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Oxandrolone

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Identification
Molecular formula
C19H30O3
CAS number
53-39-4
IUPAC name
4-[2-[(5R,8R,9S,10S,13S,14S,17S)-10,13-dimethyl-3-oxo-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2-oxo-ethoxy]-4-oxo-butanoic acid
State
State

At room temperature, oxandrolone is in a solid state. It is often used in its solid form as a medication, specifically in tablet form, to be ingested orally.

Melting point (Celsius)
235.00
Melting point (Kelvin)
508.15
Boiling point (Celsius)
580.00
Boiling point (Kelvin)
853.15
General information
Molecular weight
306.44g/mol
Molar mass
306.4440g/mol
Density
1.1700g/cm3
Appearence

Oxandrolone typically appears as a white or almost white crystalline powder. It is sparingly soluble in water, which means it does not disperse well and can clump together in aqueous solutions. The compound is often provided in the form of tablets for medical use.

Comment on solubility

Solubility of 4-[2-[(5R,8R,9S,10S,13S,14S,17S)-10,13-dimethyl-3-oxo-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2-oxo-ethoxy]-4-oxo-butanoic acid (C19H30O3)

The solubility of a compound is greatly influenced by its molecular structure, particularly in terms of polarity, functional groups, and hydrophobic or hydrophilic characteristics.

For the compound C19H30O3, we can analyze several key factors:

  • Molecular Size: With a relatively large structure, the compound is likely to exhibit lower solubility in water.
  • Functional Groups: The presence of carbonyl (C=O) and ether (C–O–C) groups suggests potential for hydrogen bonding; however, the overall hydrophobic nature of the hydrocarbons may outweigh this effect.
  • Hydrophobic Interactions: The large aliphatic region can enhance solubility in non-polar solvents, indicating better solubility in organic solvents compared to polar solvents.

In summary, while the compound may show some solubility in polar solvents owing to its functional groups, its overall hydrophobic characteristics may lead to limited solubility in water. It is often said that "like dissolves like," and thus, C19H30O3 would more readily dissolve in a non-polar medium. Experimental studies would be necessary to quantify the solubility levels accurately.

Interesting facts

Interesting Facts About 4-[2-[(5R,8R,9S,10S,13S,14S,17S)-10,13-dimethyl-3-oxo-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2-oxo-ethoxy]-4-oxo-butanoic acid

This unique compound, commonly associated with the field of medicinal chemistry, presents an intriguing structure that combines complex organic frameworks with functional groups that may enhance its biological activity. Here are some noteworthy aspects:

  • Complex Structure: The compound features a multi-cyclic skeleton, which is characteristic of many natural products. Its stereochemistry holds significance for binding to biological targets, often influencing the compound's pharmacological properties.
  • Potential Applications: Compounds like this one are investigated for various applications, including anti-cancer and hormonal activity. Its structure may suggest potential interactions with biochemical pathways relevant to therapies.
  • Diverse Derivative Relationships: The presence of multiple carbonyl (oxo) groups and the specific functional groups indicates that modifications to the structure can lead to a vast array of derivatives, each with potentially different activities.
  • Synthesis Challenges: The intricate nature of its chemistry can pose challenges during synthetic processes, often requiring advanced techniques in organic synthesis. Thus, understanding its formation routes can lead to better synthetic strategies.

As a chemist, exploring compounds like this expands the horizon of drug development and understanding of biochemical interactions. In the world of medicinal chemistry, such compounds serve as reminders of the delicate balance between structure and function that always comes into play.

Synonyms
Hydroxydione hydrogen succinate
80-96-6
6LJJ67GNMV
Hydroxydione succinate
21-Hydroxy-5beta-pregnane-3,20-dione 21-(hydrogen succinate)
Hydroxydionhydrogensuccinat
UNII-6LJJ67GNMV
EINECS 201-314-2
Hydroxydione Succinic Acid
3,20-Dioxo-5beta-pregnan-21-yl hydrogensuccinat
CHEMBL2110850
DTXSID00861577
5.beta.-Pregnane-3,20-dione, 21-hydroxy-, hydrogen succinate
Pregnane-3,20-dione, 21-(3-carboxy-1-oxopropoxy)-, (5.beta.)-
4-[2-[(5R,8R,9S,10S,13S,14S,17S)-10,13-dimethyl-3-oxo-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethoxy]-4-oxobutanoic acid
NS00122893
5beta-Pregnane-3,20-dione, 21-hydroxy-, succinate
Q27265106
21-HYDROXY-5.BETA.-PREGNANE-3,20-DIONE SUCCINATE
5.BETA.-PREGNANE-3,20-DIONE, 21-HYDROXY-, SUCCINATE
4-(2-((5R,8R,9S,10S,13S,14S,17S)-10,13-DIMETHYL-3-OXO-1,2,4,5,6,7,8,9,11,12,14,15,16,17-TETRADECAHYDROCYCLOPENTA(A)PHENANTHREN-17-YL)-2-OXO-ETHOXY)-4-OXO-BUTANOIC ACID