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Torvoside A

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Identification
Molecular formula
C28H40O8
CAS number
7770-87-8
IUPAC name
[(3S,5R,10S,13R,14S,16S,17R)-3,14-dihydroxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-16-yl] formate
State
State

This compound is generally found in the solid state under standard conditions of temperature and pressure.

Melting point (Celsius)
228.00
Melting point (Kelvin)
501.00
Boiling point (Celsius)
580.00
Boiling point (Kelvin)
853.00
General information
Molecular weight
472.54g/mol
Molar mass
472.5360g/mol
Density
1.5200g/cm3
Appearence

The compound is typically crystalline in nature and appears as a white to off-white powder.

Comment on solubility

Solubility of [(3S,5R,10S,13R,14S,16S,17R)-3,14-dihydroxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-16-yl] formate

The solubility of [(3S,5R,10S,13R,14S,16S,17R)-3,14-dihydroxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-16-yl] formate can be understood by examining several crucial factors:

  • Structural Complexity: The intricate structure of this compound, with multiple hydroxyl groups and a bulky furan moiety, suggests varied interactions with solvents that can affect its solubility.
  • Hydrophilicity vs. Lipophilicity: The presence of hydroxyl groups often enhances solubility in polar solvents, whereas the hydrocarbon-like sections tend to favor non-polar solvents.
  • Temperature Impact: Solubility can significantly vary with temperature; generally, higher temperatures increase the solubility of organic compounds.

In this case, we might also say that the presence of the formate group can potentially increase solubility in aqueous environments due to the polar nature of the ester function.
However, the overall solubility is likely to be moderate in water and may show significant variability in organic solvents depending on their polarities.

This compound illustrates the relationship between molecular structure and solubility, where understanding both hydrophilic and hydrophobic parts is essential in predicting its behavior in different solvent systems.

Interesting facts

Interesting Facts about the Compound

This fascinating compound, known for its complex structure and unique functionality, presents several intriguing attributes that make it worthy of exploration in the field of chemistry. Below are some highlights:

  • Chirality: The compound features multiple chiral centers, which not only increases the complexity of its synthesis but also opens avenues for exploring its stereoisomeric forms. Chirality plays a crucial role in pharmacology as different enantiomers can exhibit vastly different biological activities.
  • Biological Potential: Due to the presence of a fused ring system and functional groups like hydroxy and furan, this compound may exhibit significant biological activity, potentially leading to applications in medicinal chemistry. Research in this area could uncover novel therapeutic agents.
  • Structural Diversity: The molecular architecture of this compound, which combines features from steroid-like structures and furan systems, showcases the versatility of organic molecules. Such diversity is often the hallmark of compounds with high potency in biological systems.
  • Synthesis Challenges: The synthesis of this compound likely requires sophisticated methodologies, emphasizing the need for advanced synthetic techniques in organic chemistry. This can involve multi-step reactions, protecting group strategies, and careful control of stereochemistry.
  • Natural Product Inspiration: Many complex compounds of this nature are often inspired by natural products, leading to bioactive molecules that mimic or enhance natural functions. Understanding such compounds can provide insights into the inspiration behind drug development.

As scientists continue to probe the properties and applications of this compound, it illustrates the endless possibilities that exist within the realm of organic chemistry. An understanding of such compounds can reveal new facets of chemical behavior and lead to invaluable innovations in various scientific fields.

Synonyms
16-Formyl-gitoxigenin
BRN 0057855
3beta,14,16beta-Trihydroxy-5beta-card-20(22)-enolide 16-formate
EINECS 208-179-9
3-beta,14,16-beta-Trihydroxy-5-beta-card-20(22)-enolide 16-formate
5-beta-CARD-20(22)-ENOLIDE, 3-beta,14,16-beta-TRIHYDROXY-, 16-FORMATE
Card-20(22)-enolide, 16-(formyloxy)-3,14-dihydroxy-, (3-beta,5-beta,16-beta)-
4-18-00-02457 (Beilstein Handbook Reference)