Skip to main content

Digitoxin

ADVERTISEMENT
Identification
Molecular formula
C41H64O13
CAS number
71-63-6
IUPAC name
3-[(3S,5R,8R,9S,10S,13R,14S,17S)-3-[(2R,4S,5S,6R)-5-[(2S,4S,5S,6R)-5-[(2S,4S,5S,6R)-4,5-dihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-4-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-4-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-14-hydroxy-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

Digitoxin is typically found as a solid at room temperature.

Melting point (Celsius)
262.00
Melting point (Kelvin)
535.15
Boiling point (Celsius)
607.88
Boiling point (Kelvin)
881.03
General information
Molecular weight
780.94g/mol
Molar mass
780.9380g/mol
Density
1.2800g/cm3
Appearence

Digitoxin is a white, crystalline substance.

Comment on solubility

Solubility of 3-[(3S,5R,8R,9S,10S,13R,14S,17S)-3-[(2R,4S,5S,6R)-5-[(2S,4S,5S,6R)-5-[(2S,4S,5S,6R)-4,5-dihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-4-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-4-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-14-hydroxy-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 (C41H64O13)

The solubility of a compound like 3-[(3S,5R,8R,9S,10S,13R,14S,17S)-3-[(2R,4S,5S,6R)-5-[(2S,4S,5S,6R)-5-[(2S,4S,5S,6R)-4,5-dihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-4-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-4-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-14-hydroxy-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 (C41H64O13) can be rather complex. This is primarily due to its intricate structure which includes multiple hydroxyl and tetrahydropyran groups that may influence its interactions with solvents.

Here are some key factors affecting its solubility:

  • Polarity: The presence of hydroxyl (-OH) groups usually enhances solubility in polar solvents like water.
  • Molecular Weight: Higher molecular weight can lead to lower solubility, particularly in non-polar solvents.
  • Hydrogen Bonding: The ability of the compound to form hydrogen bonds can significantly enhance solubility in aqueous environments.
  • Stereochemical Configuration: The specific stereochemistry may affect how the compound interacts with solvent molecules, influencing solubility.

Overall, this compound’s solubility is likely to favor polar organic solvents, while being less soluble in non-polar liquids. The complex branching and functional groups need to be considered carefully when predicting its solubility characteristics. As noted: “Solubility is not merely a property but a complex interplay of structure and environment.”

Interesting facts

Interesting Facts about 3-[(3S,5R,8R,9S,10S,13R,14S,17S)-3-[(2R,4S,5S,6R)-5-[(2S,4S,5S,6R)-5-[(2S,4S,5S,6R)-4,5-dihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-4-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-4-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-14-hydroxy-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 compound 3-[(3S,5R,8R,9S,10S,13R,14S,17S)-3-[(2R,4S,5S,6R)-5-[(2S,4S,5S,6R)-5-[(2S,4S,5S,6R)-4,5-dihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-4-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-4-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-14-hydroxy-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 is a fascinating structural complex that showcases remarkable biological significance. Here are some engaging insights about this compound:

  • Complex Structure: The molecular architecture of this compound is intricate, comprising numerous stereocenters and functional groups that contribute to its unique properties and activities.
  • Biological Relevance: Many compounds resembling this structure are found in nature, often possessing significant pharmacological activity. Exploring such structures can lead to the development of new therapeutic agents, particularly in fields like oncology and endocrinology.
  • Source Identification: Understanding the biosynthetic pathways that produce such compounds in living organisms can yield insights into natural products and their roles in ecological systems.
  • Chirality: The presence of multiple chiral centers makes this compound particularly interesting from a stereochemistry perspective, emphasizing the importance of chirality in drug design and biological interactions.
  • Derivative Potential: This compound serves as an ideal template for synthetic modifications, which can lead to diverse derivatives, potentially enhancing biological effectiveness and reducing side effects.

In summary, the study of 3-[(3S,5R,8R,9S,10S,13R,14S,17S)-3-[(2R,4S,5S,6R)-5-[(2S,4S,5S,6R)-5-[(2S,4S,5S,6R)-4,5-dihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-4-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-4-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-14-hydroxy-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 offers a glimpse into the rich interplay between chemical structure and biological function, highlighting the exciting possibilities in the realm of medicinal chemistry.

Synonyms
SCHEMBL5933906