Skip to main content

Digoxin

ADVERTISEMENT
Identification
Molecular formula
C41H64O14
CAS number
20830-75-5
IUPAC name
3-[(5R,10S,12R,13S,14S,17R)-12,14-dihydroxy-10,13-dimethyl-3-oxo-2,4,5,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
State
State

At room temperature, digoxin exists in a solid state, most frequently as a powder or crystalline solid.

Melting point (Celsius)
249.00
Melting point (Kelvin)
522.15
Boiling point (Celsius)
123.00
Boiling point (Kelvin)
396.15
General information
Molecular weight
780.95g/mol
Molar mass
780.9480g/mol
Density
1.1000g/cm3
Appearence

Digoxin appears as a white or almost white crystalline powder or colorless crystals, which is practically odorless and has a slightly bitter taste. It is often available in various forms for medical use, such as tablets, capsules, and injectable solutions.

Comment on solubility

Solubility of the Compound

The compound with the name 3-[(5R,10S,12R,13S,14S,17R)-12,14-dihydroxy-10,13-dimethyl-3-oxo-2,4,5,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one presents interesting characteristics concerning solubility.

Typically, solubility is influenced by several factors, including:

  • Polarity: The presence of hydroxyl groups (–OH) generally enhances solubility in polar solvents like water due to hydrogen bonding.
  • Hydrophobic Regions: The dodecahydro-cyclopenta[a]phenanthrene structure contributes to hydrophobic characteristics, which may limit solubility in aqueous environments.
  • Temperature and pH: Solubility can vary with changes in temperature and the pH of the solution, impacting the ionization of functional groups.

However, when it comes to **practical solubility**:

  • It is likely to be more soluble in organic solvents such as ethanol, methanol, or acetone.
  • Its *behavior in polar solvents* may exhibit limited solubility, requiring further modifications for enhanced dissolution.

Understanding the solubility profile of this compound is crucial, especially for applications in pharmacology and materials science, as it may directly influence the compound’s bioavailability and efficacy. In summary, while the presence of hydrophilic groups suggests some solubility potential, the overall structure could lead to challenges in achieving a desirable solubility profile in various environments.

Interesting facts

Interesting Facts about 3-[(5R,10S,12R,13S,14S,17R)-12,14-dihydroxy-10,13-dimethyl-3-oxo-2,4,5,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one

This compound is a fascinating example of a complex organic molecule with significant implications in both natural product chemistry and pharmaceutical research. The structural intricacies of this compound reflect a high degree of stereochemical complexity, making it a subject of interest for chemists studying the synthesis and reactions of polycyclic compounds.

Key Features:

  • Steroidal Backbone: The molecule features a steroid-like structure, which is characteristic of many biologically active compounds, including hormones and anti-cancer agents.
  • Hydroxy Groups: The presence of multiple hydroxyl functional groups hints at potential reactivity and the likelihood of forming hydrogen bonds, which can influence the compound's biological activities.
  • Oxophilic Nature: The ketone functional group introduces sites for reactivity that can be exploited in various chemical reactions, creating opportunities for synthetic modification.
  • Natural Product Derivatives: Compounds with similar structures are often derived from natural products, suggesting a role in medicinal chemistry and the exploration of new drug candidates.

As a molecule with a multi-ring system, it embodies the *rich tapestry of organic chemistry*, and underscores the importance of stereochemistry in determining the properties and activities of chemical compounds. Researchers are particularly drawn to such structures because they often mirror the complexity found in biological systems.

In quotes, one might summarize the significance of such molecules as follows: "In the realm of chemistry, complexity often harbors a wealth of potential, leading us down pathways of discovery and innovation." Exploring the nuances of this compound opens doors to not just synthetic enjoyment but also to **understanding its role in biological interactions**.

Synonyms
3-Oxodigoxigenin
3-Ketodigoxigenin
3-Dehydrodigoxigenin
(5beta)-12,beta,14-Dihydroxy-3-oxocard-20(22)-enolide
4442-17-5
EINECS 224-667-4
DVS6F48Y72
12-beta,14-Dihydroxy-3-oxo-5-beta-card-20(22)-enolide
3 - Dehydrodigoxigenin
5-beta-CARD-20(22)-ENOLIDE, 12-beta,14-DIHYDROXY-3-OXO-
Card-20(22)-enolide, 12,14-dihydroxy-3-oxo-, (5-beta,12-beta)-
UNII-DVS6F48Y72
DTXSID10963218
POWMMMXVDBMFMP-IYGQVCONSA-N
12,14-Dihydroxy-3-oxocard-20(22)-enolide