Spiramycin

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Identification

Molecular formula
C43H74N2O14
CAS Number
8025-81-8
IUPAC Name
(3S,5S,6S,7R,8S,9R,12R,13R,14S,15R)-6-[4-(dimethylamino)-3-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-14-hydroxy-8-(5-hydroxy-4-methoxy-6-methyl-tetrahydropyran-2-yl)oxy-5,7,9,12,13,15-hexamethyl-1,11-dioxaspiro[2.13]hexadecane-10,16-dione
Molecular Weight
843.06g/mol
Melting Point
(Celsius)
Boiling Point
(Celsius)
Density
1.2800g/cm3
Synonyms
Prestwick0_000152
Interesting facts

Interesting Facts about (3S,5S,6S,7R,8S,9R,12R,13R,14S,15R)-6-[4-(dimethylamino)-3-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-14-hydroxy-8-(5-hydroxy-4-methoxy-6-methyl-tetrahydropyran-2-yl)oxy-5,7,9,12,13,15-hexamethyl-1,11-dioxaspiro[2.13]hexadecane-10,16-dione

This complex organic compound features a unique spiro structure, which is characterized by two or more rings sharing a pair of atoms. Its intricate arrangement of substituents results in intriguing biological activity, making it a subject of interest in medicinal chemistry.

Key Features

  • Stereochemical Diversity: The compound contains multiple stereogenic centers, highlighting its chirality that could influence its pharmacological properties.
  • Dimethylamino Group: The presence of the dimethylamino functional group often enhances the compound's ability to interact with biological systems, potentially improving its efficacy as a drug.
  • Hydroxyl Groups: The multiple hydroxyl groups present in the structure may participate in hydrogen bonding, affecting solubility and interaction with biological macromolecules.
  • Tetrahydropyran Units: These structural motifs are common in natural products and can contribute to the compound's bioactivity, possibly mimicking sugars or other biologically relevant molecules.

Given its complexity, this compound may serve as a template for synthesizing novel pharmaceuticals. As chemists and biochemists continue to explore its properties, it’s exciting to consider how such a structure could lead to new treatments or therapeutic agents.

In the words of a prominent chemist, "The beauty of chemistry lies in its ability to create complexity from simplicity." The synthesis and study of compounds like this one exemplify that philosophy.

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