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Hydrocortisone

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Identification
Molecular formula
C21H30O5
CAS number
50-23-7
IUPAC name
2-hydroxy-1-[(3R,5R,8S,9S,10S,11S,13S,14S,17R)-3,11,17-trihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-17-yl]ethanone
State
State
Solid
Melting point (Celsius)
221.00
Melting point (Kelvin)
494.15
Boiling point (Celsius)
545.00
Boiling point (Kelvin)
818.15
General information
Molecular weight
362.46g/mol
Molar mass
362.4610g/mol
Density
1.2832g/cm3
Appearence

Hydrocortisone is typically a white or almost white, odorless, crystalline powder. It is practically insoluble in water, sparingly soluble in alcohol, and slightly soluble in acetone.

Comment on solubility

Solubility of 2-hydroxy-1-[(3R,5R,8S,9S,10S,11S,13S,14S,17R)-3,11,17-trihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-17-yl]ethanone (C21H30O5)

The solubility of 2-hydroxy-1-[(3R,5R,8S,9S,10S,11S,13S,14S,17R)-3,11,17-trihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-17-yl]ethanone is influenced by its complex molecular structure and the presence of multiple hydroxyl (-OH) groups. Here are some key points regarding its solubility:

  • Polarity: The presence of hydroxyl groups tends to increase polarity, which can enhance solubility in polar solvents.
  • Water Solubility: While the compound is relatively polar due to its functional groups, the overall hydrocarbon skeleton may limit its solubility in water. It is likely to show limited water solubility.
  • Solvent Compatibility: The compound may demonstrate better solubility in organic solvents such as ethanol or dimethyl sulfoxide (DMSO), as these solvents can effectively interact with and stabilize the hydroxyl groups.
  • Concentration Dependence: As with many compounds, solubility may vary with concentration; at higher concentrations, the solubility may reach a saturation point.

In conclusion, 2-hydroxy-1-[(3R,5R,8S,9S,10S,11S,13S,14S,17R)-3,11,17-trihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-17-yl]ethanone demonstrates nuanced solubility characteristics that can be advantageous in various chemical applications. As always, empirical testing is recommended for precise solubility data.

Interesting facts

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

This compound, often shortened for convenience, belongs to a fascinating class of molecules that play essential roles in biological systems. Here are some key aspects that stand out:

  • Biological Significance: The compound is linked to important physiological functions, contributing to various biochemical pathways.
  • Hormonal Analog: It is structurally related to steroid hormones, exhibiting potential in research related to hormonal activity and therapeutic applications.
  • Synthetic Pathways: Understanding how to synthesize this compound can lead to insights into complex organic reactions, making it an excellent subject for students studying organic chemistry.
  • Structure-Activity Relationships: The compound's structure is a prime example of how subtle changes in molecular geometry can result in significant variations in biological activity.
  • Natural Sources: Compounds like this are often found in nature, particularly in plants and animal tissues, prompting interest in biochemistry and pharmacognosy.

Researching this compound opens doors to a broader understanding of steroid chemistry and its applications in fields such as medicine and pharmacology. As noted by leading chemists, "The study of such compounds is at the intersection of biology and chemistry, showcasing the profound connectivity of these disciplines."

With its rich structural complexity and potential biological implications, this compound serves not only as a fascinating chemical entity but also as a gateway to deeper scientific inquiries.

Synonyms
TETRAHYDROCORTISOL
Urocortisol
53-02-1
Tetrahydrohydrocortisone
Tetrahydro F
Tetrahydrocompound F
Cortisol, tetrahydro-
5beta-Tetrahydrocortisol
3alpha,5beta-Tetrahydrocortisol
5-beta-Tetrahydrocortisol
3alpha,11beta,17,21-Tetrahydroxy-5beta-pregnan-20-one
Ba 2682
5.beta.-Tetrahydrocortisol
NSC 57431
5b-Tetrahydrocortisol
3-alpha,11-beta,17,21-Tetrahydroxy-5-beta-pregnan-20-one
3alpha,11beta,17,21-Tetrahydroxypregnan-20-one
7P2O6MFN8O
CHEBI:28320
Pregnan-20-one, 3,11,17,21-tetrahydroxy-, (3a,5b,11b)-
3.alpha.,5.beta.-Tetrahydrocortisol
NSC-57431
5beta-Pregnan-20-one, 3alpha,11beta,17,21-tetrahydroxy-
5-beta-Pregnan-20-one, 3-alpha,11-beta,17,21-tetrahydroxy-
Pregnan-20-one, 3,11,17,21-tetrahydroxy-, (3alpha,5beta,11beta)-
2-hydroxy-1-[(3R,5R,8S,9S,10S,11S,13S,14S,17R)-3,11,17-trihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-17-yl]ethanone
3.alpha.,11.beta.,17,21-Tetrahydroxy-5.beta.-pregnan-20-one
5.beta.-Pregnan-20-one, 3.alpha.,11.beta.,17,21-tetrahydroxy-
Pregnan-20-one, 3,11,17,21-tetrahydroxy-, (3.alpha.,5.beta.,11.beta.)-
EINECS 200-159-8
UNII-7P2O6MFN8O
3a,5b-Tetrahydrocortisol
SCHEMBL93788
CHEMBL1908047
AODPIQQILQLWGS-GXBDJPPSSA-N
DTXSID601018917
NSC57431
LMST02030143
AKOS040742718
BA-2682
FT145628
MS-25872
HY-129630
CS-0107028
NS00079117
3.alpha.,17,21-Tetrahydroxypregnan-20-one
C05472
G12182
Q7706545
3.alpha.,11.beta.,17,21-Tetrahydroxypregnan-20-one
5.beta.-Pregnan-20-one,11.beta.,17,21-tetrahydroxy-
5beta-Pregnane-3alpha,11beta,17alpha,21-tetrol-20-one
3,11,17,21-Tetrahydroxypregnan-20-one, (3.alpha.,11.beta.)-
3.ALPHA.,11.BETA.,17,21-TETROL-5.BETA.-PREGNAN-20-ONE
3-ALPHA,11-BETA,17-ALPHA,21-TETRAHYDROXY- 5-ALPHA-PREGNAN-20-ONE
5.BETA.-PREGNANE-3.ALPHA.,11.BETA.,17.ALPHA.,21-TETROL-20-ONE
Pregnan-20-one,11,17,21-tetrahydroxy-, (3.alpha.,5.beta.,11.beta.)-
3,11,17,21-TETRAHYDROXYPREGNAN-20-ONE, (3.ALPHA.,5.BETA.,11.BETA.)-
3.ALPHA.,11.BETA.,17.ALPHA.,21-TETRAHYDROXY-5.BETA.-PREGNAN-20-ONE
2-hydroxy-1-[(1S,2S,5R,7R,10S,11S,14R,15S,17S)-5,14,17-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0?,?.0??,??]heptadecan-14-yl]ethan-1-one