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Rupestonic acid

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Identification
Molecular formula
C23H22O7
CAS number
39127-65-0
IUPAC name
(10-acetoxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-f]chromen-9-yl) 3-methylbut-2-enoate
State
State

Solid at room temperature with crystalline characteristics under standard conditions, typically appearing as a yellow powder.

Melting point (Celsius)
216.00
Melting point (Kelvin)
489.10
Boiling point (Celsius)
382.30
Boiling point (Kelvin)
655.50
General information
Molecular weight
394.43g/mol
Molar mass
394.4340g/mol
Density
1.2800g/cm3
Appearence

This compound appears as a pale yellow solid or crystalline powder. It may also exist in a less crystalline form depending on the preparation and conditions of storage.

Comment on solubility

Solubility of (10-acetoxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-f]chromen-9-yl) 3-methylbut-2-enoate

The solubility of the compound (10-acetoxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-f]chromen-9-yl) 3-methylbut-2-enoate can be characterized by several key factors:

  • Polarity: Given the presence of functional groups such as the acetoxy group, this compound is expected to exhibit moderate polarity, which can influence its solubility in various solvents.
  • Solvent Compatibility: Typically, compounds with similar polarity will dissolve in each other. Therefore, this compound may have good solubility in polar organic solvents such as ethanol or methanol, but it might show lower solubility in non-polar solvents.
  • Temperature Effects: Solubility often increases with temperature, so it’s advisable to test the compound at various temperatures to assess whether heating improves solubility.
  • Crystallinity: If the compound has a crystalline structure, this could impact its solubility, requiring more energy to disrupt the lattice when dissolved.

It is essential to recognize that "like dissolves like"; hence, a deeper understanding of the compound's structure and intermolecular interactions will provide better insights regarding its solubility characteristics. Further experimental study may yield more definitive solubility data, particularly in mixtures or in the presence of co-solvents.

Interesting facts

Exploring the Unique Compound: 10-Acetoxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-f]chromen-9-yl 3-methylbut-2-enoate

This compound is a fascinating example of a synthetic organic molecule that belongs to the class of chromenes, a family known for their diverse biological activities. With a complex structure comprising multiple functional groups, it raises interest not only for its chemical properties but also for its potential applications.

Prominent Features

  • Structural Complexity: The compound features a unique pyran- and chromene-based framework, characterized by a combination of acetoxy, dimethyl, and keto functionalities.
  • Potential Biological Activity: Chromenes and their derivatives are frequently studied for their potential therapeutic properties, including anti-inflammatory and antioxidant effects.
  • Synthetic Versatility: The acetoxy group allows for the introduction of further modifications, making this compound a valuable intermediate in organic synthesis.

Research Insights

Recent studies on related compounds have shown that:

  • Members of the chromene family can exhibit antimicrobial properties, which could pave the way for novel drug development.
  • Some derivatives are investigated for their role in photoprotection, potentially serving as agents in cosmetic formulations.

Conclusion

The compound 10-acetoxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-f]chromen-9-yl 3-methylbut-2-enoate exemplifies the blend of chemical ingenuity and biological promise. As researchers continue to explore its properties, this compound is a reminder of the intricate relationship between structure and function in the pursuit of new scientific discoveries.

Synonyms
rac Samidin
10-Acetoxy-8,8-dimethyl-2-oxo-9,10-dihydro-2H,8H-pyrano[2,3-f]chromen-9-yl 3-methylbut-2-enoate
95042-85-6
2-Butenoic Acid 3-Methyl-(9R,10R)-10-(acetyloxy)-9,10-dihydro-8,8-dimethyl-2-oxo-2H,8H-benzo[1,2-b:3,4-b']dipyran-9-yl Ester; (9R-cis)-Samidin;
SCHEMBL4742405
CHEBI:182314
(10-acetyloxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-f]chromen-9-yl) 3-methylbut-2-enoate
(10-acetyloxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-]chromen-9-yl) 3-methylbut-2-enoate