Doxorubicin

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Identification

Molecular formula
C27H29N1O11
CAS Number
23214-92-8
IUPAC Name
(7S,9S)-9-acetyl-7-[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-6,9,11-trihydroxy-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione
Molecular Weight
543.53g/mol
Melting Point
(Celsius)
Boiling Point
(Celsius)
Density
1.6000g/cm3
Synonyms
daunorubicin
Interesting facts

Interesting Facts about (7S,9S)-9-acetyl-7-[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-6,9,11-trihydroxy-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione

This complex organic compound is a fascinating example of the intricate chemistry found in natural products, often serving as a pivotal structure in various biological and chemical contexts. Here are some noteworthy aspects:

  • Natural Product Derivative: This compound is derived from the tetracene family, which is known for its unique properties and potential applications in organic electronics and photonic devices.
  • Biomedical Relevance: Its structural components, particularly the tetrahydropyran and methoxy groups, may impart biological activity, making it a candidate for research in pharmaceuticals, especially in areas related to antibacterial or anticancer agents.
  • Chirality and Stereochemistry: This compound showcases an intricate stereochemical arrangement. The specific configuration at multiple chiral centers can greatly influence its biological activity and interaction with biological macromolecules.
  • Hydroxyl Groups: The presence of hydroxyl groups in its structure aids in hydrogen bonding, potentially enhancing the compound's solubility and interaction with other molecules, which is essential for its activity.
  • Complex Synthetic Pathways: Due to its complex structure, synthesizing this compound requires advanced techniques in organic synthesis, including multiple steps of functional group transformation and stereoselective reactions, highlighting the skill level needed for chemists working with such compounds.

In summary, the study of (7S,9S)-9-acetyl-7-[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-6,9,11-trihydroxy-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione not only enriches our understanding of chemical synthesis but also opens new avenues for research in drug development and materials science. As highlighted by the saying, "The wonders of chemistry lie in the complexity and beauty of its structures."

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