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Corticosterone

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Identification
Molecular formula
C21H30O4
CAS number
50-22-6
IUPAC name
(8S,9S,10R,11R,13S,14S,17S)-11,17-dihydroxy-10,13,17-trimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-2-carbaldehyde
State
State
Corticosterone is a solid at room temperature.
Melting point (Celsius)
178.00
Melting point (Kelvin)
451.15
Boiling point (Celsius)
536.85
Boiling point (Kelvin)
810.00
General information
Molecular weight
346.46g/mol
Molar mass
346.4550g/mol
Density
1.2400g/cm3
Appearence
Corticosterone typically appears as a white crystalline powder.
Comment on solubility

Solubility of (8S,9S,10R,11R,13S,14S,17S)-11,17-dihydroxy-10,13,17-trimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-2-carbaldehyde

The solubility of complex organic compounds like (8S,9S,10R,11R,13S,14S,17S)-11,17-dihydroxy-10,13,17-trimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-2-carbaldehyde can significantly vary based on factors such as polarity, functional groups, and the presence of hydroxyl groups.

  • Hydroxyl Groups: The compound features two hydroxyl (-OH) groups that generally increase solubility in polar solvents, such as water. These groups can form hydrogen bonds with water molecules, enhancing solubility.
  • Hydrophobic Regions: Conversely, the hydrophobic cyclopenta[a]phenanthrene structure may limit solubility in highly polar solvents due to the compound's overall hydrophobic character.
  • Solvent Dependency: This compound could show greater solubility in organic solvents like ethanol or methanol rather than in water, depending on the interaction of organic solvents with hydrophobic and polar segments.

In summary, while the presence of hydroxyl groups suggests a potential for solubility in polar solvents, the complex hydrophobic structure of this compound may lead to variability based on the solvent used. For precise solubility characteristics, experimental measurements are recommended.

Interesting facts

Interesting Facts about (8S,9S,10R,11R,13S,14S,17S)-11,17-dihydroxy-10,13,17-trimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-2-carbaldehyde

This compound, known for its complex stereochemistry and unique structural features, has piqued the interest of researchers in various fields, particularly in medicinal chemistry and biochemistry. Here are some fascinating points:

  • Stereochemistry: The compound exhibits several stereocenters, indicated by its detailed nomenclature. This chirality is crucial in determining its biological activity and interaction with enzymes.
  • Biological Significance: Compounds with similar structures are often investigated for their potential therapeutic properties, particularly in the treatment of diseases such as cancer and metabolic disorders.
  • Structure Activity Relationship (SAR): Understanding how structural modifications influence biological activity can lead to the development of more effective drugs. The hydroxyl and keto functional groups in this compound play significant roles in its pharmacological profile.
  • Natural Occurrence: Similar compounds are found in various natural sources, suggesting that they may have roles in biological processes or ecological interactions.
  • Research Potential: Ongoing studies focus on how such compounds can be synthesized efficiently, enabling the exploration of their applications in drug discovery and development.

As researchers continue to delve into the nuances of this compound, its potential applications expand, highlighting the need for ongoing exploration in the vast landscape of organic chemistry.

Synonyms
Formebolone
Formyldienolone
Hubernol
Formebolona
2454-11-7
Formebolonum
Formebolone [INN:BAN]
Formebolonum [INN-Latin]
Formebolona [INN-Spanish]
11-alpha,17-beta-Dihydroxy-17-methyl-3-oxoandrosta-1,4-diene-2-carboxaldehyde
FORMEBOLONE [MI]
EINECS 219-523-2
UNII-Z2MMV08KUQ
FORMEBOLONE [INN]
FORMEBOLONE [MART.]
FORMEBOLONE [WHO-DD]
2-Formyl-11-alpha-hydroxy-delta(sup 1)-methyltestosterone
DTXSID60179286
2-Formyl-17-alpha-methylandrosta-1,4-diene-11-alpha,17-beta-diol-3-one
Formebolonum (INN-Latin)
Formebolona (INN-Spanish)
ANDROSTA-1,4-DIENE-2-CARBOXALDEHYDE, 11-alpha,17-beta-DIHYDROXY-17-METHYL-3-OXO-
FORMEBOLONE (MART.)
formildienolone
2-formyl-11alpha-hydroxy-17alpha-methyl-delta1-testosterone
2-formyl-17 alpha-methylandrosta-1,4-diene-11 alpha,17 beta-diol-3-one
2-HYDROXYMETHYL-17.ALPHA.-METHYLANDROSTADIENE-11.ALPHA.,17.BETA.-DIOL-3-ONE
(1S,2R,10S,11S,14S,15S,17R)-14,17-dihydroxy-2,14,15-trimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-3,6-diene-4-carbaldehyde
ANDROSTA-1,4-DIENE-2-CARBOXALDEHYDE, 11,17-DIHYDROXY-17-METHYL-3-OXO-, (11.ALPHA.,17.BETA.)-
(1S,2R,10S,11S,14S,15S,17R)-14,17-dihydroxy-2,14,15-trimethyl-5-oxotetracyclo(8.7.0.0^(2,7).0^(11,15))heptadeca-3,6-diene-4-carbaldehyde
DTXCID90101777
11 alpha,17 beta-dihydroxy-17-methyl-3-oxoandrosta-1,4-diene-2-carboxaldehyde
2-HYDROXYMETHYL-17ALPHA-METHYLANDROSTADIENE-11ALPHA,17BETA-DIOL-3-ONE
219-523-2
ANDROSTA-1,4-DIENE-2-CARBOXALDEHYDE, 11,17-DIHYDROXY-17-METHYL-3-OXO-, (11ALPHA,17BETA)-
Esiclene
Z2MMV08KUQ
(8S,9S,10R,11R,13S,14S,17S)-11,17-dihydroxy-10,13,17-trimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-2-carbaldehyde
SCHEMBL141791
CHEMBL2107419
AMVODTGMYSRMNP-GNIMZFFESA-N
CHEBI:135456
DB01569
FF23545
Formebolone (1.0mg/ml in Acetonitrile)
2-Formyl-11a-hydroxy-D1-methyltestosterone
NS00047727
Q5470067
2-Formyl-17a-methylandrosta-1,4-dien-11a,17b-diol-3-one
2-Formyl-17a-methylandrosta-1,4-diene-11a,17b-diol-3-one
2-Formyl-17a-methylandrosta-1,4-diene-11a,17b-dihydroxy-3-one
11a,17b-dihydroxy-17-methyl-3-oxo-Androsta-1,4-diene-2-carboxaldehyde
11a,17b-Dihydroxy-17-methyl-3-oxoandrosta-1,4-diene-2-carboxaldehyde
(11a,17b)-11,17-dihydroxy-17-methyl-3-oxo-Androsta-1,4-diene-2-carboxaldehyde
(11a,17b)-11,17-Dihydroxy-17-methyl-3-oxoandrosta-1,4-diene-2-carboxaldehyde;2-Formyl-11a-hydroxy-1-methyltestosterone;2-Formyl-17a- methylandrosta-1,4-dien-11a,17b-diol-3-one