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Digoxigenin

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Identification
Molecular formula
C23H34O7
CAS number
1672-46-4
IUPAC name
[(3S,5R,10S,13R,14S,16S,17R)-3,14-dihydroxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-16-yl] acetate
State
State

Solid

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

Melting point (Celsius)
257.00
Melting point (Kelvin)
530.15
Boiling point (Celsius)
357.00
Boiling point (Kelvin)
630.15
General information
Molecular weight
586.73g/mol
Molar mass
586.7260g/mol
Density
1.2300g/cm3
Appearence

Digoxigenin is a white crystalline solid. It is typically provided in a powder or crystalline form for laboratory applications.

Comment on solubility

Solubility of the Compound

The solubility of the compound [(3S,5R,10S,13R,14S,16S,17R)-3,14-dihydroxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-16-yl] acetate can be rather complex due to its intricate structure. Here are some important points to consider:

  • Polarity: The presence of hydroxyl (-OH) and acetate (-OCOCH3) groups suggests that the compound could exhibit some degree of polarity, enhancing its solubility in polar solvents like water.
  • Solvent Interaction: This compound may show a preference for dissolution in organic solvents such as ethanol or methanol, rather than solely in aqueous solutions.
  • Molecular Size: The large size and complexity of the molecule might hinder solubility in less polar solvents.
  • Hydrophobic Regions: Given the tetradecahydrocyclopenta[a]phenanthren structure, the hydrophobic sections of the molecule may limit its overall solubility in water.
  • Other Factors: Temperature and pH of the solvent may also play a significant role in the solubility of this compound.

In summary, while the presence of polar functional groups suggests potential solubility in polar solvents, the overall structural characteristics indicate that [(3S,5R,10S,13R,14S,16S,17R)-3,14-dihydroxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-16-yl] acetate may exhibit limited solubility across various media.

Interesting facts

Interesting Facts about [(3S,5R,10S,13R,14S,16S,17R)-3,14-dihydroxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-16-yl] acetate

This compound is a fascinating example of a complex organic molecule that exhibits significant biochemical properties and potential applications. Known as a derivative of a steroid structure, this compound showcases intricate stereochemistry and multiple functional groups, which contribute to its unique behavior.

Key Features:

  • Chirality: The presence of multiple chiral centers in the molecule indicates that it can exist in various stereoisomeric forms, which can lead to different biological activities. This highlights the importance of chirality in drug design.
  • Hydroxyl Groups: The two hydroxy groups (-OH) not only enhance the compound's solubility in biological systems but also increase its reactivity, making it a potential candidate for various synthetic applications.
  • Furan Ring: The attachment of a furan moiety is notable; furans are known for their ability to participate in electrophilic reactions and can serve as key intermediates in organic synthesis.
  • Acetate Functional Group: The acetate moiety likely contributes to the compound’s lipophilicity, facilitating membrane permeability and possibly affecting its pharmacokinetic properties.

Moreover, compounds of this nature are often investigated for their biological significance. In particular, they may exhibit:

  • Anti-inflammatory properties
  • Antioxidant capabilities
  • Regulatory roles in several metabolic pathways

As researchers continue to explore this compound, they may uncover novel mechanisms of action that could lead to advancements in therapeutic strategies for various diseases. The intricate design and multifunctionality of [(3S,5R,10S,13R,14S,16S,17R)-3,14-dihydroxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-16-yl] acetate exemplify the creativity and complexity found in the field of organic chemistry, making it a rich subject for ongoing study.

Synonyms
STL565546
AKOS037623552
(3beta,5beta,8xi,9xi,16beta)-16-(acetyloxy)-3,14-dihydroxycard-20(22)-enolide