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Doxorubicin

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Identification
Molecular formula
C27H29NO11
CAS number
23214-92-8
IUPAC name
[6-[(3-acetyl-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-2,4-dihydro-1H-tetracen-1-yl)oxy]-3-hydroxy-2-methyl-tetrahydropyran-4-yl]-[[4-[[[6-[(3-acetyl-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-2,4-dihydro-1H-tetracen-1-yl)oxy]-3-hydroxy-2-methyl-tetrahydropyran-4-yl]ammonio]methyl]phenyl]methyl]ammonium
State
State
Doxorubicin is a crystalline solid at room temperature. When stored as lyophilized powder, it is stable, but it is usually used in solution form for medical applications.
Melting point (Celsius)
205.00
Melting point (Kelvin)
478.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
543.53g/mol
Molar mass
543.5250g/mol
Density
1.6300g/cm3
Appearence

Doxorubicin typically appears as a red-orange solid powder. It is known for its intense color, which correlates with its use as a chemotherapeutic agent where its vibrant hue indicates its strong presence in solutions and formulations.

Comment on solubility

Solubility of the Compound

The compound with the name [6-[(3-acetyl-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-2,4-dihydro-1H-tetracen-1-yl)oxy]-3-hydroxy-2-methyl-tetrahydropyran-4-yl]-[[4-[[[6-[(3-acetyl-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-2,4-dihydro-1H-tetracen-1-yl)oxy]-3-hydroxy-2-methyl-tetrahydropyran-4-yl]ammonio]methyl]phenyl]methyl]ammonium (C27H29NO11) exhibits intriguing solubility characteristics that are worthy of discussion.

When examining the solubility of this compound, one can consider several key factors:

  • Molecular Structure: Its complex structure, featuring multiple hydroxyl groups and an ammonium moiety, hints at potential solubility in polar solvents.
  • Hydrophilicity: The presence of tri-hydroxy and amine functionalities suggests enhanced interactions with water molecules, promoting solvation.
  • Polarity: Given this compound's significant polar character, it is likely to be more soluble in polar organic solvents compared to non-polar solvents.
  • pH Sensitivity: The ammonium group may lead to pH-dependent solubility, potentially increasing solubility in acidic solutions.

Consequently, one may conclude that this compound could exhibit moderate to high solubility in aqueous and polar organic solvents. However, it might be less soluble in non-polar environments due to steric hindrance and interaction dynamics. As always, experimental validation is crucial, as solubility can vary significantly with concentration and temperature.

Interesting facts

Interesting Facts about the Compound

The compound named 6-[(3-acetyl-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-2,4-dihydro-1H-tetracen-1-yl)oxy]-3-hydroxy-2-methyl-tetrahydropyran-4-yl]-[[4-[[[6-[(3-acetyl-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-2,4-dihydro-1H-tetracen-1-yl)oxy]-3-hydroxy-2-methyl-tetrahydropyran-4-yl]ammonio]methyl]phenyl]methyl]ammonium, though complex in structure, showcases fascinating properties and potential applications. Here are some notable aspects:

  • Natural Product Origin: This compound features a tetracene backbone, suggesting a connection to natural pigments and possibly influencing biological activities.
  • Potential Antioxidant Activity: The presence of multiple hydroxyl (-OH) groups typically indicates antioxidant properties, which may help in scavenging free radicals in biological systems.
  • Applications in Drug Development: Given its structurally intricate nature, compounds like this one could serve as crucial leads in drug discovery, particularly in oncology or as antimicrobial agents.
  • Ammonium Functionality: The presence of ammonium groups could enhance solubility in biological settings, making it a candidate for formulations in pharmaceuticals.
  • Research Interest: This compound invites extensive studies to understand its reactivity, stability, and interaction with biomolecules.

Overall, the compound not only embodies the intricacies of organic chemistry but also presents opportunities for practical applications in health and medicine. As an ever-evolving field, chemistry continuously unveils the potential locked within such compounds, urging further exploration and research.