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Erythromycin

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Identification
Molecular formula
C37H67NO13
CAS number
114-07-8
IUPAC name
(3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-6-[(2R,3S,4R,6S)-4-(dimethylamino)-3-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-14-ethyl-7,12,13-trihydroxy-4-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyl-tetrahydropyran-2-yl]oxy-3,5,7,9,11,13-hexamethyl-oxacyclotetradecane-2,10-dione
State
State

Erythromycin is typically in a solid state at room temperature, ideal for various pharmaceutical formulations.

Melting point (Celsius)
135.00
Melting point (Kelvin)
408.15
Boiling point (Celsius)
849.00
Boiling point (Kelvin)
1 122.15
General information
Molecular weight
733.94g/mol
Molar mass
733.9380g/mol
Density
1.2305g/cm3
Appearence

Erythromycin is a white or slightly yellow crystalline powder, often used in the form of its esters or salts for pharmaceutical purposes. It may also appear in a finely powdered form for easier compounding.

Comment on solubility

Solubility Profile

The solubility of the compound (3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-6-[(2R,3S,4R,6S)-4-(dimethylamino)-3-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-14-ethyl-7,12,13-trihydroxy-4-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyl-tetrahydropyran-2-yl]oxy-3,5,7,9,11,13-hexamethyl-oxacyclotetradecane-2,10-dione can be quite complex due to its large and intricate structure. Here are some key points to consider:

  • Polarity: The compound contains multiple hydroxyl groups and other polar functional groups, which generally enhance solubility in polar solvents such as water.
  • Nonpolar Characteristics: Conversely, the presence of long hydrocarbon chains might promote solubility in nonpolar solvents like hexane or benzene.
  • Potential for Hydrogen Bonding: The hydroxyl groups can engage in hydrogen bonding, increasing solubility in highly polar environments.
  • Influence of Structure: The stereochemistry of the compound could further complicate solubility patterns, affecting how it interacts with solvents.

In summary, this compound's solubility will be influenced by its intricate balance of polar and nonpolar characteristics. It could be expected to exhibit variable solubility in different solvents, emphasizing the complexity that compounds of such structural diversity can introduce. As with many organic compounds, experimentation is essential to determine the precise solubility characteristics.

Interesting facts

Interesting Facts about the Compound

This fascinating compound is a complex organic molecule known for its intricate structure and potential biological activities. Here are some remarkable aspects of this compound that intrigue scientists and chemistry students alike:

  • Stereochemistry: The compound features multiple stereocenters, which means it can exist in different forms (isomers). This is important in the field of medicinal chemistry, as the configuration of atoms can greatly influence the biological activity of a compound.
  • Natural Product Derivation: Many compounds with similar structures are derived from natural sources, which raises interest in researching their potential as new pharmaceuticals or therapeutic agents.
  • Functional Groups: The presence of hydroxyl (-OH) groups suggests that the compound may exhibit hydrogen bonding interactions, enhancing its solubility and reactivity, which is crucial in biological systems.
  • Dimethylamino Group: This substituent indicates potential pharmacological action, as dimethylamino groups are often found in a variety of bioactive compounds.
  • Antioxidant Properties: Many compounds with advanced hydroxyl groups display antioxidant behavior, potentially protecting cells from oxidative stress.
  • Versatility: The combination of tetrahydropyran rings and varied substituents contributes to its ability to act on diverse biological targets, making it a compound of interest in drug discovery.

In summary, this compound exemplifies the elegance of organic chemistry and the complexity of molecular design. Its potential applications in medicinal chemistry make it a key subject for further exploration, highlighting the perpetual quest for new treatments and discoveries in the field.

Synonyms
Eryhtromycin A
BDBM50127141
Erythromycin A, T-Stat, Pantomicina, HSDB 3074, Erytab, DRG-0279
(3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-6-[(2R,3S,4R,6S)-4-(dimethylamino)-3-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-14-ethyl-7,12,13-trihydroxy-4-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyl-tetrahydropyran-2-yl]oxy-3,5,7,9,11,13-hexamethyl-oxacyclotetradecane-2,10-dione
(3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-6-{[(2R,3S,4R,6S)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy}-14-ethyl-7,12,13-trihydroxy-4-{[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy}-3,5,7,9,11,13-hexamethyl-1-oxacyclotetradecane-2,10-dione
11-(4-dimethylamino-3-hydroxy-6-methyltetrahydro-2H-2-pyranyloxy)-3-ethyl-4,5,10-trihydroxy-13-(5-hydroxy-4-methoxy-4,6-dimethyltetrahydro-2H-2-pyranyloxy)-4,6,8,10,12,14-hexamethyl-2-oxacyclotetradecane-1,7-dione
6-(4-Dimethylamino-3-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-14-ethyl-7,12,13-trihydroxy-4-(5-hydroxy-4-methoxy-4,6-dimethyl-tetrahydro-pyran-2-yloxy)-3,5,7,9,11,13-hexamethyl-oxacyclotetradecane-2,10-dione