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Digitoxin

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Identification
Molecular formula
C41H64O13
CAS number
71-63-6
IUPAC name
3-[(3S,5S,10R,13R,14S,17R)-3-[[(3aR,6R)-2,2,4-trimethyl-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-6-yl]oxy]-5,14-dihydroxy-10-(hydroxymethyl)-13-methyl-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
State
State
At room temperature, digitoxin is in a solid state, specifically as a crystalline powder.
Melting point (Celsius)
237.00
Melting point (Kelvin)
510.15
Boiling point (Celsius)
1 235.00
Boiling point (Kelvin)
1 508.15
General information
Molecular weight
764.96g/mol
Molar mass
764.9640g/mol
Density
1.2800g/cm3
Appearence

Digitoxin is a white crystalline powder. Its crystalline nature can cause it to appear slightly opaque when viewed in bulk.

Comment on solubility

Solubility of 3-[(3S,5S,10R,13R,14S,17R)-3-[[[3aR,6R)-2,2,4-trimethyl-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-6-yl]oxy]-5,14-dihydroxy-10-(hydroxymethyl)-13-methyl-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one

The solubility characteristics of this complex compound are notably intricate, reflecting its elaborate molecular structure. Several factors influence its solubility:

  • Polarity: The presence of multiple hydroxyl groups generally increases solubility in polar solvents such as water. However, the extensive hydrocarbon framework may limit solubility in highly polar media.
  • Hydrophobic Interactions: The significant non-polar regions tend to interact poorly with polar solvents, which may hinder its overall solubility.
  • Functional Groups: Specific functional groups in the structure can lead to varying solubility behaviors. For example, macromolecules with hydroxyl (-OH) groups can often form hydrogen bonds with water, enhancing solubility.
  • Temperature Dependency: Solubility can also vary significantly with temperature changes. Generally, increasing the temperature increases solubility for solid solutes in liquids.

In summary, while the compound may exhibit some degree of solubility due to its hydroxyl groups, the overall solubility profile is expected to be complex due to the interplay of polar and non-polar characteristics. This makes it a subject of interest for further empirical study, as noted by scholars in the field: “Complex compounds can reveal unexpected solubility behaviors that challenge traditional notions of solubility.”

Interesting facts

Interesting Facts about 3-[(3S,5S,10R,13R,14S,17R)-3-[[[3aR,6R)-2,2,4-trimethyl-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-6-yl]oxy]-5,14-dihydroxy-10-(hydroxymethyl)-13-methyl-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one

This remarkable compound, known for its complex structure, is a fascinating subject of study within organic chemistry. Here are some intriguing aspects:

  • Steroidal Framework: The compound features a steroid-like backbone, which is pivotal in many biological processes, including hormonal activities in various organisms.
  • Natural Product: Compounds of this kind are often obtained from natural sources, hinting at their significance in traditional medicine and therapeutic applications.
  • Functional Groups: The presence of multiple functional groups such as hydroxyl (–OH) and alkoxy (–O–), enhances its reactivity and potential for further chemical transformations.
  • Chirality: The stereochemistry indicated by the various configurations (S and R) showcases the compound's chiral centers, emphasizing the importance of stereochemistry in determining the compound's biological activity.
  • Research Potential: Its unique structure opens the door to numerous research avenues, including drug design, synthesis of new materials, and understanding complex chemical interactions in biological systems.

As noted by chemists, "The intricate dance of atoms and bonds in molecules like these exemplifies the beauty of chemistry and its vast complexity." Indeed, exploring compounds like this one not only enhances our understanding of chemical properties but also inspires innovation in fields such as pharmacology and materials science.

Synonyms
Helveticosol acetonide
20045-26-5
Acetonhelveticosol
Acetonhelveticosol [German]
Dimethylketonhelveticosol
Dimethylketonhelveticosol [German]
FG 79
EINECS 243-481-4
5-beta-Card-20(22)-enolide, 3-beta-((2,6-dideoxy-3,4-O-(1-methylethylidene)-beta-D-ribo-hexopyranosyl)oxy)-5,14,19-trihydroxy-
Card-20(22)-enolide, 3-((2,6-dideoxy-3,4-O-(1-methylethylidene)-beta-D-ribo-hexopyranosyl)oxy)-5,14,19-trihydroxy-, (3beta,5beta)-
DTXSID00942057
3beta-((2,6-Dideoxy-3,4-O-isopropylidene-beta-D -ribo-hexopyranosyl)oxy)-5,14,19-trihydroxy-5beta-card-20(22)-enolide
3-{[2,6-Dideoxy-3,4-O-(1-methylethylidene)hexopyranosyl]oxy}-5,14,19-trihydroxycard-20(22)-enolide