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Digoxin

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Identification
Molecular formula
C41H64O14
CAS number
20830-75-5
IUPAC name
3-[12,14-dihydroxy-3-[4-hydroxy-5-[4-hydroxy-5-[4-hydroxy-6-methyl-5-[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-tetrahydropyran-2-yl]oxy-6-methyl-tetrahydropyran-2-yl]oxy-6-methyl-tetrahydropyran-2-yl]oxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
State
State

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

Melting point (Celsius)
249.30
Melting point (Kelvin)
522.50
Boiling point (Celsius)
1 440.00
Boiling point (Kelvin)
1 713.00
General information
Molecular weight
780.94g/mol
Molar mass
780.9390g/mol
Density
1.2300g/cm3
Appearence

Digoxin is a white or virtually white, crystalline powder. It is odourless and slightly hygroscopic.

Comment on solubility

Solubility of 3-[12,14-dihydroxy-3-[4-hydroxy-5-[4-hydroxy-5-[4-hydroxy-6-methyl-5-[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-tetrahydropyran-2-yl]oxy-6-methyl-tetrahydropyran-2-yl]oxy-6-methyl-tetrahydropyran-2-yl]oxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one

The solubility of the compound with the formula C41H64O14 can be characterized by several factors:

  • Hydroxy Groups: The presence of multiple hydroxy (-OH) groups, specifically in strategic positions, increases the potential for hydrophilicity. This suggests that the compound may demonstrate some level of solubility in water, though it is likely to be limited due to its overall complex structure.
  • Large Carbon Backbone: The extensive hydrocarbon chains might lead to greater hydrophobic character, which can reduce solubility in polar solvents like water and increase solubility in nonpolar solvents.
  • Complex Structure: With numerous functional groups and the molecular complexity, it may experience steric hindrance which can affect the solubility characteristics significantly.
  • Solvent Interaction: Depending on the solvent being used, the solubility can vary greatly. For instance, alcohols or ether-based solvents may enhance solubility due to their similar polarities with the hydroxy groups.

In summary, although the compound has functionalities that favor solubility, its large molecular size and hydrophobic portions may hinder effective dissolution in typical solvents, emphasizing the nuanced interplay of structure and solubility.

Interesting facts

Interesting Facts About 3-[12,14-dihydroxy-3-[4-hydroxy-5-[4-hydroxy-5-[4-hydroxy-6-methyl-5-[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-tetrahydropyran-2-yl]oxy-6-methyl-tetrahydropyran-2-yl]oxy-6-methyl-tetrahydropyran-2-yl]oxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one

This compound, with its long and intricate name, belongs to a fascinating group of chemicals known for their complex structures and potential biological activities. Let's delve into some interesting aspects of this compound:

  • Structural Complexity: The name alone reflects a highly branched structure which indicates multiple hydroxyl groups and a robust cyclic structure. Such complexity often translates to unique properties and functions in biological systems.
  • Potential Bioactivity: Compounds with many hydroxyl groups, like this one, often exhibit properties such as antioxidant activity, making them of interest in the field of pharmacology and natural product chemistry.
  • Natural Sources: Although not discussed widely, many complex compounds are found in plants and can be linked to medicinal properties. The presence of a furan ring indicates that it could potentially have neuroprotective attributes, similar to other natural furan-containing compounds.
  • Synthetic Challenges: The synthesis of such complex molecules poses a challenge for chemists, often requiring advanced techniques in organic synthesis and functionalization. Each step must be carefully controlled to avoid unwanted reactions.
  • Research Potential: With advancements in methods like combinatorial chemistry, researchers are continually exploring these compounds for their roles in treating various diseases, which may include cancer or neurodegenerative disorders.
  • Analytical Techniques: Understanding this compound often requires sophisticated analytical techniques like NMR spectroscopy or mass spectrometry to decipher its structure and confirm the presence of various functional groups.

In summary, the compound is not only intriguing due to its structure and potential applications but serves as a testament to the depth of chemistry and its connection to biology. As research into such compounds continues, they provide insight into the development of novel therapeutic agents.

Synonyms
NSC7531
Deacetyl-lanatoside C
NCGC00159441-02
Digilanide C, deacetyl-
DTXSID30860210
NSC-7531
3-{[Hexopyranosyl-(1->4)-2,6-dideoxyhexopyranosyl-(1->4)-2,6-dideoxyhexopyranosyl-(1->4)-2,6-dideoxyhexopyranosyl]oxy}-12,14-dihydroxycard-20(22)-enolide
4-(12,14-dihydroxy-3-((4-hydroxy-5-((4-hydroxy-5-((4-hydroxy-6-methyl-5-((3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2h-pyran-2-yl)oxy)tetrahydro-2h-pyran-2-yl)oxy)-6-methyltetrahydro-2h-pyran-2-yl)oxy)-6-methyltetrahydro-2h-pyran-2-yl)oxy)-10,13-dimethylhexadecahydro-1h-cyclopenta[a]phenanthren-17-yl)furan-2(5h)-one