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Solasonine

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Identification
Molecular formula
C45H73NO16
CAS number
19121-58-5
IUPAC name
(3S,5S,10S,12R,13S,14S,17R)-5,12,14-trihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-3-[(2R,5S)-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]phenanthrene-10-carbaldehyde
State
State

At room temperature, Solasonine is typically a solid.

Melting point (Celsius)
285.00
Melting point (Kelvin)
558.15
Boiling point (Celsius)
510.00
Boiling point (Kelvin)
783.15
General information
Molecular weight
868.92g/mol
Molar mass
868.9190g/mol
Density
1.4200g/cm3
Appearence

Solasonine appears as a white to off-white crystalline powder.

Comment on solubility

Solubility Characteristics

The solubility of the compound (3S,5S,10S,12R,13S,14S,17R)-5,12,14-trihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-3-[(2R,5S)-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]phenanthrene-10-carbaldehyde is influenced by various factors. Its extensive structural features warrant a closer examination of its solubility profile:

  • Influence of Hydroxyl Groups: The presence of multiple hydroxyl groups contributes significantly to its hydrophilicity, indicating that it likely interacts favorably with polar solvents, particularly water.
  • Non-Polar Components: Given the compound’s large hydrophobic regions, solubility in non-polar solvents may be limited, suggesting poor solubility in solvents like hexane or chloroform.
  • pH Sensitivity: Similar compounds often exhibit changes in solubility with pH variation, particularly in aqueous environments, which can affect the ionization of hydroxyl groups.

In conclusion, while the compound may exhibit good solubility in polar solvents due to its hydrophilic groups, its overall solubility is likely to be limited when interacting with non-polar environments. As with many complex organic molecules, the balance between hydrophilicity and hydrophobicity plays a crucial role in determining solubility and potential applications.

Interesting facts

Interesting Facts about (3S,5S,10S,12R,13S,14S,17R)-5,12,14-trihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-3-[(2R,5S)-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]phenanthrene-10-carbaldehyde

This compound is a fascinating example of the complexity found in organic chemistry, particularly in the realm of natural products and medicinal chemistry. Here are some intriguing aspects to consider:

  • Natural Origins: The structure hints at a potential natural product, which could be derived from various plants. Many natural compounds like this have demonstrated significant pharmacological activities.
  • Chirality: The existence of multiple stereogenic centers in this compound indicates chiral properties, which are critical in biological systems. This can influence the way the compound interacts with biological macromolecules, such as enzymes and receptors.
  • Hydroxyl Groups: The presence of several hydroxyl groups suggests potential for hydrogen bonding, which can drastically affect the solubility and reactivity of the compound. Hydroxyl groups are often responsible for enhancing biological activities.
  • Antioxidant Potential: Given its complex structure, similar compounds are often explored for antioxidant properties, possibly contributing to protective effects against oxidative stress in living organisms.
  • Halogenation Reaction: The presence of carbonyl functionalities, such as the one found in the furan ring, opens up pathways for various chemical reactions, including halogenation, which can be employed to modify the compound for enhanced efficacy.

Furthermore, as a scientist or a chemistry student, exploring the synthesis of such a compound can prove challenging yet rewarding. The intricate steps in its synthesis not only push the boundaries of synthetic chemistry but also provide a rich canvas for exploring reaction mechanisms.

One notable quote in chemistry captures the essence of studying complex compounds: "Chemistry is the science of transformation." With compounds like this, we witness the transformation of simple elements and building blocks into intricate and biologically relevant structures.

In conclusion, diving into the study of (3S,5S,10S,12R,13S,14S,17R)-5,12,14-trihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-3-[(2R,5S)-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]phenanthrene-10-carbaldehyde offers rich insight into both its potential applications and the synthetic methods that can be employed to create it.