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Triamcinolone

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Identification
Molecular formula
C21H27FO6
CAS number
124-94-7
IUPAC name
9-fluoro-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one
State
State

At room temperature, Triamcinolone is in a solid state in the form of a crystalline powder.

Melting point (Celsius)
273.00
Melting point (Kelvin)
546.15
Boiling point (Celsius)
450.00
Boiling point (Kelvin)
723.15
General information
Molecular weight
394.44g/mol
Molar mass
394.4430g/mol
Density
1.4000g/cm3
Appearence

Triamcinolone appears as a white to almost white crystalline powder. It is odorless and can be slightly soluble in water, more soluble in alcohol, and freely soluble in chloroform.

Comment on solubility

Solubility of 9-fluoro-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one

The solubility of the compound with the formula C21H27FO6 can be characterized by a few key points:

  • Polarity: Due to the presence of multiple hydroxyl groups, this compound exhibits a degree of polarity. This can influence its solubility in various solvents.
  • Solvent Specificity: Compounds with similar structures often show higher solubility in polar solvents, such as water or alcohols, compared to non-polar solvents like hexane.
  • Hydrophilic and Hydrophobic Regions: The hydroxyl and fluoro groups may render parts of the compound hydrophilic, while the hydrocarbon framework remains hydrophobic. This can create a complex solubility profile.
  • Temperature Effect: The solubility of organic compounds typically increases with temperature; therefore, this compound may show improved solubility at elevated temperatures.

In summary, while the exact solubility parameters for this intricate compound might require experimental determination, its structural characteristics suggest that it would be more soluble in polar solvents than in non-polar ones. Understanding the solubility of such a compound is essential for its applications in pharmaceuticals and other fields.

Interesting facts

Interesting Facts About 9-Fluoro-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one

This fascinating compound, often encountered in pharmacological research, belongs to a class of molecules known for their significant biological activities. Here are some noteworthy facts about it:

  • Pharmacological Interest: This compound has been studied for its potential anti-inflammatory and anticancer properties, making it a subject of interest in medicinal chemistry.
  • Synthetic Pathways: Its complex structure indicates a sophisticated synthesis process, often involving multi-step reactions. This complexity reflects the intricate relationship between structure and biological function.
  • Fluorine Substitution: The presence of fluorine in its composition can enhance the compound's metabolic stability and bioavailability, which are crucial aspects for drug development.
  • Cyclic Structure: The octahydrocyclopenta[a]phenanthren framework is notable for its unique ring system that contributes to the compound's unique chemical properties and reactivity. This cyclic nature can influence how the molecule interacts with biological targets.
  • Hydroxy Groups: The dihydroxy substitutions present in the compound can participate in hydrogen bonding, which often plays a vital role in molecular recognition processes and can influence the overall binding affinity to biological targets.

In summary, the interplay between its unique structural features and biological activities makes 9-fluoro-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one an intriguing subject of study in the field of organic chemistry and pharmacology.

Synonyms
Celestone
Hormezon
.beta.-Methasone
9b-fluoro-1,10-dihydroxy-1-(2-hydroxyacetyl)-2,9a,11a-trimethyl-1H,2H,3H,3aH,3bH,4H,5H,7H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-7-one
.beta.-Methasone alcohol
9-Fluoro-16.beta.-methylprednisolone
Prednisolone, 9-fluoro-16.beta.-methyl-
9.alpha.-Fluoro-16.beta.-methylprednisolone
MLS000686794
Corticosterone, 1-dehydro-9-fluoro-17-hydroxy-16.beta.-methyl-
SCHEMBL2757815
CHEMBL1393513
CHEBI:93851
HMS3259J08
HMS3267M14
STL257060
AKOS001582690
AKOS021764260
NC00707
NCGC00015161-02
SMR000339803
EN300-295509
MLS-0310139.0001
BRD-A35108200-001-04-7
Q27165596
Pregna-1,20-dione, 9-fluoro-11.beta.,17,21-trihydroxy-16.beta.-methyl-
9-Fluoro-11.beta.,21-trihydroxy-16.beta.-methylpregna-1,4-diene-3,20-dione
Pregna-1,20-dione, 9-fluoro-11,17,21-trihydroxy-16-methyl-, (11.beta.,16.beta.)-
9-fluoro-11,17-dihydroxy-17-(2-hydroxy-1-oxoethyl)-10,13,16-trimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one