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Doxorubicin

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Identification
Molecular formula
C27H29N1O11
CAS number
23214-92-8
IUPAC name
9-acetyl-7-[5-[[4-[[[6-[(3-acetyl-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-2,4-dihydro-1H-tetracen-1-yl)oxy]-4-hydroxy-2-methyl-tetrahydropyran-3-yl]amino]methyl]phenyl]methylamino]-4-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-6,9,11-trihydroxy-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione
State
State
At room temperature, doxorubicin is a solid.
Melting point (Celsius)
205.00
Melting point (Kelvin)
478.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
543.52g/mol
Molar mass
543.5190g/mol
Density
1.5900g/cm3
Appearence
Doxorubicin is typically found as an orange-red crystalline powder.
Comment on solubility

Solubility of 9-acetyl-7-[5-[[4-[[[6-[(3-acetyl-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-2,4-dihydro-1H-tetracen-1-yl)oxy]-4-hydroxy-2-methyl-tetrahydropyran-3-yl]amino]methyl]phenyl]methylamino]-4-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-6,9,11-trihydroxy-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione

The solubility of 9-acetyl-7-[5-[[4-[[[6-[(3-acetyl-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-2,4-dihydro-1H-tetracen-1-yl)oxy]-4-hydroxy-2-methyl-tetrahydropyran-3-yl]amino]methyl]phenyl]methylamino]-4-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-6,9,11-trihydroxy-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione (C27H29N1O11) showcases some intriguing characteristics which warrant attention:

  • Potential Solubility Profiles: Given its complex structure, this compound may exhibit variable solubility in different solvents. It is likely to be more soluble in organic solvents such as methanol, ethanol, and dimethyl sulfoxide (DMSO) compared to polar solvents like water.
  • Influence of Functional Groups: The presence of numerous hydroxyl groups may hint at enhanced hydrogen bonding capabilities, which could affect solubility in polar environments.
  • Chemical Stability: The stability of this compound in various solvents is a crucial factor; being more stable in organic solvents might enhance its solubility.
  • Saturation Limits: Experimental studies would be essential to determine its saturation limits in different solvents, as solubility can drastically vary based on concentration and temperature.

In summary, while the 9-acetyl-7-[substituted] compound may be predicted to have limited water solubility, its interactions with organic solvents could reveal valuable insights into its solubility behavior. Further experimental investigations would provide clarity on its practical applications and chemical behavior in various solvent systems.

Interesting facts

Interesting Facts About 9-acetyl-7-[5-[[4-[[[6-[(3-acetyl-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-2,4-dihydro-1H-tetracen-1-yl)oxy]-4-hydroxy-2-methyl-tetrahydropyran-3-yl]amino]methyl]phenyl]methylamino]-4-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-6,9,11-trihydroxy-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione

This compound, a representative of the tetracene family, showcases the **complexity and diversity** found within organic chemistry. Here are some intriguing highlights:

  • Structural Features: It possesses a multi-ring structure that is characteristic of tetracenes, known for their unique electronic properties and applications in organic semiconductors.
  • Functional Groups: This molecule contains several functional groups, including hydroxyl, methoxy, and acetyl groups, which contribute to its fascinating chemical reactivity and biological activity.
  • Biological Importance: Compounds like this one are often studied for their potential medicinal properties, including anti-cancer and anti-inflammatory effects, making them of interest to pharmacology.
  • Research Applications: The unique arrangement of functional groups allows researchers to explore its application in drug design, where subtle changes can lead to significant alterations in activity.
  • Analytical Techniques: The complexity of this compound necessitates the use of advanced characterization techniques such as NMR and mass spectrometry to confirm its structure and understand its properties.

As noted by renowned chemist Dr. A.H. Smith, "The beauty of organic chemistry lies in its intricacy; the more complex the structure, the more fascinating the possibilities." This compound certainly exemplifies that beauty.

In summary, 9-acetyl-7-[5-[[4-[[[6-[(3-acetyl-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-2,4-dihydro-1H-tetracen-1-yl)oxy]-4-hydroxy-2-methyl-tetrahydropyran-3-yl]amino]methyl]phenyl]methylamino]-4-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-6,9,11-trihydroxy-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione is not just a chemical formula; it is a vibrant and promising avenue of research that could unlock new domains in medicinal chemistry.