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Erythromycin

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Identification
Molecular formula
C37H67NO13
CAS number
114-07-8
IUPAC name
2-[6-[5-(4,5-dihydroxy-4,6-dimethyl-tetrahydropyran-2-yl)oxy-4-(dimethylamino)-3-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-10-[5-(dimethylamino)-6-methyl-tetrahydropyran-2-yl]oxy-4-hydroxy-5-methoxy-9,16-dimethyl-2-oxo-1-oxacyclohexadeca-11,13-dien-7-yl]acetaldehyde
State
State
In its pure form at room temperature, erythromycin is a solid. It is commonly used in medicine as an antibiotic in different formulations including tablets and liquid suspensions.
Melting point (Celsius)
128.00
Melting point (Kelvin)
401.15
Boiling point (Celsius)
441.10
Boiling point (Kelvin)
714.25
General information
Molecular weight
733.94g/mol
Molar mass
733.9370g/mol
Density
1.1800g/cm3
Appearence

Erythromycin is typically available as a white to off-white crystalline powder. It is often formulated into tablets, capsules, or oral suspensions. In its solid form, it doesn't have a significant odor and can appear slightly hygroscopic.

Comment on solubility

Solubility of 2-[6-[5-(4,5-dihydroxy-4,6-dimethyl-tetrahydropyran-2-yl)oxy-4-(dimethylamino)-3-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-10-[5-(dimethylamino)-6-methyl-tetrahydropyran-2-yl]oxy-4-hydroxy-5-methoxy-9,16-dimethyl-2-oxo-1-oxacyclohexadeca-11,13-dien-7-yl]acetaldehyde (C37H67NO13)

This complex organic compound exhibits interesting solubility characteristics worthy of discussion. The solubility of such a large and structurally intricate molecule can largely depend on several factors:

  • Polarity: The presence of multiple hydroxyl (–OH) and methoxy (–OCH3) groups suggests a degree of polarity, which may enhance solubility in polar solvents like water or alcohols.
  • Hydrophobic Regions: Conversely, the long hydrocarbon chains within the molecule contribute to hydrophobic interactions, potentially reducing solubility in polar environments.
  • pH Sensitivity: As the compound contains amine groups (–NH2), its solubility might vary significantly with changes in pH, allowing for greater solubility in acidic or basic conditions.
  • Temperature Effects: Elevated temperatures can also increase solubility for many organic compounds, making it essential to consider when experimenting with this compound.

In general, one might expect that the solubility of the compound in water is limited due to its substantial molecular weight and possible hydrophobic character, but it may exhibit better solubility in organic solvents. Understanding the balance between its polar and non-polar features is essential for predicting its behavior in various environments.

Interesting facts

Interesting Facts about 2-[6-[5-(4,5-dihydroxy-4,6-dimethyl-tetrahydropyran-2-yl)oxy-4-(dimethylamino)-3-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-10-[5-(dimethylamino)-6-methyl-tetrahydropyran-2-yl]oxy-4-hydroxy-5-methoxy-9,16-dimethyl-2-oxo-1-oxacyclohexadeca-11,13-dien-7-yl]acetaldehyde

This compound is representative of a class of organic molecules that exhibits fascinating structural complexity and potential biological activity. Here are some notable points about it:

  • Structural Complexity: The compound features multiple functional groups, including hydroxyl (-OH), dimethylamino groups, and methoxy (-OCH3) which contribute to its unique properties.
  • Natural Product Derivation: Many compounds with similar structures are derived from natural sources, and this molecule may exhibit properties that align with traditional herbal remedies.
  • Potential Biological Activities: The presence of various hydroxyl groups hints at potential reactivity and interaction with biological systems, possibly influencing pharmacological activities.
  • Use in Medicinal Chemistry: Compounds with similar frameworks have promising applications in medicine, potentially acting as antitumor agents or possessing antioxidant properties.
  • Synthetic Challenges: The synthesis of such complex molecules often involves innovative and multi-step synthesis protocols, making them a subject of interest in synthetic organic chemistry.

Overall, the compound’s intricate structure exemplifies the diversity and potential of organic compounds in scientific research. As scientists continue to explore its properties, the molecule may contribute significantly to advances in therapeutic development.

Synonyms
spiramycin
Spiramycin I
8025-81-8
24916-50-5
2-[6-[5-(4,5-dihydroxy-4,6-dimethyloxan-2-yl)oxy-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-10-[5-(dimethylamino)-6-methyloxan-2-yl]oxy-4-hydroxy-5-methoxy-9,16-dimethyl-2-oxo-1-oxacyclohexadeca-11,13-dien-7-yl]acetaldehyde
BCP31237
spiramycin (undefined stereochemistry)
Q13023033
2-[(4R,5S,6S,7R,9R,10R,11E,13E,16R)-6-[5-(4,5-dihydroxy-4,6-dimethyloxan-2-yl)oxy-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-10-[5-(dimethylamino)-6-methyloxan-2-yl]oxy-4-hydroxy-5-methoxy-9,16-dimethyl-2-oxo-1-oxacyclohexadeca-11,13-dien-7-yl]acet
2-[(4R,5S,6S,7R,9R,10R,11E,13E,16R)-6-[5-(4,5-dihydroxy-4,6-dimethyloxan-2-yl)oxy-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-10-[5-(dimethylamino)-6-methyloxan-2-yl]oxy-4-hydroxy-5-methoxy-9,16-dimethyl-2-oxo-1-oxacyclohexadeca-11,13-dien-7-yl]acetaldehyde