Skip to main content

Digitoxin

ADVERTISEMENT
Identification
Molecular formula
C41H64O13
CAS number
71-63-6
IUPAC name
4-[(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]tetrahydrofuran-2-one
State
State

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

Melting point (Celsius)
249.30
Melting point (Kelvin)
522.45
Boiling point (Celsius)
346.00
Boiling point (Kelvin)
619.15
General information
Molecular weight
764.96g/mol
Molar mass
764.9640g/mol
Density
1.3500g/cm3
Appearence

Digitoxin appears as a colorless, crystalline compound. It is visually notable for its crystalline structure, typically appearing as white crystalline powder.

Comment on solubility

Solubility of 4-[(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]tetrahydrofuran-2-one

The solubility of this complex organic compound is significantly influenced by its structural characteristics. Due to the presence of multiple hydroxyl groups, it is anticipated to exhibit considerable hydrophilicity, enhancing its ability to dissolve in polar solvents such as water. However, the large, hydrophobic hydrocarbon regions of the molecule may lead to limited solubility in nonpolar solvents.

Key Factors Influencing Solubility:

  • Polarity: The extensive array of hydroxyl constituents tends to increase solubility in aqueous media.
  • Molecular Size: Larger molecular compounds often experience steric hindrance, reducing solubility.
  • Hydrogen Bonding: The capability to form hydrogen bonds with solvent molecules significantly enhances solubility.

In summary, while the compound's numerous hydroxyl groups suggest enhanced water solubility, its overall hydrophobic architecture may pose challenges for solubility in organic solvents. Thorough empirical studies are essential to ascertain the precise solubility profile in various solvents.

Interesting facts

Interesting Facts about the Compound

This compound, with a notably complex structure, exemplifies the intricate world of organic chemistry. Here are some intriguing aspects:

  • Stereochemistry: The compound features multiple stereo centers, which contribute to its potential biological activity. The specific spatial arrangement of the atoms is crucial, as it can influence how this molecule interacts with biological systems.
  • Natural Product Derivative: Many compounds with similar structures are derived from natural sources. They often exhibit interesting pharmacological properties, which makes them subjects of study for drug development.
  • Functional Groups: The presence of multiple hydroxyl (-OH) groups in its structure indicates that this compound may participate in hydrogen bonding, enhancing its solubility and biological activity.
  • Applications: It may be of interest in fields such as medicinal chemistry, where understanding complex structures can lead to the synthesis of new therapeutic agents. Such compounds are often evaluated for their efficacy in treating various diseases.

In summary, this compound stands out for its structural complexity and potential applications in science. As quoted by famous chemist Linus Pauling, “The best way to have a good idea is to have a lot of ideas.” This compound, in its multifaceted nature, embodies the essence of innovative discovery in chemistry.

Synonyms
Dihydrodigitoxin
3786-76-3
4-[(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-methyloxan-2-yl]oxy-4-hydroxy-6-methyloxan-2-yl]oxy-4-hydroxy-6-methyloxan-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]oxolan-2-one
EINECS 223-255-1
Digitoxin, 20,22-dihydro-
CHEMBL113392
DTXSID50958901
(5beta)-3beta-((O-2,6-Dideoxy-beta-D-ribo-hexopyranosyl-(1.4)-O-2,6-dideoxy-beta-D-ribo-hexopyranosyl-(1.4)-2,6-dideoxy-beta-D-ribo-hexopyranosyl)oxy)-14-hydroxycardanolide
5-beta-Cardanolide, 3-beta-((O-2,6-dideoxy-beta-D-ribo-hexopyranosyl-(1-4)-O-2,6-dideoxy-beta-D-hexopyranosyl-(1-4)-2,6-dideoxy-beta-D-ribo-hexopyranosyl)oxy)-14-hydroxy-
3-{[2,6-Dideoxyhexopyranosyl-(1->4)-2,6-dideoxyhexopyranosyl-(1->4)-2,6-dideoxyhexopyranosyl]oxy}-14-hydroxycardanolide