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Cortisone

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Identification
Molecular formula
C21H28O5
CAS number
53-06-5
IUPAC name
(17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one
State
State

At room temperature, cortisone is in a solid state as a crystalline powder. This form is stable under standard temperature and pressure conditions.

Melting point (Celsius)
220.00
Melting point (Kelvin)
493.15
Boiling point (Celsius)
446.70
Boiling point (Kelvin)
719.85
General information
Molecular weight
360.44g/mol
Molar mass
360.4440g/mol
Density
1.3000g/cm3
Appearence

Cortisone appears as a white to off-white crystalline powder. It is odorless and has a slightly bitter taste. The physical form is typically a fine powder which can be pressed into tablets for medicinal use.

Comment on solubility

Solubility of (17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one

The solubility characteristics of the compound (17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one can be rather intriguing. This complex chemical, being a derivative of steroids, is expected to exhibit reasonable solubility in various organic solvents while showing limited solubility in water. Here are some key points to consider:

  • Solvent Polarity: The solubility of this compound is highly dependent on the polarity of the solvent used. It is likely to dissolve well in non-polar to moderately polar solvents such as ethanol, chloroform, and dichloromethane.
  • Hydroxy Group Influence: The presence of hydroxy groups can enhance solvation in polar solvents to a degree, but the overall structure tends to favor a more hydrophobic character.
  • Applications: Understanding the solubility is crucial for bioavailability in pharmaceutical applications, as poor water solubility can influence the efficacy of drug formulations.

In summary, while (17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one shows moderate to good solubility in organic solvents, its hydrophobic nature may significantly limit its solubility in aqueous environments. Therefore, careful consideration of the solvent system is essential for effective utilization of this compound in practical applications.

Interesting facts

Interesting Facts about (17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one

This compound, often referred to in the context of its biological activities and potential therapeutic applications, possesses an intricate chemical structure that includes a cyclopenta[a]phenanthrene core. Below are some intriguing facts that highlight its significance in the field of chemistry and pharmacology:

  • Origin: This compound is a derivative of steroid hormone structures, reflecting the complexity of steroid biosynthesis.
  • Enzymatic Influence: It acts as a substrate for specific enzymes in metabolic pathways, which can influence a range of biological processes.
  • Potential Therapeutic Uses: Studies suggest it may exhibit properties beneficial for various health conditions, including anti-inflammatory and anticancer effects.
  • Stereochemistry: The "17R" notation indicates a specific stereochemical configuration, critical for its biological activity, showcasing how even minor changes in molecular geometry can lead to significant variations in function.
  • Research Applications: Scientists are keenly investigating this compound for its potential synthetic routes, as it might serve as a lead structure in drug development.

Overall, the exploration of (17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one in scientific research reflects the ongoing effort to unlock the therapeutic potential of complex organic molecules. As one researcher puts it, "The intersection of chemistry and biology continues to unveil compounds that can change our understanding of health and disease."

Synonyms
(8xi,9xi,10xi,13xi,14xi)-17,21-dihydroxypregn-4-ene-3,20-dione
SMR000718668
MLS001249448
MLS001249476
CHEMBL14058
SCHEMBL13768127
HMS2980N11
BBL012765
STK764479
AKOS002140808
AKOS016347371
(17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one
AC-20132
VS-03500
BRD-A95717758-001-07-1
(1R)-1-hydroxy-1-(2-hydroxyacetyl)-9a,11a-dimethyl-1H,2H,3H,3aH,3bH,4H,5H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-7-one
1-HYDROXY-1-(2-HYDROXYACETYL)-9A,11A-DIMETHYL-1H,2H,3H,3AH,3BH,4H,5H,7H,8H,9H,9AH,9BH,10H,11H,11AH-CYCLOPENTA[A]PHENANTHREN-7-ONE