C23H30O6
CAS number
52-21-1
IUPAC name
[2-[(8R,9S,10S,13S,14S)-3-acetoxy-10,13-dimethyl-17-oxo-2,4,5,6,7,8,9,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]-2-oxo-ethyl] acetate
State
State

At room temperature, Prednisolone acetate is generally a solid. It is known for its stability and is often used in formulations that require the active compound to remain effective over a range of storage conditions.

Melting point (Celsius)
240.00
Melting point (Kelvin)
513.15
Boiling point (Celsius)
375.00
Boiling point (Kelvin)
648.15
General information
Molecular weight
402.49g/mol
Molar mass
402.4600g/mol
Density
1.3000g/cm3
Appearence

Prednisolone acetate is typically found as a white to off-white crystalline powder. It is often presented in a finely divided form for medical formulations, such as eye drops or injections. The appearance might slightly vary based on purity and the presence of any formulation-specific ingredients.

Comment on solubility

Solubility of 2-[(8R,9S,10S,13S,14S)-3-acetoxy-10,13-dimethyl-17-oxo-2,4,5,6,7,8,9,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]-2-oxo-ethyl acetate

The solubility of this complex organic compound is influenced by several structural characteristics that are essential to consider:

  • Polarity: Given its multiple functional groups, the compound is expected to exhibit polar characteristics, influencing its solubility in polar solvents.
  • Hydrophilic vs. Hydrophobic: The presence of acetoxy and ketone groups introduces hydrophilic regions, whereas the dodecahydro structure contributes to hydrophobic properties. This dual nature can lead to variable solubility in different solvents.
  • Solvent Compatibility: Typically, compounds of this nature are more soluble in organic solvents such as ethanol, methanol, and chloroform, rather than in water due to extensive hydrophobic portions.
  • Temperature Effects: As with many organic compounds, elevated temperatures may increase solubility due to enhanced kinetic energy, causing more effective interactions in solution.

In summary, while this compound may present some challenges regarding solubility, particularly in aqueous environments, it is likely to show favorable solubility profiles in organic solvents, making it versatile for various applications in organic synthesis and pharmaceutical formulations.

Interesting facts

Interesting Facts About the Compound

The compound known as 2-[(8R,9S,10S,13S,14S)-3-acetoxy-10,13-dimethyl-17-oxo-2,4,5,6,7,8,9,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]-2-oxo-ethyl acetate is a fascinating entity within the realm of organic chemistry, primarily due to its structural complexity and biological significance.

Chemical Structure

This compound features an intricate arrangement of rings and functional groups, which provides it with unique properties. The presence of both acetoxy and oxo groups is particularly noteworthy, leading to a multitude of potential reactivity pathways. The specifics of its stereocenters (8R, 9S, 10S, 13S, 14S) indicate that it exhibits specific three-dimensional arrangements that may influence its biochemical interactions.

Biological Relevance

Compounds of this nature often hold significant pharmacological potential. Some key points include:

  • Medicinal Applications: Such structures may play a role in drug development, particularly in fields like oncology and hormone therapy.
  • Natural Sources: Compounds similar to this one are often derived from natural sources, leading to their use in traditional medicine and modern therapeutics.
  • Biological Activities: The acetoxy group can enhance the compound’s lipophilicity, leading to improved absorption and potency in biological systems.

Research Potential

Scientists are actively exploring the structural nuances of this compound for various applications:

  • Structure-Activity Relationship (SAR): By studying related compounds, researchers can elucidate which structural elements contribute to desired biological effects.
  • Synthetic Routes: Developing efficient synthetic methodologies to prepare this compound could pave the way for more accessible drug compounds.
  • Modification Studies: Small changes in the functional groups or stereochemistry can lead to compounds with enhanced efficacy or reduced side effects.

In summary, the compound 2-[(8R,9S,10S,13S,14S)-3-acetoxy-10,13-dimethyl-17-oxo-2,4,5,6,7,8,9,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]-2-oxo-ethyl acetate not only boasts complex and intriguing characteristics but also presents ample opportunities for future research and application in medicinal chemistry.

Synonyms
3-[(acetyloxy)acetyl]-17-oxoandrostan-3-yl acetate
DTXSID50937731
17006-74-5