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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,5R)-3,5-dihydroxy-4-methoxy-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

Digitoxigenin is typically found in a solid state at room temperature.

Melting point (Celsius)
256.50
Melting point (Kelvin)
529.65
Boiling point (Celsius)
482.00
Boiling point (Kelvin)
755.15
General information
Molecular weight
418.59g/mol
Molar mass
418.5890g/mol
Density
1.2800g/cm3
Appearence

Digitoxigenin is a white crystalline compound. It is a secondary alcohol, and its structure is characterized by its pentacyclic steroid framework.

Comment on solubility

Solubility of (3S,5S,10S,13R,14S,17R)-3-[(2R,5R)-3,5-dihydroxy-4-methoxy-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

The solubility of this complex compound can be influenced by several factors, including its molecular structure, functional groups, and stereochemistry. Here are some key considerations:

  • Polarity: The presence of multiple hydroxyl groups (-OH) suggests that the compound may exhibit moderate to high polarity, which typically enhances solubility in polar solvents such as water.
  • Hydrophobic Chains: Conversely, the extensive hydrocarbon framework could confer hydrophobic characteristics, potentially reducing solubility in polar solvents.
  • Stereochemistry: The specific 3D orientation of substituents may impact how the molecule interacts with solvents, influencing solubility and potential interactions.
  • Solvent Choice: This compound may be more soluble in organic solvents such as methanol or ethanol, due to its complex structure and hydrophobic parts.

In conclusion, the solubility of this compound is likely to be complex and may vary significantly depending on the solvent used. Further experimental studies would be essential to establish definitive solubility behavior, allowing for a clearer understanding of its physicochemical properties.

Interesting facts

Interesting Facts about (3S,5S,10S,13R,14S,17R)-3-[(2R,5R)-3,5-dihydroxy-4-methoxy-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 molecule, often referred to in the scientific community as a natural compound, has unique properties and structures that make it significant in the realm of chemistry and biology. Below are some intriguing aspects of this compound:

  • Stereochemistry: The compound features several chiral centers, which are crucial for its biological activity. This stereochemistry can affect how the compound interacts with enzymes and receptors in the body.
  • Natural Sources: Compounds containing similar structures are often derived from plants and have been studied for their therapeutic potentials, including anti-inflammatory and antioxidant properties.
  • Complexity: The extensive ring structure and multiple functional groups highlight the intricate nature of natural products, showcasing the creativity of nature's own chemical synthesis.
  • Potential Applications: Research into compounds like this one often focuses on their potential as drug candidates, particularly in the fields of medicine and pharmacology. Many such compounds demonstrate promising effects in treating varied health conditions.
  • Research Interests: The synthesis and modification of this compound may involve advanced techniques in organic chemistry, such as stereoselective synthesis and functionalization strategies.

As scientists continue to explore the vast array of natural compounds like this one, the intersections of chemistry, biology, and medicine remain rich fields for discovery—creating opportunities for new treatments and improving our understanding of the underlying mechanisms of action in biochemistry.

In conclusion, the study of this compound is a prime example of how complex organic structures can lead to groundbreaking advancements in science and technology, all while highlighting the beauty and intricacy of chemical compounds.

Synonyms
15487-11-3
BRN 5684614
3-((6-Deoxy-3-O-methyl-beta-D-glucopyranosyl)oxy)-5,14-dihydroxy-19-oxocard-20(22)-enolide (3beta,5beta)-
5-beta-Card-20(22)-enolide, 3-beta-((6-deoxy-3-O-methyl-beta-D-glucopyranosyl)oxy)-5,14-dihydroxy-19-oxo-
Card-20(22)-enolide, 3-((6-deoxy-3-O-methyl-beta-D-glucopyranosyl)oxy)-5,14-dihydroxy-19-oxo-, (3beta,5beta)-
(3S,5S,10S,13R,14S,17R)-3-[(2R,5R)-3,5-dihydroxy-4-methoxy-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
Strophothevoside
3beta-[(3-O-Methyl-6-deoxy-beta-D-glucopyranosyl)oxy]-5,14-dihydroxy-19-oxo-5beta-card-20(22)-enolide
DTXSID20935087
3-[(6-Deoxy-3-O-methylhexopyranosyl)oxy]-5,14-dihydroxy-19-oxocard-20(22)-enolide