Skip to main content

Dihydroartemisinin

ADVERTISEMENT
Identification
Molecular formula
C15H24O5
CAS number
81496-81-3
IUPAC name
3,4-dihydroxy-5-isopropyl-11,11-dimethyl-16-oxatetracyclo[6.6.2.01,10.02,7]hexadeca-2,4,6-trien-15-one
State
State

At room temperature, dihydroartemisinin is in a solid state.

Melting point (Celsius)
148.00
Melting point (Kelvin)
421.15
Boiling point (Celsius)
300.00
Boiling point (Kelvin)
573.15
General information
Molecular weight
284.35g/mol
Molar mass
284.3530g/mol
Density
1.1740g/cm3
Appearence

Dihydroartemisinin is typically a white to off-white crystalline powder.

Comment on solubility

Solubility of 3,4-Dihydroxy-5-isopropyl-11,11-dimethyl-16-oxatetracyclo[6.6.2.01,10.02,7]hexadeca-2,4,6-trien-15-one

The solubility characteristics of the compound with the formula C15H24O5 are influenced by its complex molecular structure. Here are some key points regarding its solubility:

  • Polarity: The presence of multiple hydroxyl groups (-OH) typically increases polarity, enhancing interactions with polar solvents such as water.
  • Solvent Compatibility: It is likely to be soluble in organic solvents (e.g., ethanol, acetone) while showing limited solubility in non-polar solvents due to its functional groups.
  • Temperature Factor: As with many organic compounds, solubility may increase with temperature, allowing for greater dissolution in appropriate solvents.
  • Structure-Activity Relationship: The unique bicyclic structure may also affect solubility, potentially leading to lower solubility in aqueous environments compared to its organic counterparts.

Given these factors, the solubility of C15H24O5 presents a nuanced picture, where the interactions of functional groups play a pivotal role in determining how readily it can dissolve in different solvents.

Interesting facts

Interesting Facts about 3,4-Dihydroxy-5-isopropyl-11,11-dimethyl-16-oxatetracyclo[6.6.2.01,10.02,7]hexadeca-2,4,6-trien-15-one

This complex organic compound is a fascinating example of the intricate world of chemistry, particularly within the realm of natural products and their derivatives. Here are some intriguing aspects to consider:

  • Structural Complexity: The name reveals a highly intricate structure featuring a tetracyclic formation. This organization showcases the compound's ability to form multiple rings, making it a part of valuable classes of compounds known for their biological activities.
  • Functional Groups: It possesses multiple hydroxy groups, which are crucial for its reactivity and potential interactions in biological systems. Hydroxy groups can increase solubility and enhance the ability of the molecule to participate in various chemical reactions.
  • Potential Applications: Compounds with such structural motifs may be explored for their pharmacological effects. Many naturally occurring and synthetically derived compounds exhibit significant biological activity, making this compound an exciting candidate for medicinal chemistry.
  • Chirality and Isomerism: Given its multiple chiral centers, this compound is likely to exhibit stereoisomerism. This property can lead to different biological activities and interactions, making chirality a crucial consideration in drug development.
  • Synthetic Pathways: The synthesis of such complex molecules often involves innovative methodologies, including multi-step synthesis and the use of protecting groups. The ability to create such compounds can reflect advancements in synthetic organic chemistry.
  • Natural Sources: This type of compound is often inspired by or derived from natural sources. Investigating the natural products could provide insight into ecological functions and biochemistry that might have been overlooked

In conclusion, the compound 3,4-dihydroxy-5-isopropyl-11,11-dimethyl-16-oxatetracyclo[6.6.2.01,10.02,7]hexadeca-2,4,6-trien-15-one exemplifies the chemical diversity and the potential that lies within complex organic molecules. Understanding their properties, functions, and applications can pave the way for advancements in various scientific fields.

Synonyms
(1R)-3,4-Dihydroxy-11,11-dimethyl-5-propan-2-yl-16-oxatetracyclo[6.6.2.01,10.02,7]hexadeca-2,4,6-trien-15-one
3,4-Dihydroxy-11,11-dimethyl-5-propan-2-yl-16-oxatetracyclo[6.6.2.01,10.02,7]hexadeca-2,4,6-trien-15-one
MEGxp0_001119
SCHEMBL18290355
DTXSID30863665
HMS3649B03
BCP20030
NSC39143
SMP2_000248
SR-01000946633
SR-01000946633-1
11,12-Dihydroxy-7,20-epoxyabieta-8(14),9(11),12-trien-20-one
(1R,8S,10S)-3,4-dihydroxy-11,11-dimethyl-5-propan-2-yl-16-oxatetracyclo[6.6.2.0^{1,10.0^{2,7]hexadeca-2,4,6-trien-15-one
3,4-dihydroxy-5-isopropyl-11,11-dimethyl-16-oxatetracyclo[6.6.2.0(1),(1)?.0(2),?]hexadeca-2,4,6-trien-15-one