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Artemisinin

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Identification
Molecular formula
C15H22O5
CAS number
63968-64-9
IUPAC name
5,12,14-trihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-3-(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
Artemisinin is in a solid state at room temperature, typically appearing as colorless crystals.
Melting point (Celsius)
157.00
Melting point (Kelvin)
430.15
Boiling point (Celsius)
523.15
Boiling point (Kelvin)
796.30
General information
Molecular weight
282.33g/mol
Molar mass
282.3320g/mol
Density
1.2240g/cm3
Appearence
Artemisinin is a colorless crystalline compound.
Comment on solubility

Solubility Characteristics

The compound 5,12,14-trihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-3-(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 presents an intriguing case in terms of solubility due to its complex molecular structure. Solubility in solvents can be influenced by various factors, including:

  • Polarity: The presence of multiple hydroxyl (–OH) groups generally enhances solubility in polar solvents such as water. Therefore, this compound may exhibit good solubility in such media.
  • Hydrophobic Regions: The hydrophobic portions of the molecule may hinder solubility in polar solvents, potentially leading to solubility issues in aqueous solutions.
  • Solvent Choices: Non-polar solvents or those with lower polarity might not dissolve the compound effectively due to its balance of hydrophilic and hydrophobic characteristics.

In practical applications, it is often useful to perform solubility tests in a range of solvents to determine the best conditions for dissolving such a complex molecule. As one might say, “Not all compounds are created equally when it comes to solubility.” Understanding the interactions between solute and solvent can lead to optimal results in experimental designs and applications.

In summary, the solubility of this compound can be anticipated to vary, and attention should be given to the choice of solvents for effective utilization.

Interesting facts

Interesting Facts about 5,12,14-trihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-3-(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 represents a fascinating area of study in organic and medicinal chemistry, especially due to its complex structure and potential biological activities. Here are some interesting aspects to consider:

  • Complex Natural Product: This compound can be classified as a complex natural product. Natural products often lead to the discovery of novel drugs due to their intricate structures and biological functionalities.
  • Potential Bioactivity: The presence of multiple hydroxy groups suggests that this compound may exhibit significant pharmacological properties, including anti-inflammatory or antioxidant activities.
  • Cyclopenta[a]phenanthrene Core: The aromatic ring system in the structure contributes to the hydrophobic character of the molecule, which is often essential for binding to biological targets.
  • Furan and Tetrahydropyran Moieties: The inclusion of a furan and tetrahydropyran units indicates potential for reactivity and interactions in biological systems, making it a candidate for further research in drug development.
  • Synthetic Challenges: The intricate nature of this compound poses significant challenges in synthesis. Chemists may explore various strategies including multi-step synthesis and the use of protecting groups to facilitate the construction of its elaborate structure.

In conclusion, the exploration of such a complex compound is not only a testimony to the advancements in organic synthesis but also opens doors for possible therapeutic applications. As a student or scientist, understanding the relationships between structure and function in such compounds can significantly elevate research efforts in drug discovery.

Synonyms
3-[(6-deoxyhexopyranosyl)oxy]-5,12,14-trihydroxy-19-oxocard-20(22)-enolide
1366-99-0
DTXSID30929492
AKOS024319429
3-[(6-deoxy-L-mannopyranosyl)oxy]-5,12,14-trihydroxy-19-oxocard-20(22)-enolide