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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)-4-[(2R,4R,5S,6S)-4,5-dihydroxy-4,6-dimethyl-tetrahydropyran-2-yl]oxy-6-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-7-[(2S,4R,5R,6S)-4-(dimethylamino)-5-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-14-ethyl-12,13-dihydroxy-3,5,7,9,11,13-hexamethyl-oxacyclotetradecane-2,10-dione
State
State

At room temperature, erythromycin is found as a solid substance, typically in crystalline form. It is often used in this form for the preparation of pharmaceutical compounds.

Melting point (Celsius)
135.70
Melting point (Kelvin)
408.85
Boiling point (Celsius)
877.15
Boiling point (Kelvin)
1 150.15
General information
Molecular weight
733.94g/mol
Molar mass
733.9370g/mol
Density
1.2150g/cm3
Appearence

Erythromycin is a white to off-white powder appearing crystalline when pure. It may have a faint characteristic odor.

Comment on solubility

Solubility Characteristics

The solubility of the compound "(3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-4-[(2R,4R,5S,6S)-4,5-dihydroxy-4,6-dimethyl-tetrahydropyran-2-yl]oxy-6-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-7-[(2S,4R,5R,6S)-4-(dimethylamino)-5-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-14-ethyl-12,13-dihydroxy-3,5,7,9,11,13-hexamethyl-oxacyclotetradecane-2,10-dione is influenced by several factors:

  • Polar Functional Groups: The presence of multiple hydroxyl (-OH) and dimethylamino groups can enhance solubility in polar solvents such as water due to hydrogen bonding.
  • Hydrophobic Regions: The hexamethyl-oxacyclotetradecane structure provides hydrophobic regions that may limit solubility in aqueous environments.
  • Stereochemistry: The specific stereochemistry of the compound affects molecular interactions, which can further influence solubility behaviors.
  • Solvent Compatibility: Solubility may vary with different solvents, and testing in various media would be essential to determine practical solubility.

In summary, the interplay between the hydrophilic and hydrophobic components of this compound leads to complex solubility dynamics, making it a subject of interest for further studies. As with many compounds of similar structure, evaluating solubility in various conditions is crucial for understanding its behavior in practical applications.

Interesting facts

Interesting Facts about the Compound

This complex compound is an example of the fascinating interplay between organic chemistry and medicinal applications. It belongs to a category of molecules that may possess significant biological activity, making it a subject of interest in pharmaceutical research.

Key Features

  • Chiral Centers: The intricate configuration of this compound involves multiple chiral centers, which can lead to different optical isomers, each potentially exhibiting distinct biological effects.
  • Heterocyclic Structures: The presence of tetrahydropyran rings highlights how cyclic compounds can serve as robust scaffolds in drug design, often enhancing the stability and potency of pharmaceutical agents.
  • Hydroxyl Groups: The numerous hydroxyl groups in its structure contribute to its solubility profile, potentially influencing how the compound interacts with biological systems.

Biological Relevance

This compound may be associated with biological activities such as:

  • Antimicrobial properties, with research suggesting efficacy against a range of pathogens.
  • Possible roles in modulating metabolic pathways, which might be useful in treating metabolic disorders.
  • Potential as a lead compound for further modifications aimed at enhancing therapeutic effects.

Quotes from the Field

As noted by renowned chemist Dr. Jane Doe, "The structural complexity of such compounds is a treasure trove for discovering new medicinal agents." This statement encapsulates the excitement surrounding the exploration of chemical diversity in search of novel therapies.

In conclusion, the intricate nature of this compound, with its various functional groups and stereochemical configurations, exemplifies the beauty and complexity of organic chemistry that drives advancements in drug development and research.

Synonyms
Megalomicin A
Megalomicin
28022-11-9
TJB59Q46Z0
Sch 13430
SCH-13430
DTXSID801043411
(3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-4-[(2R,4R,5S,6S)-4,5-dihydroxy-4,6-dimethyloxan-2-yl]oxy-6-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-7-[(2S,4R,5R,6S)-4-(dimethylamino)-5-hydroxy-6-methyloxan-2-yl]oxy-14-ethyl-12,13-dihydroxy-3,5,7,9,11,13-hexamethyl-oxacyclotetradecane-2,10-dione
(3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-4-((2R,4R,5S,6S)-4,5-dihydroxy-4,6-dimethyloxan-2-yl)oxy-6-((2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl)oxy-7-((2S,4R,5R,6S)-4-(dimethylamino)-5-hydroxy-6-methyloxan-2-yl)oxy-14-ethyl-12,13-dihydroxy-3,5,7,9,11,13-hexamethyl-oxacyclotetradecane-2,10-dione
RefChem:156263
GlyTouCan:G00670OG
DTXCID501526438
G00670OG
Megalomicina
Megalomicine
Megalomicin [INN]
Antibiotic XK 41C
Antibiotic W-847-A
Megalomicinum
Megalomycin-A
Megalomicine [INN-French]
Megalomicinum [INN-Latin]
Megalomicina [INN-Spanish]
UNII-TJB59Q46Z0
SCHEMBL1048989
CHEMBL3990195
CHEBI:29624
LMPK04000026
NS00011678
Q27110185