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Estradiol

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Identification
Molecular formula
C18H24O2
CAS number
50-28-2
IUPAC name
(17S)-17-buta-1,3-diynyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-diol
State
State

At room temperature, estradiol is found in a solid state. It is usually processed and stored in this form for medical and laboratory usage. This hormone is vital in various biological processes, primarily in the development of female secondary sexual characteristics and the regulation of the menstrual cycle.

Melting point (Celsius)
173.00
Melting point (Kelvin)
446.15
Boiling point (Celsius)
429.00
Boiling point (Kelvin)
702.15
General information
Molecular weight
272.38g/mol
Molar mass
272.3810g/mol
Density
1.2300g/cm3
Appearence

Estradiol appears as a white to creamy white crystalline powder. It is odorless and has a bitter taste. This compound is quite stable under normal conditions and should be stored away from light to prevent degradation.

Comment on solubility

Solubility of (17S)-17-buta-1,3-diynyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-diol

The solubility of the compound (17S)-17-buta-1,3-diynyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-diol is influenced by its complex structure and functional groups. Understanding its solubility can be essential for various applications and for predicting its behavior in different environments. Here are some key points regarding its solubility:

  • Hydrophobic Characteristics: Due to the extensive hydrocarbon framework, including multiple rings and diynyl groups, the compound is expected to exhibit a strong hydrophobic nature.
  • Possible Solubility in Organic Solvents: This type of compound is likely to be more soluble in non-polar organic solvents such as hexane or chloroform compared to water.
  • Temperature Effects: Solubility typically increases with temperature; thus, higher temperatures may aid in dissolving the compound in suitable solvents.
  • Functional Groups: The presence of hydroxyl (-OH) groups can enhance solubility in polar solvents, though their effect may be offset by the bulk of the non-polar regions in the molecule.

In summary, while the significant hydrophobic characteristics hinder solubility in polar solvents, the presence of hydroxyl groups suggests limited solubility in polar environments. As always, specific experimental data would be crucial for precise solubility information.

Interesting facts

Interesting Facts about (17S)-17-buta-1,3-diynyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-diol

This complex organic compound belongs to a fascinating class of substances known for their intricate structures and potential applications in various fields.

Chemical Characteristics

  • Steroid Structure: The compound has a steroid-like structure, which is pivotal for understanding its biological activity and potential therapeutic applications.
  • Functional Groups: The presence of diynyl and hydroxyl groups contributes to its reactivity, enabling it to participate in diverse chemical reactions, especially in synthetic organic chemistry.
  • Chirality: This compound is chiral, possessing a specific stereochemistry denoted by the (17S) configuration, which can influence its interaction with biological systems.

Biological Significance

Compounds with such structural complexity are of interest in pharmacology due to their potential effects on human health. Notably, they can serve as:

  • Hormonal Agents: Their analogs are often explored for roles akin to steroid hormones, affecting processes like metabolism and immune function.
  • Anticancer Properties: Some compounds with structural similarity have shown promise in inhibiting cancer cell growth, making this class worth investigating for new cancer treatments.
  • Precursor for Synthesis: The unique chemical structure allows it to be used as a precursor for creating other bioactive molecules.

Synthetic Applications

The intricate structure of (17S)-17-buta-1,3-diynyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-diol makes it a target for synthetic chemists. Its synthesis could involve:

  • Multi-step Synthesis: Achieving this compound typically requires a series of carefully controlled reactions, exemplifying the complexity of organic synthesis.
  • Use in Material Science: The structural properties show potential for incorporation into materials, influencing physical properties when integrated into polymers or nanocomposites.

In conclusion, this compound is not only a fascinating example of organic chemistry's capabilities but also a key player in the quest for novel therapeutic agents and advanced materials. As research progresses, the unique features of such compounds will likely yield even more innovative applications and discoveries, confirming the significance of structural diversity in chemical science.

Synonyms
17-alpha-Butadiynylestra-1,3,5(10)-triene-3,17-beta-diol
17-alpha-Butadiynyl-3,17-beta-dihydroxy-1,3,5(10)-estratriene
ESTRA-1,3,5(10)-TRIENE-3,17-beta-DIOL, 17-alpha-BUTADIYNYL-