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Digitoxigenin

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Identification
Molecular formula
C23H34O4
CAS number
143-62-4
IUPAC name
(3S,5S,10S,13R,14S,17R)-3-[(2R,5S)-4,5-dihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-5,14-dihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde
State
State
At room temperature, digitoxigenin is a solid.
Melting point (Celsius)
238.00
Melting point (Kelvin)
511.15
Boiling point (Celsius)
449.15
Boiling point (Kelvin)
722.30
General information
Molecular weight
418.58g/mol
Molar mass
418.5770g/mol
Density
1.2300g/cm3
Appearence

Digitoxigenin is a white crystalline solid. It is an odorless compound, typically found in powder form.

Comment on solubility

Solubility Characteristics

The compound (3S,5S,10S,13R,14S,17R)-3-[(2R,5S)-4,5-dihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-5,14-dihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde presents a complex structure that can influence its solubility properties. Solubility is a critical aspect of chemical behavior, particularly in various solvents including water, organic solvents, and biological systems. Here are some insights into its solubility:

  • Hydrophilicity and Hydrophobicity: The presence of multiple hydroxyl groups (–OH) typically enhances solubility in polar solvents such as water. However, the large hydrophobic portions of the molecular structure may counter this effect.
  • Solvent Interaction: The compound may show varying solubility in different solvents, with potential for good solubility in alcohols, ketones, and esters due to hydrogen bonding capabilities.
  • Temperature Effects: As with many organic compounds, solubility may increase with temperature, making it easier to dissolve in warm solvent conditions.
  • pH Dependence: The solubility of compounds with ionizable functional groups can be significantly affected by pH, as changes may affect their ionization state and, thus, their solubility profile.

In summary, the solubility of this compound is expected to be influenced by its complex molecular structure, the presence of functional groups, and the specific nature of the solvent. Understanding these factors is essential for predicting how this compound behaves in various environments.

Interesting facts

Interesting Facts about (3S,5S,10S,13R,14S,17R)-3-[(2R,5S)-4,5-dihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-5,14-dihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde

This complex compound, often referred to in scientific circles due to its unique structure and properties, has garnered attention in the field of organic chemistry.

Key Structural Features:

  • Multiple Stereocenters: The presence of several stereocenters highlights the compound's chirality, which can significantly influence its biological activity.
  • Functional Groups: This compound features multiple hydroxyl and carbonyl groups, indicating its potential reactivity and interactions with various biological systems.
  • Cyclic Structure: The cyclopenta[a]phenanthrene motif is notable for its planar structure, often associated with aromaticity and stability.

Potential Applications:

  • Pharmaceutical Research: The intricate arrangement of functional groups may offer insights into drug design and synthesis, particularly in the development of new therapeutic agents.
  • Natural Product Synthesis: Given its natural occurence in some organisms, it may serve as a template for synthesizing related natural products.

Due to its complexity, researchers are eager to explore this compound further. As one biochemist aptly noted, "The deeper we dive into the molecular world, the more surprising our discoveries become."

In summary, the compound not only serves as an exciting subject for study but also opens doors to numerous possibilities within the realms of medicinal chemistry and organic synthesis.

Synonyms
3-[(2,6-Dideoxyhexopyranosyl)oxy]-5,14-dihydroxy-19-oxocard-20(22)-enolide
508-76-9
(3S,5S,10S,13R,14S,17R)-3-[(2R,5S)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-5,14-dihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde
DTXSID10965035