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Digoxin

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Identification
Molecular formula
C41H64O14
CAS number
20830-75-5
IUPAC name
3-[3-[5-[5-(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

At room temperature, digoxin is typically in a solid state as a powder or crystalline form.

Melting point (Celsius)
248.00
Melting point (Kelvin)
521.15
Boiling point (Celsius)
270.00
Boiling point (Kelvin)
543.15
General information
Molecular weight
780.94g/mol
Molar mass
780.9420g/mol
Density
1.2800g/cm3
Appearence

Digoxin appears as a white crystalline substance with no distinct odor. It is usually encountered as a powder or in granulated form for pharmaceutical use.

Comment on solubility

Solubility of 3-[3-[5-[5-(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 (C41H64O14)

The solubility characteristics of this complex compound are influenced by its intricate molecular structure, particularly the presence of numerous hydroxyl (-OH) groups that can engage in hydrogen bonding. Here are key points to consider:

  • Polarity: The compound contains both hydrophilic (water-attracting) and hydrophobic (water-repelling) segments. This dual nature may lead to varied solubility in different solvents.
  • Hydrogen Bonding: The multiple hydroxyl groups significantly enhance solubility in polar solvents such as water and alcohols, as they can form strong hydrogen bonds.
  • Organic Solvents: While highly soluble in polar solvents, it may exhibit limited solubility in non-polar organic solvents due to its bulky structure and associated hydrophobic areas.
  • Crystal Structure: If the compound has a crystalline form, the solubility may be affected by the intermolecular forces present within the crystal lattice.

Overall, the solubility of C41H64O14 should be evaluated based on the solvent environment and temperature conditions, with a tendency to favor polar media due to the abundance of hydroxyl groups.

Interesting facts

Interesting Facts about 3-[3-[5-[5-(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

This compound, often referred to in the field of organic chemistry, is an exemplary instance of complex molecular architecture. Here are some fascinating aspects to consider:

  • Natural Origin: Many compounds in this class are derived from natural products, hinting at potential therapeutic applications in medicine.
  • Structural Complexity: The intricate structure showcases a variety of functional groups and ring systems, including tetrahydropyrans and furanones, which are known for their diverse chemical reactivities.
  • Biological Relevance: Similar compounds have been extensively studied for their biological activities, including anti-inflammatory, antioxidant, and potential anticancer properties.
  • Analytical Chemistry: Characterizing such complex compounds often requires advanced analytical techniques like NMR spectroscopy, mass spectrometry, and chromatography, underscoring the precision of modern chemistry.
  • Synthesis Challenges: The synthesis of such intricate frameworks can be challenging, appealing to chemists who relish complex organic synthesis and the strategy of constructing multi-functional molecules.

As one academic in the field aptly stated, "The beauty of organic chemistry lies in its complexity and the creativity required to unravel it." Elaborate compounds such as this one not only test the boundaries of synthetic methods but also inspire new discoveries in both fundamental and applied chemistry.

Synonyms
Digimed
Digitaline nativelle
Acedoxin
Digilong
Digimerck
Digisidin
Ditaven
Myodigin
Natigal
Purodigin
Tardigal
Tri-digitoxoside
De-Tone
Crystalline digitalin
Purodigin, crystalline
Digitaline cristallisee
Digitoxigenin tridigitoxoside
Coramedan
NSC7529
NCGC00159428-02
CHEMBL267817
WDJUZGPOPHTGOT-UHFFFAOYSA-N
Card-20(22)-enolide, 3-[(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-hydroxy-, (3.beta.,5.beta.)-
NCGC00159428-03
NCI60_041649
DB-055556
5.beta.-Card-20(22)-enolide,14-dihydroxy-, 3-[tris-(digitoxoside)]
5.beta.-Card-20(22)-enolide, 3.beta.,14-dihydroxy-, 3-(tris-(digitoxoside))
3-((2,6-Dideoxy-4-O-[2,6-dideoxy-4-O-(2,6-dideoxyhexopyranosyl)hexopyranosyl]hexopyranosyl)oxy)-14-hydroxycard-20(22)-enolide #
4-(3-((5-((5-((4,5-dihydroxy-6-methyltetrahydro-2h-pyran-2-yl)oxy)-4-hydroxy-6-methyltetrahydro-2h-pyran-2-yl)oxy)-4-hydroxy-6-methyltetrahydro-2h-pyran-2-yl)oxy)-14-hydroxy-10,13-dimethylhexadecahydro-1h-cyclopenta[a]phenanthren-17-yl)furan-2(5h)-one
Card-20(22)-enolide, 3-((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-hydroxy-, (3.beta.,5.beta.)-
Card-20(22)-enolide, 3-[(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-hydroxy-, (3.beta.,5.beta.)-
WLN: L E5 B666TJ A1 E1 IQ F- DT5OV EHJ& OO- FT6OTJ B1 DQ CO- FT6OTJ B1 DQ CO- FT6OTJ B1 CQ DQ