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Tanshinone IIA

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Identification
Molecular formula
C19H18O3
CAS number
568-72-9
IUPAC name
[1,6-dihydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-5-oxo-13-tetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dienyl] deca-3,5-dienoate
State
State

At room temperature, Tanshinone IIA is a solid, typically in the form of a crystalline powder. It is poorly soluble in water but can dissolve in organic solvents like ethanol or DMSO.

Melting point (Celsius)
208.00
Melting point (Kelvin)
481.20
Boiling point (Celsius)
678.30
Boiling point (Kelvin)
951.50
General information
Molecular weight
294.34g/mol
Molar mass
294.0260g/mol
Density
1.3200g/cm3
Appearence

Tanshinone IIA appears as an orange-red crystalline solid. It is highly hydrophobic and has been widely studied for its pharmaceutical properties.

Comment on solubility

Solubility of [1,6-dihydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-5-oxo-13-tetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dienyl] deca-3,5-dienoate (C19H18O3)

The solubility of the compound [1,6-dihydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-5-oxo-13-tetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dienyl] deca-3,5-dienoate, with the molecular formula C19H18O3, is influenced by several factors:

  • Polarity: The presence of multiple hydroxyl (–OH) groups contributes to the overall polarity of the compound, enhancing its ability to interact with polar solvents like water.
  • Hydrophobic Character: The large hydrocarbon segments present may limit solubility in aqueous media due to hydrophobic effects. This means it could exhibit better solubility in organic solvents.
  • Solvent Interaction: The solubility can vary significantly depending on the choice of solvent. Polar solvents like methanol and ethanol may dissolve it better than nonpolar solvents such as hexane.

In summary, the solubility of this compound showcases a delicate balance that is largely governed by its polarity and structural characteristics. The key takeaway is that it is likely to be soluble in polar organic solvents while demonstrating limited solubility in water.

Interesting facts

Interesting Facts about 1,6-Dihydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-5-oxo-13-tetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dienyl Deca-3,5-dienoate

This compound, with its complex structure, is a fascinating example of how intricate chemical architectures can offer unique properties and potential applications. Here are some intriguing aspects worth noting:

  • Synthetic Applications: Its complex structure could serve as a versatile building block in organic synthesis, especially for the development of new pharmaceuticals or agricultural chemicals.
  • Biodiversity: Compounds with similar tetracyclic structures are often found in nature, indicating their potential biological significance. They may exhibit properties that are beneficial in biological systems, such as antimicrobial or antifungal activities.
  • Reactivity: The presence of multiple functional groups—including hydroxyl groups—suggests that this compound could undergo various chemical reactions, making it an interesting subject for studies in reactivity and mechanism.
  • Therapeutic Potential: Similar compounds are often linked to *bioactivity*, which could mean that this compound might have unexplored medicinal properties, prompting further investigation into its pharmacological effects.
  • Isomerism: The compound's structure suggests potential for isomer formation, leading to various derivatives that may exhibit different properties, thus expanding their applicability in fields like material science.

In summary, 1,6-dihydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-5-oxo-13-tetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dienyl deca-3,5-dienoate exemplifies the intricacies within organic chemistry, showcasing how fundamental building blocks in this fascinating field can lead to significant scientific discoveries.