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Digoxigenin

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Identification
Molecular formula
C23H34O5
CAS number
1672-46-4
IUPAC name
3-[(1R,3R,5R,10S,13R,14S,17R)-1,3,14-trihydroxy-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

Digoxigenin is solid at room temperature, maintaining its form as a fine crystalline powder under standard laboratory conditions.

Melting point (Celsius)
263.00
Melting point (Kelvin)
536.15
Boiling point (Celsius)
679.00
Boiling point (Kelvin)
952.15
General information
Molecular weight
390.51g/mol
Molar mass
390.5080g/mol
Density
1.3500g/cm3
Appearence

Digoxigenin is a colorless crystalline solid under standard conditions, typically having a fine, powdery consistency when rendered in its purified form. It may also appear as white or off-white crystalline needles or powder when isolated.

Comment on solubility

Solubility of 3-[(1R,3R,5R,10S,13R,14S,17R)-1,3,14-trihydroxy-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

The solubility of organic compounds such as 3-[(1R,3R,5R,10S,13R,14S,17R)-1,3,14-trihydroxy-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 can significantly vary based on their molecular structure and functional groups present.

Factors affecting solubility include:

  • Molecular weight: Higher molecular weight compounds can exhibit lower solubility due to increased van der Waals forces.
  • Polarity: The presence of polar functional groups, such as hydroxyl (-OH) groups in this compound, can enhance solubility in water.
  • Hydrophobic regions: Large hydrophobic sections can impede solubility in polar solvents.

This compound contains multiple hydroxyl groups that generally contribute to increased water solubility; however, its bulky hydrophobic structure might counterbalance this effect. Therefore, one might conclude:

  • In polar solvents (like water), higher solubility is expected due to hydroxyl groups.
  • In non-polar solvents, solubility may be hindered due to the compact hydrophobic structure.

As a result, understanding the interplay between these factors is crucial for predicting the solubility characteristics of such complex compounds.

Interesting facts

Interesting Facts about 3-[(1R,3R,5R,10S,13R,14S,17R)-1,3,14-trihydroxy-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, with a complex structure, belongs to the class of natural products known as steroids and shows fascinating biological properties. Its intricate arrangement of multiple chiral centers suggests that it is a stereochemically rich molecule, which can have significant implications for its biological activity.

Key Features:

  • Steroid Backbone: The compound is built on a steroid skeleton characterized by its multi-ring structure, which is essential for many biochemical functions in living organisms.
  • Hydroxyl Groups: The presence of three hydroxyl (-OH) groups indicates a potential for extensive hydrogen bonding, increasing its solubility in polar solvents and enhancing its reactivity.
  • Natural Occurrence: Similar compounds are often found in various plants and fungi, playing critical roles in growth regulation and defense mechanisms.

The study of such compounds is not only vital for understanding their pharmacological properties but also for exploring their potential use in therapeutic applications. For instance, research suggests that derivatives of this compound may exhibit anti-inflammatory and anticancer activities, thus highlighting the importance of continuing to investigate its biological activities.

Echoing the words of the famous physicist Richard Feynman, “The beauty of a chemical compound is in its structure.” This compound is indeed a remarkable example of how complex structures can lead to novel properties and applications in science and medicine.

In summary, the exploration of this complex molecule opens doors to numerous avenues in research, and underscores the intricate relationship between structure and function in chemistry.

Synonyms
1-beta-Hydroxydigitoxigenin
5-beta-CARD-20(22)-ENOLIDE, 1-beta,3-beta,14-TRIHYDROXY-
DTXSID20980815
1,3,14-Trihydroxycard-20(22)-enolide