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Naringenin chalcone

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Identification
Molecular formula
C21H20O6
CAS number
551-15-5
IUPAC name
methyl 4-hydroxy-2-[[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]methyl]-3-(4-hydroxyphenyl)-5-oxo-tetrahydrofuran-2-carboxylate
State
State

At room temperature, Naringenin chalcone is typically found in a solid state. It exists as a crystalline compound that is stable under normal conditions. It is insoluble in water but can be dissolved in organic solvents such as ethanol and dimethyl sulfoxide (DMSO).

Melting point (Celsius)
164.00
Melting point (Kelvin)
437.15
Boiling point (Celsius)
720.00
Boiling point (Kelvin)
993.15
General information
Molecular weight
354.39g/mol
Molar mass
354.3810g/mol
Density
1.3210g/cm3
Appearence

Methyl 4-hydroxy-2-[[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]methyl]-3-(4-hydroxyphenyl)-5-oxo-tetrahydrofuran-2-carboxylate, also known as Naringenin chalcone, typically appears as a yellow, crystalline powder. It is known for its characteristic color and is often used in research for its potential antioxidant properties.

Comment on solubility

Solubility of Methyl 4-hydroxy-2-[[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]methyl]-3-(4-hydroxyphenyl)-5-oxo-tetrahydrofuran-2-carboxylate

The solubility of methyl 4-hydroxy-2-[[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]methyl]-3-(4-hydroxyphenyl)-5-oxo-tetrahydrofuran-2-carboxylate (C21H20O6) can be quite complex due to its intricate molecular structure. Understanding the solubility characteristics of this compound is crucial for various applications in chemical and pharmaceutical formulations.

Key Points on Solubility

  • Solvent Interaction: This compound may exhibit variable solubility in different solvents, influenced by its functional groups.
  • Polarity: Given the presence of multiple hydroxyl (-OH) groups, it is likely to be soluble in polar solvents such as water and alcohols.
  • Hydrophobic Regions: The 3-methylbut-2-enyl group adds a hydrophobic character, which might limit solubility in strictly polar solvents.
  • Temperature Dependence: Solubility may change with temperature; increasing temperature can enhance solubility for many organic compounds.

In summary, while it is suggested that methyl 4-hydroxy-2-[[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]methyl]-3-(4-hydroxyphenyl)-5-oxo-tetrahydrofuran-2-carboxylate could demonstrate better solubility in polar solvents, the presence of hydrophobic elements complicates this aspect. Exploring specific solvent pairs and temperature adjustments in experimental settings will be essential for optimizing solubility in practical applications.

Interesting facts

Interesting Facts about Methyl 4-hydroxy-2-[[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]methyl]-3-(4-hydroxyphenyl)-5-oxo-tetrahydrofuran-2-carboxylate

This compound is a fascinating example of a complex organic molecule that exhibits a rich array of structural features. Here are some intriguing points about this compound:

  • Natural Product Derivative: This compound may be related to naturally occurring substances found in plants, hinting at possible roles in herbal medicine or nutrition. The presence of multiple hydroxyl groups suggests potential antioxidant activity, which could be of interest in health-related studies.
  • Potential Biological Activity: The structural motifs, such as the tetrahydrofuran ring and hydroxyl substituents, may confer unique biological properties, making it a candidate for bioactivity assays in pharmacology.
  • Synthesis Challenges: Due to its intricate structure, the synthesis of this compound might present challenges such as multi-step reactions and the need for controlling stereochemistry, which are exciting areas of study for synthetic chemists.
  • Structure-Activity Relationship (SAR): Investigating how variations in structure impact biological activity could provide insights into drug design. Researchers often optimize compounds to enhance efficacy and reduce side effects, making this compound a potential subject for SAR studies.
  • Versatile Functional Groups: The presence of multiple functional groups, including carboxylate and hydroxyl, indicates that this compound could participate in various chemical reactions, allowing it to be a versatile intermediate in organic synthesis.

Overall, methyl 4-hydroxy-2-[[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]methyl]-3-(4-hydroxyphenyl)-5-oxo-tetrahydrofuran-2-carboxylate is more than just a compound; it represents a blend of chemistry, biology, and pharmaceutical potential that warrants further exploration. As chemists delve into its properties, exciting discoveries may lie ahead!