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Estradiol glucoside

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Identification
Molecular formula
C24H34O7
CAS number
9012-69-5
IUPAC name
(3S,6R)-2-(hydroxymethyl)-6-[[(17S)-3-hydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]oxy]tetrahydropyran-3,4,5-triol
State
State

At room temperature, estradiol glucoside is a solid.

Melting point (Celsius)
260.00
Melting point (Kelvin)
533.00
Boiling point (Celsius)
440.00
Boiling point (Kelvin)
713.00
General information
Molecular weight
448.57g/mol
Molar mass
448.5670g/mol
Density
1.3000g/cm3
Appearence

The compound is generally a white to off-white crystalline powder. It is odorless and has a sweet taste due to its sugar moiety.

Comment on solubility

Solubility Insights

The solubility of the compound (3S,6R)-2-(hydroxymethyl)-6-[[(17S)-3-hydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]oxy]tetrahydropyran-3,4,5-triol is an intriguing subject due to its complex structure and functional groups. When considering the solubility of such a chemical, several factors come into play:

  • Polarity: The presence of multiple hydroxyl (–OH) groups suggests a higher polarity, which typically increases solubility in polar solvents, such as water.
  • Molecular Size: The larger, bulky cyclopenta[a]phenanthren moiety may hinder solubility due to steric effects, often leading to lower solubility in non-polar solvents.
  • Hydrogen Bonding: The numerous hydroxyl groups can engage in strong hydrogen bonding, potentially enhancing solubility in polar environments.
  • Temperature Influence: Like many compounds, increased temperature may enhance solubility, allowing for more efficient dissolution in solvents.

In summary, while the compound's hydroxymethyl and tetrahydropyran moieties hint at potential solubility in polar solvents, the larger backbone may complicate the overall behavior in various environments. Understanding these dynamics is crucial for practical applications and further research.

Interesting facts

Interesting Facts about (3S,6R)-2-(Hydroxymethyl)-6-[[(17S)-3-Hydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]oxy]tetrahydropyran-3,4,5-triol

This compound presents a fascinating structure that exemplifies the complexity and beauty of organic chemistry. Notably, it combines multiple functional groups and stereocenters, showcasing the intricate nature of biomolecules.

Key Aspects:

  • Biosynthetic Pathways: This compound may serve as an important intermediate in the biosynthesis of certain steroids or terpenoids, which are crucial for various biological functions.
  • Biological Significance: Compounds with similar structures are often associated with hormonal activity, pointing to a potential role in endocrine signaling.
  • Stereochemistry: The (3S,6R) configuration indicates that it possesses chirality, leading to distinct biological activities for the different enantiomers, a vital consideration in pharmacology.
  • Medicinal Chemistry: Due to its complex structure, it could inspire the design of novel drugs aimed at treating conditions influenced by steroid hormones or other physiological processes.

The intricate arrangement and specific functionality of this compound makes it an excellent candidate for study in areas such as synthetic organic chemistry or medicinal development. Investigating its properties could yield valuable insights into how similar structures interact with biological systems.

In the realm of chemistry, every compound tells a story—this one, with its detailed and specific architecture, may play a significant role in our understanding of complex biochemical interactions.

Synonyms
17-alpha-Estradiol-17-beta-D-glucoside
25517-69-5
17alpha-Estradiol-17beta-D-glucoside
17-alpha-(beta-D-Glucopyranosyloxy)estra-1,3,5(10)-trien-3-ol
beta-D-Glucopyranoside, (17-alpha)-3-hydroxyestra-1,3,5(10)-trien-17-yl-
ESTRA-1,3,5(10)-TRIEN-3-OL, 17-alpha-(beta-D-GLUCOPYRANOSYLOXY)-
DTXSID80948416
3-Hydroxyestra-1(10),2,4-trien-17-yl hexopyranoside