Skip to main content

Digitoxin

ADVERTISEMENT
Identification
Molecular formula
C41H64O13
CAS number
71-63-6
IUPAC name
[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl] 3-acetoxy-17-(1-formyl-5-methyl-3-oxo-hex-4-enyl)-12,16-dihydroxy-14-(hydroxymethyl)-4,10,13-trimethyl-2,3,5,6,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-4-carboxylate
State
State

Digitoxin is a solid at room temperature, usually in the form of a dry, crystalline powder. Its stability allows it to be stored easily in this state as long as it is kept away from moisture.

Melting point (Celsius)
248.00
Melting point (Kelvin)
521.00
Boiling point (Celsius)
511.00
Boiling point (Kelvin)
784.00
General information
Molecular weight
764.96g/mol
Molar mass
764.9640g/mol
Density
1.1445g/cm3
Appearence

Digitoxin appears as a white to off-white crystalline powder. It is odorless and has a bitter taste. Due to its crystalline nature, it reflects light, giving it a shiny appearance under direct illumination.

Comment on solubility

Solubility of [3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl] 3-acetoxy-17-(1-formyl-5-methyl-3-oxo-hex-4-enyl)-12,16-dihydroxy-14-(hydroxymethyl)-4,10,13-trimethyl-2,3,5,6,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-4-carboxylate (C41H64O13)

The solubility of this complex compound is influenced by various structural factors. Here are some key points to consider:

  • Hydroxyl Groups: The presence of multiple hydroxyl (-OH) groups suggests that the compound may exhibit some degree of polarity, potentially increasing its solubility in polar solvents such as water.
  • Aromatic Structures: The presence of aromatic systems may impose limitations on solubility in certain solvents.
  • Hydrophobic Regions: The overall hydrophobic character due to the extensive hydrocarbon backbone can lead to reduced solubility in highly polar solvents.

In summary, the solubility of this compound can be categorized as:

  1. Moderately soluble: Possibly soluble in organic solvents like ethanol or methanol.
  2. Poor solubility: Likely to have limited solubility in water due to the significant hydrophobic components.

Considering its complex structure, it is essential to conduct experimental assessments to definitively determine solubility characteristics.

Interesting facts

Interesting Facts about [3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl] 3-acetoxy-17-(1-formyl-5-methyl-3-oxo-hex-4-enyl)-12,16-dihydroxy-14-(hydroxymethyl)-4,10,13-trimethyl-2,3,5,6,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-4-carboxylate

This complex compound belongs to a class of organic molecules known for their intricate structures and potential biological activity. Here are some fascinating aspects:

  • Natural Product Inspiration: Many compounds like this one are derived from natural products, which often serve as the backbone for pharmaceutical development. Studying their structures can lead to the discovery of new therapeutic agents.
  • Multiplicity of Functional Groups: The presence of multiple hydroxyl groups and esters enhances the reactivity of the molecule, providing numerous pathways for chemical reactions, making them useful in drug synthesis.
  • Complexity in Structure: The significant degree of stereochemistry, along with multiple chiral centers, offers a plethora of possible isomers, which can influence the compound’s biological activity drastically.
  • Potential Applications: Chemicals with such diverse functional groups suggest potential applications in pharmaceuticals, agrochemicals, and material science. They may also serve as intermediates in synthetic chemistry.
  • Analytical Chemistry Importance: Understanding and analyzing the structure of such a compound requires sophisticated techniques, including NMR spectroscopy and mass spectrometry, making it an interesting subject for chemistry students.

Engaging with this compound brings one into a world of chemical diversity and promotes a deeper appreciation for how nature can inspire innovative solutions in chemistry. The study of its properties and reactivity patterns can significantly contribute to the field of drug development and synthetic organic chemistry.