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Estrone

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Identification
Molecular formula
C18H22O2
CAS number
53-16-7
IUPAC name
(8R,9S,10R,13S,14S)-10,13-dimethyl-2,8,9,11,12,14,15,16-octahydro-1H-cyclopenta[a]phenanthrene-3,17-dione
State
State

At room temperature, estrone is in a solid state. This is typical for many steroid compounds, which often crystallize due to their ability to form rigid, planar structures. This solid state is crucial for its stability and handling in various chemical and pharmaceutical applications.

Melting point (Celsius)
254.00
Melting point (Kelvin)
527.15
Boiling point (Celsius)
420.00
Boiling point (Kelvin)
693.15
General information
Molecular weight
270.37g/mol
Molar mass
270.3660g/mol
Density
1.2300g/cm3
Appearence

Estrone appears as a white crystalline powder. It is known for being quite sparingly soluble in water but more soluble in organic solvents like alcohols, which is typical of steroid structures. The crystalline nature gives it a distinct appearance, often utilized in its purification and identification processes.

Comment on solubility

Solubility of (8R,9S,10R,13S,14S)-10,13-dimethyl-2,8,9,11,12,14,15,16-octahydro-1H-cyclopenta[a]phenanthrene-3,17-dione

The solubility of complex organic compounds like (8R,9S,10R,13S,14S)-10,13-dimethyl-2,8,9,11,12,14,15,16-octahydro-1H-cyclopenta[a]phenanthrene-3,17-dione can vary significantly based on their structural characteristics. Here are some factors to consider regarding its solubility:

  • Polarity: The presence of functional groups can influence polarity, affecting solubility in polar vs. non-polar solvents.
  • Size of the Molecule: Larger molecules generally have lower solubility due to increased molecular weight and steric hindrance.
  • Hydrogen Bonding: Ability to form hydrogen bonds can enhance solubility in water, while a lack thereof might lead to poor solubility.

While specific solubility data for this compound may not be readily available, it is often observed that similar complex polycyclic structures exhibit limited solubility in water but higher solubility in organic solvents like ethanol and dimethyl sulfoxide (DMSO). The solubility can also be influenced by:

  • Temperature: Higher temperatures can increase solubility.
  • pH Level: For compounds that can ionize, the solubility can be affected by the acidity or basicity of the solution.

In conclusion, understanding the solubility of such a complex compound involves analyzing its unique structural properties, enabling scientists to predict its behavior in various environments. As always, empirical testing remains crucial for definitive solubility assessments.

Interesting facts

Interesting Facts About (8R,9S,10R,13S,14S)-10,13-dimethyl-2,8,9,11,12,14,15,16-octahydro-1H-cyclopenta[a]phenanthrene-3,17-dione

This compound is an intriguing member of the steroid family, which plays a significant role in various biological processes. Here are some fascinating points to consider:

  • Structural Complexity: The compound features a complex fused ring system that is critical to its biological function, exhibiting chirality at multiple centers. This stereochemistry is essential for interactions with biological receptors.
  • Biological Relevance: Derivatives of this compound are often studied for their effects on hormone regulation. The presence of the dione functional group highlights its potential as a precursor in steroid biosynthesis.
  • Potential Therapeutic Uses: Research suggests that compounds similar to this one may have applications in treating certain hormonal disorders or may act as anti-inflammatory agents, meriting further investigation.
  • Natural Occurrence: Compounds in this class are found in various plants and animals, where they often play roles in signaling and metabolism. Understanding their natural pathways can inspire synthetic methodologies in pharmaceuticals.
  • Research Focus: As scientists explore the properties and reactions of this compound, they often employ advanced techniques such as NMR and mass spectrometry to elucidate its structure and dynamics in biological systems.

In summary, the unique structure and potential biological significance of (8R,9S,10R,13S,14S)-10,13-dimethyl-2,8,9,11,12,14,15,16-octahydro-1H-cyclopenta[a]phenanthrene-3,17-dione make it a compelling subject for ongoing research in the fields of organic and medicinal chemistry.

Synonyms
ANDROSTA-4,6-DIENE-3,17-DIONE
6-Dehydroandrostenedione
4,6-Androstadiene-3,17-dione
BRN 2060419
UNII-7RS0NIL39S
7RS0NIL39S
DTXSID20979385
4-07-00-02450 (Beilstein Handbook Reference)
.DELTA.4,6-ANDROSTADIENE-3,17-DIONE
6-dehydroandrostene-3,17-dione
DTXCID501406682
DELTA4,6-ANDROSTADIENE-3,17-DIONE
yewsfufgmdjffg-qaggrknesa-n
633-34-1
(8R,9S,10R,13S,14S)-10,13-dimethyl-2,8,9,11,12,14,15,16-octahydro-1H-cyclopenta[a]phenanthrene-3,17-dione
CHEMBL3754473
Androsta-4,6-diene-3,17-dione; ?4,6-Androstadiene-3,17-dione
androsta-4,6-dien-3,17-dione
4,6-ANDROSTADIEN-3,17-DIONE
SCHEMBL948011
Androst-4,6-diene-3,17-dione
CHEBI:229050
BDBM50135913
FA166337
Q27268767