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Xanthohumol

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Identification
Molecular formula
C21H22O5
CAS number
6754-58-1
IUPAC name
3-[5-(1,1-dimethylallyl)-4-hydroxy-2-methoxy-phenyl]-1-(4-hydroxyphenyl)prop-2-en-1-one
State
State

At room temperature, xanthohumol is a solid. It is typically found in the form of a powder or crystalline solid.

Melting point (Celsius)
167.00
Melting point (Kelvin)
440.00
Boiling point (Celsius)
465.00
Boiling point (Kelvin)
738.00
General information
Molecular weight
354.41g/mol
Molar mass
354.4110g/mol
Density
1.0200g/cm3
Appearence

Xanthohumol is a bright yellow crystalline solid. It possesses a distinctly intense color which is characteristic of many chalcone derivatives. As a crystalline material, it can be observed under a microscope to display a regular, repeating arrangement of molecules, contributing to its solid form at room temperature.

Comment on solubility

Solubility of 3-[5-(1,1-dimethylallyl)-4-hydroxy-2-methoxy-phenyl]-1-(4-hydroxyphenyl)prop-2-en-1-one (C21H22O5)

The solubility of the compound 3-[5-(1,1-dimethylallyl)-4-hydroxy-2-methoxy-phenyl]-1-(4-hydroxyphenyl)prop-2-en-1-one is influenced by several factors, primarily its chemical structure and functional groups. Understanding its solubility characteristics can be outlined as follows:

  • Polarity: The presence of hydroxyl (-OH) groups hints at potential hydrogen bonding, which can enhance solubility in polar solvents such as water.
  • Hydrophobic regions: The dimethylallyl group introduces non-polar characteristics, suggesting that the compound may demonstrate limited solubility in aqueous environments and might prefer organic solvents.
  • Solvent compatibility: This compound may exhibit good solubility in organic solvents such as ethanol or methanol while showing reduced solubility in hydrocarbons due to its complex structure.

In essence, the solubility dynamics of C21H22O5 highlight the dual nature of its structure. While the polar functional groups promote solvation in certain conditions, the hydrophobic elements create a rich interplay that can lead to variable solubility behaviors depending on the solvent used. As emphasized by chemists: "The balance of hydrophilic and hydrophobic interactions is crucial in determining solubility."

Interesting facts

Interesting Facts about 3-[5-(1,1-dimethylallyl)-4-hydroxy-2-methoxy-phenyl]-1-(4-hydroxyphenyl)prop-2-en-1-one

This compound, a fascinating derivative of chalcone, is known for its complex structure and potential therapeutic properties. Here are some intriguing points to consider:

  • Natural Origins: This compound is often derived from natural sources, particularly plants. Its constituents provide benefits that may promote human health.
  • Antioxidant Properties: Many chalcones, including this compound, exhibit significant antioxidant activity. This means they can help neutralize free radicals, potentially reducing oxidative stress in the body.
  • Potential Pharmacological Uses: Research has suggested that compounds like this one may have anti-inflammatory and antimicrobial properties, offering potential avenues in drug development.
  • Biological Activity: With multiple functional groups, including hydroxyl and methoxy groups, this compound can interact with a variety of biological targets, making it a compound of interest in medicinal chemistry.
  • Chemical Versatility: The presence of the allyl group provides unique reactivity options, which could make this compound a valuable synthetic building block in organic chemistry.
  • Chalcone Framework: The chalcone backbone is known for its flexibility, and thus this compound may exhibit interesting properties in various chemical environments.

In summary, 3-[5-(1,1-dimethylallyl)-4-hydroxy-2-methoxy-phenyl]-1-(4-hydroxyphenyl)prop-2-en-1-one is more than just a complex name—it encompasses a world of intriguing chemical reactivity and potential health benefits. Scientists continue to explore its properties, paving the way for innovative applications in chemistry and medicine.

Synonyms
5-(1,1-dimethylallyl)-4,4'-dihydroxy-2-methoxychalcone
CHEMBL4303304
NS00018057
Q27216301
B0005-464423
3-[4-hydroxy-2-methoxy-5-(2-methylbut-3-en-2-yl)phenyl]-1-(4-hydroxyphenyl)-2-propen-1-one