Skip to main content

Digitoxin

ADVERTISEMENT
Identification
Molecular formula
C41H64O13
CAS number
71-63-6
IUPAC name
3-[1,5,11,14-tetrahydroxy-10-(hydroxymethyl)-13-methyl-3-(3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl)oxy-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

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

Melting point (Celsius)
250.00
Melting point (Kelvin)
523.15
Boiling point (Celsius)
822.00
Boiling point (Kelvin)
1 095.15
General information
Molecular weight
764.97g/mol
Molar mass
764.9670g/mol
Density
1.2800g/cm3
Appearence

Digitoxin appears as a white, crystalline powder that is odorless and has a bitter taste.

Comment on solubility

Solubility of 3-[1,5,11,14-tetrahydroxy-10-(hydroxymethyl)-13-methyl-3-(3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl)oxy-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 of the compound with the chemical formula C41H64O13 is complex due to its intricate structure which contains various functional groups. Here are some key points regarding its solubility:

  • Polarity: The presence of numerous hydroxyl (–OH) groups suggests that this compound may exhibit polar characteristics, enhancing its solubility in polar solvents like water.
  • Hydrogen Bonding: The multiple hydroxyl groups may facilitate hydrogen bonding with water molecules, potentially increasing solubility compared to non-polar compounds.
  • Solvent Interaction: The solubility might vary significantly depending on the solvent, showing higher solubility in organic solvents like ethanol, acetone, or DMSO where its organic structure can stabilize due to van der Waals interactions.
  • Hydrophobic Regions: Additionally, the large hydrocarbon framework may provide hydrophobic character, which can limit solubility in highly polar solvents.

In conclusion, while the presence of polar functional groups hints at enhanced solubility in water, the overall solubility behavior of this compound is likely to be influenced by both its polar and non-polar regions, resulting in variable solubility profiles in different solvents.

Interesting facts

Interesting Facts About 3-[1,5,11,14-tetrahydroxy-10-(hydroxymethyl)-13-methyl-3-(3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl)oxy-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one

This compound is a fascinating example of a highly complex organic molecule that belongs to a class of structures that play significant roles in biological systems. Here are some intriguing points about it:

  • Structure Complexity: The compound features a variety of functional groups, including multiple hydroxyl (-OH) groups which contribute to its potential reactivity and solubility in polar solvents.
  • Natural Occurrence: Molecules with similar structures are often found in natural products such as flavonoids and glycosides, which are known for their health benefits and biological activities.
  • Biological Significance: Compounds like this one have been studied for their potential implications in medicinal chemistry. They may exhibit properties related to antioxidant activity, anti-cancer effects, and more.
  • Synthetic Challenge: The synthesis of such complex molecules presents significant challenges to chemists, requiring advanced techniques in organic synthesis and often multi-step synthetic pathways.
  • Research Applications: This compound is likely to inspire ongoing research in pharmaceuticals and nutraceuticals, focusing on its therapeutic properties and mechanistic pathways.

As a chemistry student or scientist, understanding the nuances of such compounds opens doors to exploring their applications in various fields, particularly in drug development and natural product chemistry. The intricate design of these molecules reflects the beauty of chemistry and its connection to nature.


Ultimately, compounds like this one remind us that each molecule tells a story, and the more we learn about them, the better we can harness their potential in enhancing human health and well-being.

Synonyms
Strodival
MLS002702983
NSC25485
Acocantherin
Rectobaina
Solufantina
Strophalen
Strophosan
Astrobain
Gratibain
Uabaina
Strophanthin G
G-Strophicor
3-[(6-Deoxyhexopyranosyl)oxy]-1,5,11,14,19-pentahydroxycard-20(22)-enolide
630-60-4
3-((6-deoxyhexopyranosyl)oxy)-1,5,11,14,19-pentahydroxycard-20(22)-enolide
CHEMBL1720907
CHEBI:91723
DTXSID00859515
HMS3267G08
3beta-[(6-Deoxy-alpha-L-talopyranosyl)oxy]-1beta,5,11alpha,14,19-pentahydroxy-5beta-card-20(22)-enolide
6251-64-5
NCI60_002047
SMR001551689
Card-20(22)-enolide, 3-[(6-deoxy-.alpha.-L-mannopyranosyl)oxy]-1,5,11,14,19-pentahydroxy-, octahydrate, (1.beta.,3.beta.,5.beta.,11.alpha.)-
BRD-A46747628-001-01-9
Q27163538
Card-20(22)-enolide,5,11,14,19-pentahydroxy-, (1.beta.,3.beta.,5.beta.,11.alpha.)-
WLN: L E5 B666TJ A1Q CQ E1 IQ MQ QQ F- DT5OV EHJ& OO- BT6OTJ CQ DQ EQ F1
3-[1,5,11,14-tetrahydroxy-10-(hydroxymethyl)-13-methyl-3-[(3,4,5-trihydroxy-6-methyl-2-oxanyl)oxy]-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one