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Corticosterone

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

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

Melting point (Celsius)
180.00
Melting point (Kelvin)
453.15
Boiling point (Celsius)
420.00
Boiling point (Kelvin)
693.15
General information
Molecular weight
346.46g/mol
Molar mass
346.4640g/mol
Density
1.2600g/cm3
Appearence

Corticosterone appears as a white or off-white crystalline powder.

Comment on solubility

Solubility of (3R,5R,8S,9S,10S,13S,14S,17R)-3,17-dihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-2,3,4,5,6,7,8,9,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-11-one

The solubility of this complex organic compound, C21H30O4, is influenced by various factors related to its molecular structure and functional groups. Here are some key points regarding its solubility:

  • Hydrophilicity vs. Hydrophobicity: The presence of multiple hydroxyl (-OH) groups suggests that the compound may exhibit increased hydrophilicity, which typically enhances solubility in polar solvents such as water.
  • Solvent Compatibility: This compound is likely to be soluble in organic solvents such as ethanol or methanol due to its non-polar hydrocarbon backbone, yet it may be less soluble in non-polar solvents.
  • Temperature Dependence: Like many organic compounds, solubility can be temperature dependent; higher temperatures may increase solubility in certain solvents.
  • Concentration Effects: At higher concentrations, intermolecular interactions might lead to decreased solubility due to potential precipitation or the formation of aggregates.

In conclusion, the solubility profile of C21H30O4 hinges on its structural attributes, including its dual functional nature and the balances between its hydrophilic and hydrophobic components. Understanding these characteristics is essential for practical applications in biological and chemical processes.

Interesting facts

Interesting Facts about 3,17-dihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-2,3,4,5,6,7,8,9,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-11-one

This compound is a fascinating member of the steroid family, possessing a complex structure that showcases the incredible diversity found in organic chemistry. Its intricate arrangement of atoms contributes to its unique biological activity and potential applications in medicinal chemistry.

Key Highlights:

  • Structural Complexity: With multiple hydroxyl groups and a series of chiral centers, this compound exemplifies stereochemistry's role in organic compounds, influencing how they interact with biological targets.
  • Biological Significance: Compounds like this one are known to play essential roles in various biological processes. They may have implications in hormone synthesis and regulation, given their steroid structure.
  • Potential Therapeutic Applications: The presence of hydroxyl groups may enhance this compound's interactions with specific enzymes or receptors, potentially leading to novel treatments in fields like oncology or endocrinology.
  • Research Interest: Scientists are continually exploring the pharmacodynamics and pharmacokinetics of similar compounds to uncover new therapeutic properties and mechanisms of action.

As a student of chemistry, one might find the synthesis of such complex molecules to be both a challenge and an opportunity to expand their laboratory skills. The advanced techniques used to construct intricate structures like this can push the boundaries of current synthetic methodologies.

In summary, this compound not only highlights the versatility of organic molecules but also serves as a reminder of the ongoing quest for new discoveries in the vast field of chemistry. As Joseph Priestley once said, “The greatest discoveries are made by doing.” This certainly holds true in the realm of steroid compounds!


Synonyms
TETRAHYDROCORTISONE
Urocortisone
53-05-4
Tetrahydro E
Tetrahydro Cortisone
Tetrahydrocompound E
Cortisone, tetrahydro-
3alpha,17,21-Trihydroxy-5-beta-pregnane-11,20-dione
THE [Steroid]
Ba 2681
UNII-5HF9TM2D15
NSC 76984
3alpha,17,21-Trihydroxypregnane-11,20-dione
5HF9TM2D15
EINECS 200-161-9
NSC-76984
(3R,5R,8S,9S,10S,13S,14S,17R)-3,17-dihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-2,3,4,5,6,7,8,9,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-11-one
CHEBI:9901
TETRAHYDROCORTISONE [MI]
Tetrahydrocortison
DTXSID70878591
THE (Steroid)
5beta-Pregnane-11,20-dione, 3alpha,17,21-trihydroxy-
Pregnane-11,20-dione, 3,17,21-trihydroxy-, (3alpha,5beta)-
3alpha,17alpha,21-trihydroxy-5beta-pregnane-11,20-dione
tetrahydro-Cortisone
THE
Urocortison
Pregnane-11,20-dione, 3,17,21-trihydroxy-, (3.alpha.,5.beta.)-
(3R,5R,8S,9S,10S,13S,14S,17R)-3,17-dihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-2,3,4,5,6,7,8,9,12,14,15,16-dodecahydro-1H-cyclopenta(a)phenanthren-11-one
5a-Pregnan-3b,17a,21-triol-11,20-dion
3a,17,21-trihydroxy-5a-pregnane-11,20-dione
3a,17,21-trihydroxy-5b-pregnane-11,20-dione
3b,17,21-trihydroxy-5a-pregnane-11,20-dione
3.alpha.,17,21-Trihydroxypregnane-11,20-dione
(3a,5b)-3,17,21-trihydroxy-pregnane-11,20-dione
3alpha,17,21-trihydroxy-5beta-Pregnane-11,20-dione
3.alpha.,17,21-Trihydroxy-5.beta.-pregnane-11,20-dione
(3.alpha.,5.beta.)-3,17,21-Trihydroxypregnane-11,20-dione
5.beta.-Pregnane-11,20-dione, 3.alpha.,17,21-trihydroxy-
SCHEMBL193711
CHEMBL1908043
SYGWGHVTLUBCEM-ZIZPXRJBSA-N
DTXCID101016635
(1S,2S,5S,7S,10S,11S,14R,15S)-5,14-dihydroxy-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo(8.7.0.0^(2,7).0^(11,15))heptadecan-17-one
(1S,2S,5S,7S,10S,11S,14R,15S)-5,14-dihydroxy-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-17-one
3,17-Dihydroxy-17-hydroxyacetyl-10,13-dimethyl-hexadecahydro-cyclopenta(a)phenanthren-11-one
3,17-dihydroxy-17-hydroxyacetyl-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-11-one
NSC76984
AKOS040744374
FT65182
MS-25818
HY-113114
CS-0059607
3.alpha.,21-Trihydroxypregnane-11,20-dione
C05470
F82239
Q7706546
5.beta.-Pregnane-11, 3.alpha.,17,21-trihydroxy-
(3alpha,5beta)-3,17,21-Trihydroxypregnane-11,20-dione
5beta-Pregnane-11,20-dione, 3alpha,17,21-trihydroxy-(8CI)
Pregnane-11, 3,17,21-trihydroxy-, (3.alpha.,5.beta.)-
Pregnane-11,20-dione, 3,17,21-trihydroxy-, (3alpha,5beta)-(9CI)
200-161-9