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Ouabain

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Identification
Molecular formula
C29H44O12
CAS number
630-60-4
IUPAC name
3-[(3S,5S,8R,10R,12R,13S,14S,17R)-5,12,14-trihydroxy-10,13-dimethyl-3-(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, ouabain is usually in a solid state.

Melting point (Celsius)
198.00
Melting point (Kelvin)
471.15
Boiling point (Celsius)
230.00
Boiling point (Kelvin)
503.00
General information
Molecular weight
728.65g/mol
Molar mass
728.8280g/mol
Density
1.4500g/cm3
Appearence

Ouabain typically appears as a white crystalline powder. It is odorless and has a bitter taste.

Comment on solubility

Solubility of 3-[(3S,5S,8R,10R,12R,13S,14S,17R)-5,12,14-trihydroxy-10,13-dimethyl-3-(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 complex compound presents unique solubility characteristics due to its intricate molecular structure. The solubility of such compounds can often be influenced by various factors, including:

  • Polarity: The presence of multiple hydroxy groups in the structure typically increases the polarity of the compound, enhancing its solubility in polar solvents such as water.
  • Molecular Weight: The high molecular weight may limit its solubility in certain organic solvents, making it less soluble in low-polarity environments.
  • Hydrogen Bonding: The hydroxyl groups can engage in hydrogen bonding, which may facilitate solubility in polar solvents while providing insight into potential interactions with biological systems.
  • Functional Groups: The functional groups present, including the furan ring, can impact the solubility profile, leading to varied solubility depending on the solvent used.

In conclusion, the solubility of this compound is likely moderate in polar solvents while exhibiting decreased solubility in nonpolar solvents. It is important to consider the specific solvent environment and the potential for intermolecular interactions when evaluating solubility properties.

Interesting facts

Interesting Facts about 3-[(3S,5S,8R,10R,12R,13S,14S,17R)-5,12,14-trihydroxy-10,13-dimethyl-3-(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 complex organic compound represents a fascinating intersection of chemistry, biology, and potential pharmacology. Here are some points of interest:

  • Structural Complexity: With multiple functional groups and stereocenters, this compound exhibits significant structural diversity. Its stereochemistry plays a crucial role in its biological activity.
  • Natural Origins: Compounds of this structure are often derived from natural sources, potentially resembling steroids or natural products with medicinal properties.
  • Bioactivity: Many compounds with similar frameworks are studied for their pharmacological effects, particularly in areas like anti-cancer or anti-inflammatory therapy. This compound may engage with biological targets that can lead to therapeutic applications.
  • Applications in Drug Design: The presence of multiple hydroxy groups suggests potential for hydrogen bonding, enhancing interactions with biological macromolecules, making it a candidate for drug design.
  • Synthetic Challenges: The synthesis of such a complex compound poses significant challenges, often requiring multi-step reactions and careful control of stereochemistry.

As you explore this compound, remember that chemically oriented insights are often as enlightening as the investigation of their biological implications. Chemical research can contribute profoundly to understanding how such molecules can be harnessed in medicine, materials science, and beyond.