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Artemisinin

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Identification
Molecular formula
C15H22O5
CAS number
63968-64-9
IUPAC name
16-hydroxy-5',7,9,13-tetramethyl-spiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-tetrahydropyran]-10-one
State
State

At room temperature, artemisinin is a solid and typically exists in a crystalline powder form. This compound is relatively stable under normal conditions but must be protected from light and moisture when stored.

Melting point (Celsius)
152.00
Melting point (Kelvin)
425.15
Boiling point (Celsius)
155.00
Boiling point (Kelvin)
428.15
General information
Molecular weight
282.33g/mol
Molar mass
282.3330g/mol
Density
1.2900g/cm3
Appearence

Artemisinin appears as a white crystalline powder. It is known for its characteristic chemical structure which involves a peroxide bridge. These crystals are often fine and have a slightly bitter taste.

Comment on solubility

Solubility of 16-hydroxy-5',7,9,13-tetramethyl-spiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-tetrahydropyran]-10-one

The solubility of 16-hydroxy-5',7,9,13-tetramethyl-spiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-tetrahydropyran]-10-one, with the chemical formula C15H22O5, is a subject of interest due to its unique structural characteristics. Here are some key points to consider:

  • Polarity: The presence of hydroxyl (–OH) groups contributes to the compound's polar nature, which often enhances its solubility in polar solvents like water.
  • Hydrogen Bonding: This compound is capable of forming hydrogen bonds due to its hydroxyl groups, potentially increasing interactions with solvents.
  • Solvent Compatibility: Given its complex structure, solubility may vary significantly depending on the choice of solvent; it may be less soluble in non-polar solvents.
  • Temperature Dependence: Solubility can also be temperature-dependent, with higher temperatures usually favoring increased solubility for many organic compounds.

In summary, while the solubility of this compound in water might be facilitated by its hydroxyl groups, its overall behavior in terms of solubility can be quite complex and varies with the solvent used. As the saying goes, "Like dissolves like," making it essential to consider the solvent’s characteristics when predicting solubility.

Interesting facts

Interesting Facts about 16-Hydroxy-5',7,9,13-tetramethyl-spiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-tetrahydropyran]-10-one

This fascinating compound exemplifies the complexity and beauty of organic chemistry. Here are some intriguing aspects to consider:

  • Structural Diversity: The presence of the spiro structure alongside multiple rings provides a unique three-dimensional shape, making it an interesting subject for stereochemical studies.
  • Natural Occurrence: Compounds such as this are often found in natural sources, which can inspire research into their potential as natural products and their biological activities.
  • Potential Applications: Due to its unique arrangement of hydroxyl groups and carbon skeleton, this compound could pave the way for development in numerous fields, including:
    • Medicinal chemistry
    • Material science
    • Phytochemistry
  • Systematic Name Complexity: The full IUPAC name reflects not only the precise structure but also the molecule's systematic classification, revealing the intricate nature of organic nomenclature.
  • Research Opportunities: Scientists are continually exploring the properties and potential uses of both synthetic and natural derivatives of such complex compounds, making them a topic of ongoing investigation.

As we explore the depths of such compounds, we can unlock new knowledge that may contribute to advancements in chemistry and related fields. The study of 16-hydroxy-5',7,9,13-tetramethyl-spiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-tetrahydropyran]-10-one is a testament to how intricate designs in organic chemistry can lead to substantial scientific insights._

Synonyms
3-Hydroxyspirostan-12-one
Hocogenin
16-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-10-one
16-hydroxy-5',7,9,13-tetramethylspiro(5-oxapentacyclo(10.8.0.02,9.04,8.013,18)icosane-6,2'-oxane)-10-one
5.alpha.-Spirostan-12-one, 3.beta.-hydroxy-, (25R)-
SCHEMBL329539
3-Hydroxyspirostan-12-one #
DTXSID40859377
NSC115921
AKOS032947793
5.alpha.-Spirostan-12-one, (25R)-
DB-051401
2aS,2'R,4S,6aS,6bS,8aS,8bR,9S,11aS,12aS,12bR)-4-Hydroxy-5',6a,8a,9-tetramethylicosahydrospiro[naphtho[2',1':4,5]indeno[2,1-b]furan-10,2'-pyran]-8(2H)-one