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Stevioside

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Identification
Molecular formula
C38H60O18
CAS number
57817-89-7
IUPAC name
[3-[5-[3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]oxy-3-hydroxy-6-methyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-tetrahydropyran-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl] 10-[6-[[4,5-dihydroxy-6-methyl-3-(3,4,5-trihydroxytetrahydropyran-2-yl)oxy-tetrahydropyran-2-yl]oxymethyl]-3,4,5-trihydroxy-tetrahydropyran-2-yl]oxy-3-[6-[5-[2,6-dimethyl-6-(3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl)oxy-octa-2,7-dienoyl]oxy-3,4-dihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-2,6-dimethyl-octa-2,7-dienoyl]oxy-5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14,14a,14b-hexadecahydropicene-4a-carboxylate
State
State

At room temperature, stevioside is a solid.

Melting point (Celsius)
198.00
Melting point (Kelvin)
471.00
Boiling point (Celsius)
438.00
Boiling point (Kelvin)
711.00
General information
Molecular weight
804.87g/mol
Molar mass
804.8720g/mol
Density
1.2500g/cm3
Appearence

Stevioside appears as a white to off-white crystalline powder. It is known for its intensely sweet taste, being about 150 to 300 times sweeter than sugar.

Comment on solubility

Solubility of 3-[5-[3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]oxy-3-hydroxy-6-methyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-tetrahydropyran-2-yl] 10-[6-[[4,5-dihydroxy-6-methyl-3-(3,4,5-trihydroxytetrahydropyran-2-yl)oxy-tetrahydropyran-2-yl]oxymethyl]-3,4,5-trihydroxy-tetrahydropyran-2-yl]oxy-3-[6-[5-[2,6-dimethyl-6-(3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl)oxy-octa-2,7-dienoyl]oxy-3,4-dihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-2,6-dimethyl-octa-2,7-dienoyl]oxy-5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14,14a,14b-hexadecahydropicene-4a-carboxylate (C38H60O18)

The solubility of this complex organic compound, with the formula C38H60O18, can be characterized as relatively low due to its intricate structure and the presence of multiple hydroxyl (-OH) groups, which can contribute to hydrogen bonding. Here are some key points regarding its solubility:

  • Polar Solvents: This compound is likely to exhibit greater solubility in polar solvents such as water due to the hydrophilic nature of its hydroxy groups.
  • Non-Polar Solvents: Conversely, it may show limited solubility in non-polar solvents, given the complexity and polarity of its chemical structure.
  • Temperature Effects: Solubility can increase with temperature, as higher temperatures often provide more energy for solvation processes.
  • Concentration Considerations: At higher concentrations, solubility limitations might arise, leading to potential precipitation of the compound.

In summary, while this compound possesses functional groups that promote solubility in polar environments, its overall complex structure can hinder solubility in non-polar solvents, emphasizing the need for specific solvent selection during applications.

Interesting facts

Exploring the Complex World of a Multifunctional Chemical Compound

This compound, characterized by its intricate structure, represents an impressive example of the complexity found in organic chemistry, particularly in naturally occurring molecules. It is a member of a fascinating class of compounds that play important roles in biological systems, potentially serving various therapeutic functions.

Key Highlights

  • Diverse Functional Groups: The structure includes multiple hydroxyl (-OH) groups, which enhance the compound’s solubility and reactivity. These groups are fundamental to its biological activity, allowing it to participate in hydrogen bonding and interact with other biological molecules.
  • Unique Tetrahydropyran and Tetrahydrofuran Rings: The presence of both tetrahydropyran and tetrahydrofuran rings contributes to the compound's stability and unique chemical properties. These saturated cycles provide a framework for multiple substitutions and modifications.
  • Potential Biological Applications: Compounds of this complexity may exhibit significant health benefits, including antioxidant properties, the potential to modulate enzyme activity, or to act as precursors for more complex biomolecules.
  • Complexity in Synthesis: The multi-step process required to synthesize such compounds illustrates the sophistication involved in organic synthesis. This complexity can lead to challenges in producing sufficient quantities for study and application.

The sheer diversity and intricacy of this compound can stir excitement among students and researchers alike. Its potential uses in fields such as pharmacology and biochemistry might one day lead to breakthroughs in drug development and health sciences. As we continue to explore this compound's full range of applications, its study serves as a testament to the endless possibilities that the world of chemistry holds.