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Digitoxin

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Identification
Molecular formula
C41H64O13
CAS number
71-63-6
IUPAC name
3-[(1R,3S,5S,10R,11R,13R,14S,17R)-1,5,11,14-tetrahydroxy-10-(hydroxymethyl)-13-methyl-3-[(2S,5R)-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

At room temperature, digitoxin is a solid.

Melting point (Celsius)
255.00
Melting point (Kelvin)
528.15
Boiling point (Celsius)
518.00
Boiling point (Kelvin)
791.15
General information
Molecular weight
764.96g/mol
Molar mass
764.9600g/mol
Density
1.2000g/cm3
Appearence

Digitoxin appears as a white crystalline powder. It is often described as having a characteristic crystalline texture.

Interesting facts

Interesting Facts about 3-[(1R,3S,5S,10R,11R,13R,14S,17R)-1,5,11,14-tetrahydroxy-10-(hydroxymethyl)-13-methyl-3-[(2S,5R)-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, often referred to in the scientific community as a complex natural product, boasts a diverse array of intriguing characteristics due to its intricate structure and significant functional groups.

Unique Structural Features

  • Tetrahydroxy Groups: The presence of multiple hydroxyl (-OH) groups contributes to the compound's solubility and reactivity, making it a target of interest in medicinal chemistry.
  • Hydroxymethyl Substituent: This specific substitution enhances potential biological activity, providing an opportunity for exploring its therapeutic uses.
  • Tetrahydropyran Moiety: This cyclic structure adds complexity and can influence the compound's interaction with biological systems, particularly in the realms of glycobiology.

Biological and Medicinal Importance

This compound belongs to a class of molecules known for their biological significance, particularly in pharmaceutical research. Some key points include:

  • It may display antimicrobial properties, attracting attention for potential use in treating infections.
  • Research suggests that compounds with a similar structural framework often exhibit anticancer activity, influencing the pursuit of similar derivatives.
  • Understanding its biological pathways and mechanisms can aid in drug design and enhance therapeutic efficacy.

Research and Future Directions

Scientists are continually exploring the potential applications of such compounds. Areas of focus include:

  • Investigating the compound’s interaction with human enzymes to determine its metabolic pathway.
  • Assessing its efficacy in clinical settings through preclinical and clinical trials.
  • Utilizing synthetic chemistry to create derivatives with enhanced properties.

In closing, this compound stands as a testament to the complexity and beauty of chemical structures in nature. Its unique arrangement of atoms and functional groups not only fascinates chemists but also holds promise for future applications in medicine and biochemistry.

Synonyms
Acolongifloriside K
Acolongifloroside potassium
Acolongifloroside K
Sarmentolosid
Sarmentolosid [German]
6251-64-5
3-[(1R,3S,5S,10R,11R,13R,14S,17R)-1,5,11,14-tetrahydroxy-10-(hydroxymethyl)-13-methyl-3-[(2S,5R)-3,4,5-trihydroxy-6-methyloxan-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
NSC 152149
NSC 173717
Sarmenogenin-L-talomethylosid [German]
Sarmenogenin-L-talomethylosid
5-beta-Card-20(22)-enolide, 3-beta-((6-deoxy-alpha-L-talopyranosyl)oxy)-1-beta,5,11-alpha,14,19-pentahydroxy-
CHEBI:197240
3-[(1R,3S,5S,10R,11R,13R,14S,17R)-1,5,11,14-tetrahydroxy-10-(hydroxymethyl)-13-methyl-3-[(2S,5R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-uran-5-one