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Corticosterone

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Identification
Molecular formula
C21H30O4
CAS number
50-22-6
IUPAC name
(1S,5S,8R,9S,10S,13S,14S,17S)-17-hydroxy-1,10,13-trimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-one
State
State

At room temperature, corticosterone is a solid and, as a steroid hormone, it exists in a stable crystalline form. It does not have a strong odor, and it does not evaporate easily under standard conditions.

Melting point (Celsius)
181.50
Melting point (Kelvin)
454.65
Boiling point (Celsius)
510.00
Boiling point (Kelvin)
783.15
General information
Molecular weight
346.46g/mol
Molar mass
346.4590g/mol
Density
1.2400g/cm3
Appearence

Corticosterone appears as a white crystalline powder. Its crystalline structure allows it to reflect light, giving it a characteristic shine when observed under a microscope or before it is ground into a fine powder. In powder form, it may appear duller. It is sparingly soluble in water but more soluble in organic solvents.

Comment on solubility

Solubility of (1S,5S,8R,9S,10S,13S,14S,17S)-17-hydroxy-1,10,13-trimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-one

This complex organic compound, known for its intricate structure, presents unique solubility characteristics that are worth exploring. Solubility is a crucial property that affects how a compound behaves in biological and chemical environments.

Key insights into the solubility of this compound include:

  • Polar vs. Nonpolar: The balance of polar hydroxyl groups and nonpolar hydrocarbon chains indicates that the compound may exhibit improved solubility in nonpolar solvents, while having limited solubility in polar solvents.
  • Structural Considerations: Its large, bulky structure may hinder solubility in water, a common solvent, suggesting it is likely more soluble in organic solvents such as chloroform, ethanol, or acetone.
  • Molecular Interactions: The presence of hydroxyl groups can lead to the potential for hydrogen bonding, enhancing solubility in certain polar environments while still being subject to steric hindrance.
  • Biodistribution: In biological systems, its solubility can influence its absorption and distribution, affecting its bioavailability and therapeutic efficacy.

In conclusion, the solubility of this compound is a factor of both its chemical structure and the nature of the solvent used, with potential for greater solubility in nonpolar environments compared to polar solvents. Understanding these solubility dynamics is key for applications in medicinal chemistry and pharmacology.

Interesting facts

Interesting Facts about 17-Hydroxy-1,10,13-trimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-one

This compound, often associated with steroidal structures, presents a fascinating study due to its complex molecular configuration and biological relevance. Here are some intriguing insights about this compound:

  • Biological Context: This compound plays a significant role in the field of biochemistry, particularly in understanding steroidogenesis, which is the biological process of producing steroids.
  • Structural Complexity: The intricate stereochemistry of this compound sets the stage for substantial effects in biological systems. Its multiple chiral centers make the study of its interactions particularly compelling.
  • Potential Applications: Due to its steroid-like structure, this compound may have applications in pharmaceuticals, possibly influencing hormonal activity. This can contribute to developing treatments for various conditions, including hormonal imbalances.
  • Research Insights: Scientists investigating this compound find it valuable for exploring interactions with cellular receptors, providing insights into how steroids function at a molecular level.

One of the exciting aspects of this compound is how even subtle alterations in its structure can lead to significant changes in its biological activity. As the esteemed chemist Linus Pauling once said, “The structure of a substance is an important aspect of its function.” This holds true for steroid compounds like this one, where understanding their structure can unveil new horizons in medicinal chemistry.

In summary, the detailed examination of 17-hydroxy-1,10,13-trimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-one not only enriches our knowledge of chemical structures but also enhances our understanding of biological processes and potential therapeutic applications.

Synonyms
Mesterolone
Androviron
Proviron
1424-00-6
Mesteranum
Mestoranum
Testiwop
SH 723
Mesterolon
Mesterolona
Mesterolonum
Mesterolonum [INN-Latin]
Mesterolona [INN-Spanish]
NSC 75054
Mesterolone [USAN:INN:BAN]
SH-60723
17-Hydroxy-1-methyl-5-androstane-3 one
Pro-Viron
17beta-Hydroxy-1alpha-methyl-5alpha-androstan-3-one
EINECS 215-836-3
NSC-75054
SH-723
0SRQ75X9I9
1alpha-Methyl-5alpha-dihydrotestosterone
SH 60723
MESTEROLONE [MI]
Testosterone, 4,5alpha-dihydro-1alpha-methyl-
MESTEROLONE [INN]
(1S,5S,8R,9S,10S,13S,14S,17S)-17-hydroxy-1,10,13-trimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-one
MESTEROLONE [USAN]
1-alpha-Methyl-5-alpha-androstan-17-beta-ol-3-one
MESTEROLONE [MART.]
MESTEROLONE [WHO-DD]
1-alpha-Methyl-17-beta-hydroxy-5-alpha-androstan-3-one
17-beta-Hydroxy-1-alpha-methyl-5-alpha-androstan-3-one
5alpha-Androstan-3-one, 17beta-hydroxy-1alpha-methyl-
1.alpha.-Methyl-5.alpha.-dihydrotestosterone
MESTEROLONE [EP IMPURITY]
DTXSID90878533
EC 215-836-3
MESTEROLONE [EP MONOGRAPH]
Androstan-3-one, 17-hydroxy-1-methyl-, (1alpha,5alpha,17beta)-
Androstan-3-one, 17-hydroxy-1-methyl-, (1.alpha.,5.alpha.,17.beta.)-
NSC75054
5-alpha-ANDROSTAN-3-ONE, 17-beta-HYDROXY-1-alpha-METHYL-
5.alpha.-Androstan-3-one, 17.beta.-hydroxy-1.alpha.-methyl-
Androstan-3-one, 17-hydroxy-1-methyl-, (1-alpha,5-alpha,17-beta)-
Mesterolonum (INN-Latin)
Mesterolona (INN-Spanish)
MESTEROLONE (MART.)
MESTEROLONE (EP IMPURITY)
17.beta.-Hydroxy-1.alpha.-methyl-5.alpha.-androstan-3-one
MESTEROLONE (EP MONOGRAPH)
Pro-Viron (Salt/Mix)
(1S,5S,8R,9S,10S,13S,14S,17S)-17-hydroxy-1,10,13-trimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta(a)phenanthren-3-one
Testosterone, 4,5.alpha.-dihydro-1.alpha.-methyl-
1-.alpha.-Methyl-5-.alpha.-androstan-17-.beta.-ol-3-one
1-.alpha.-Methyl-17-.beta.-hydroxy-5-.alpha.-androstan-3-one
G03BB01
DTXCID101016578
215-836-3
uxyrzjkiqkrjcf-tzpfwljssa-n
uxyrzjkiqkrjcf-uhfffaoysa-n
Provirone 25
Mesterolone (1.0mg/ml in Acetonitrile)
(1S,5S,8R,9S,10S,13S,14S,17S)-17-hydroxy-1,10,13-trimethylhexadecahydro-3H-cyclopenta[a]phenanthren-3-one
UNII-0SRQ75X9I9
Mesterelone
1a-methyl-5a-dihydrotestosterone
Androstan-3-one, 17-hydroxy-1-methyl-, (1a,5a,17b)-
Mesterolone (USAN/INN)
SCHEMBL148260
CHEMBL258918
Mesterolone, analytical standard
CHEBI:135293
BDBM50423551
LMST02020107
s3946
AKOS015894889
CCG-267514
DB13587
FM32442
Mesterolone 1.0 mg/ml in Acetonitrile
1a-Methyl-5a-androstan-17b-ol-3-one
11alpha-Methylandrostan-17beta-ol-3-one
17b-hydroxy-1a-methyl-5a-Androstan-3-one
1a-Methyl-17b-hydroxy-5a-androstan-3-one
NS00007289
D04947
Mesterolone, 1.0 mg/mL in 1,2-dimethoxyethane
Testosterone,5.alpha.-dihydro-1.alpha.-methyl-
(1a,5a,17b)-17-hydroxy-1-methyl-Androstan-3-one
Androstan-3-one, (1.alpha.,5.alpha.,17.beta.)-
Q4291328
Mesterolone, European Pharmacopoeia (EP) Reference Standard