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Spiramycin

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Identification
Molecular formula
C43H74N2O14
CAS number
8025-81-8
IUPAC name
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
State
State
Spiramycin is typically used in its salt form (such as spiramycin adipate), which comes as an amorphous or crystalline solid.
Melting point (Celsius)
108.00
Melting point (Kelvin)
381.15
Boiling point (Celsius)
280.00
Boiling point (Kelvin)
553.15
General information
Molecular weight
843.05g/mol
Molar mass
843.0400g/mol
Density
1.2250g/cm3
Appearence

Spiramycin appears as a white or slightly yellow amorphous powder. It is very hygroscopic and readily absorbs moisture from the air, which can affect its stability and handling. It is practically odorless and has a bitter taste.

Comment on solubility

Solubility of 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

The compound C43H74N2O14 exhibits notable characteristics in terms of solubility, which can be influenced by several factors:

  • Polarity: The presence of hydroxyl (–OH) and methoxy (–OCH3) groups contributes to the overall polarity of the molecule, enhancing its potential to dissolve in polar solvents such as water and alcohols.
  • Hydrophobic Regions: Conversely, the extensive hydrocarbon (alkyl) chains can lead to hydrophobic interactions, making the compound less soluble in polar environments, and more compatible with non-polar solvents.
  • Hydrogen Bonding: The hydroxyl groups may engage in hydrogen bonding, which plays a significant role in solubility. This interaction can also facilitate dissolution in biologically relevant solvents.

In summary, the solubility of this compound can be described as moderate to low in water but potentially better in organic solvents. This dual character reflects the complexity of its molecular structure and highlights the need for careful consideration in applications involving solubility.


Interesting facts

Interesting Facts about 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 fascinating compound is an example of a complex organic molecule, showcasing the intricate designs that nature and synthetic chemistry can achieve. Known for its unique structural features, this compound is laden with various functional groups that contribute to its potential biological activities and applications. Here are some intriguing points about this compound:

  • Structural Diversity: The presence of multiple tetrahydropyran rings introduces significant 3D conformation possibilities, allowing for unique interactions with biological systems.
  • Multi-functional Groups: With components like dimethylamino and methoxy moieties, this molecule demonstrates a diversity that may affect its chemical reactivity and pharmacological profile.
  • Biological Relevance: Compounds of this nature, often investigated in drug discovery, may exhibit interesting pharmacological properties, such as antitumor or antimicrobial activities.
  • Application Potential: The complex structure suggests that it could serve as a lead compound for developing new therapeutic agents or as a scaffold in chemical biology.
  • Electronic and Steric Effects: The arrangement of methyl and hydroxy groups may influence the compound's reactivity, making it an interesting topic for study in stereochemistry and reactivity patterns.

As scientists continue to explore and unpack the intricacies of compounds like this one, they pave the way for new discoveries in medicinal chemistry and beyond. Who knows what potential lies hidden within such structural complexity?

Synonyms
oleandomycin
3922-90-5
12-[(2,6-dideoxy-3-O-methylhexopyranosyl)oxy]-6-hydroxy-5,7,8,11,13,15-hexamethyl-4,10-dioxo-1,9-dioxaspiro[2.13]hexadec-14-yl 3,4,6-trideoxy-3-(dimethylamino)hexopyranoside
MLS006011453
STK177327
AKOS005410794
SMR004703255
NS00006085