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Cortisone acetate

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Identification
Molecular formula
C23H30O6
CAS number
50-04-4
IUPAC name
[2-[(3R,5S,8S,9S,10S,13S,14S,17S)-3-hydroxy-10,13-dimethyl-11-oxo-1,2,3,4,5,6,7,8,9,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2-oxo-ethyl] acetate
State
State

At room temperature, cortisone acetate is in a solid state, typically appearing as a crystalline powder.

Melting point (Celsius)
220.00
Melting point (Kelvin)
493.15
Boiling point (Celsius)
355.00
Boiling point (Kelvin)
628.15
General information
Molecular weight
402.48g/mol
Molar mass
402.4810g/mol
Density
1.3000g/cm3
Appearence

Cortisone acetate typically appears as a white to off-white crystalline powder. It is odorless and stable under normal conditions of use and storage.

Comment on solubility

Solubility Overview

The compound described, 2-[(3R,5S,8S,9S,10S,13S,14S,17S)-3-hydroxy-10,13-dimethyl-11-oxo-1,2,3,4,5,6,7,8,9,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2-oxo-ethyl] acetate, exhibits a complex solubility profile due to its intricate molecular structure. Understanding its solubility is essential for applications in pharmaceuticals and biochemical research.

Key Points on Solubility

  • Solvent Dependency: The solubility of this compound may vary significantly with the choice of solvent. Hydrophilic solvents like water may show limited solubility, while organic solvents such as ethanol or dimethyl sulfoxide (DMSO) might enhance solubility.
  • Hydroxyl Group Influence: The presence of the hydroxyl group (–OH) can increase hydrogen bonding capabilities, potentially improving solubility in polar solvents.
  • Temperature Effect: The solubility of many compounds is temperature-dependent. Increased temperatures can often lead to better solubility.
  • Concentration Consideration: At higher concentrations, solubility limits may be reached, leading to precipitation in solution.

As with many organic compounds, the solubility of this complex structure is a balance of its functional groups and molecular interactions. Therefore, empirical testing is often necessary to ascertain its exact solubility characteristics in various environments.

Interesting facts

Exploring the Complexities of 2-[(3R,5S,8S,9S,10S,13S,14S,17S)-3-hydroxy-10,13-dimethyl-11-oxo-1,2,3,4,5,6,7,8,9,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2-oxo-ethyl Acetate

This fascinating compound belongs to a class of substances that exhibit intriguing structural and functional characteristics. Its complexity can be traced back to its distinct features:

  • Steroidal Framework: The compound contains a steroid-like structure which is often associated with biological activity and interactions in the body.
  • Chirality: The presence of multiple chiral centers means this compound can exist in different forms, influencing its behavior and interactions in biological systems.
  • Functional Groups: Incorporation of both hydroxyl and oxo groups provides potential sites for reactivity, making this compound quite versatile in chemical reactions.
  • Synthetic Pathways: The intricate synthesis of this compound offers valuable insights into organic chemistry techniques and the challenges of multi-step synthesis.

Moreover, understanding the biological significance of such compounds can lead to significant advancements in pharmaceuticals and therapeutic agents. Research has shown that related compounds often serve crucial roles in:

  1. Hormonal Regulation: Many steroids act as hormones, affecting various physiological processes.
  2. Antitumor Activity: Some derivatives display properties that inhibit tumor growth, making them potential candidates for cancer therapies.
  3. Cholesterol Regulation: Compounds with steroidal structures can influence lipid metabolism, offering pathways to manage cholesterol levels.

In conclusion, the study of this complex compound not only highlights the beauty of organic chemistry but also opens doors to significant biological implications. As scientists continue to explore its properties, they unearth valuable information that may contribute to future innovations in medicine and biochemistry.

Synonyms
Alfadolone acetate
Alphadolone acetate
23930-37-2
00TN4GS00S
DTXSID7045443
EINECS 245-942-5
ALFADOLONE ACETATE [MI]
[2-[(3R,5S,8S,9S,10S,13S,14S,17S)-3-hydroxy-10,13-dimethyl-11-oxo-1,2,3,4,5,6,7,8,9,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl] acetate
DTXCID5025443
ALFADOLONE ACETATE [MART.]
ALFADOLONE ACETATE [WHO-DD]
(3-alpha,5-alpha)-21-(Acetyloxy)-3-hydroxypregnane-11,20-dione
5-alpha-Pregnane-11,20-dione, 3-alpha,21-dihydroxy-, 21-acetate
Pregnane-11,20-dione, 21-(acetyloxy)-3-hydroxy-, (3.alpha.,5.alpha.)-
ALFADOLONE ACETATE (MART.)
Pregnane-11,20-dione, 21-(acetyloxy)-3-hydroxy-, (3-alpha,5-alpha)-
(2-((3R,5S,8S,9S,10S,13S,14S,17S)-3-hydroxy-10,13-dimethyl-11-oxo-1,2,3,4,5,6,7,8,9,12,14,15,16,17-tetradecahydrocyclopenta(a)phenanthren-17-yl)-2-oxoethyl) acetate
Pregnane-11,20-dione, 21-(acetyloxy)-3-hydroxy-, (3alpha,5alpha)-
3alpha,21-Dihydroxy-5alpha-pregnane-11,20-dione 21-acetate
MLS002154092
Alphadolone 21-acetate
21-Acetoxy-3-alpha-hydroxy-5-alpha-pregnane-11,20-dione
2-((3R,5S,8S,9S,10S,13S,14S,17S)-3-hydroxy-10,13-dimethyl-11-oxohexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate
UNII-00TN4GS00S
Alfadolone acetate; GR 2/1574
alfadolone-acetate
NCGC00016783-01
CAS-23930-37-2
Prestwick0_001001
Prestwick1_001001
Prestwick2_001001
Prestwick3_001001
3a,21-dihydroxy-5a-pregnane-11,20-dione 21-acetate
BSPBio_001121
SPBio_003002
BPBio1_001235
SCHEMBL1067877
CHEMBL1874407
CHEBI:92901
QRJOQYLXZPQQMX-FWROMSNXSA-N
HMS1571I03
HMS2098I03
HMS2235I08
HMS3715I03
Tox21_110608
AKOS040747790
CCG-221001
NCGC00179300-01
Alfadolone(alphadolone)acetate,bp standard
DA-69935
FD158987
SMR001233400
HY-108068
AB00513994
CS-0027270
NS00027510
F81621
SR-01000838859
SR-01000838859-2
BRD-K51751936-001-03-4
BRD-K51751936-001-09-1
Q27164650
acetic acid [2-[(3R,5S,8S,9S,10S,13S,14S,17S)-3-hydroxy-10,13-dimethyl-11-oxo-1,2,3,4,5,6,7,8,9,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl] ester