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Avermectin B1a

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Identification
Molecular formula
C48H72O14
CAS number
71751-41-2
IUPAC name
[(2S,4R,5R,6R,7R,11R,14S,16S)-14,16-dihydroxy-7,11-dimethyl-6-(6-oxopyran-3-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-5-yl] acetate
State
State

Avermectin B1a is typically in a solid state at room temperature, appearing as a crystalline powder.

Melting point (Celsius)
155.00
Melting point (Kelvin)
428.15
Boiling point (Celsius)
398.00
Boiling point (Kelvin)
671.15
General information
Molecular weight
873.11g/mol
Molar mass
873.1340g/mol
Density
1.2300g/cm3
Appearence

Avermectin B1a appears as a white to off-white crystalline powder. It is insoluble in water but soluble in organic solvents such as ethanol and methanol.

Comment on solubility

Solubility of [(2S,4R,5R,6R,7R,11R,14S,16S)-14,16-dihydroxy-7,11-dimethyl-6-(6-oxopyran-3-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-5-yl] acetate

The solubility of complex organic compounds like [(2S,4R,5R,6R,7R,11R,14S,16S)-14,16-dihydroxy-7,11-dimethyl-6-(6-oxopyran-3-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-5-yl] acetate can depend on various factors, primarily due to the intricacies of their molecular structure. The solubility can be influenced by:

  • Polarity: Compounds with hydroxyl groups typically exhibit enhanced solubility in polar solvents.
  • Molecular Weight: The larger the molecular weight, the lower the solubility, as is often the case in more complex organic structures.
  • Hydrophobic Interactions: Non-polar segments can repel water, thus reducing overall solubility.

In general, while compounds with multiple hydroxyl groups tend to have increased interaction with water, the presence of bulky hydrophobic structures may result in limited solubility. Furthermore, it is crucial to consider the solvent environment:

  • In aqueous solutions, variations in pH can impact the ionization states of hydroxyl groups.
  • In organic solvents such as ethanol or methanol, solubility may be significantly higher.

As stated, "solubility is key to understanding the bioavailability and potential applications of a compound." Hence, establishing the solubility profile of [(2S,4R,5R,6R,7R,11R,14S,16S)-14,16-dihydroxy-7,11-dimethyl-6-(6-oxopyran-3-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-5-yl] acetate is essential for its practical use in fields such as pharmaceuticals and biotechnology.

Interesting facts

Interesting Facts About the Compound

The compound known as [(2S,4R,5R,6R,7R,11R,14S,16S)-14,16-dihydroxy-7,11-dimethyl-6-(6-oxopyran-3-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-5-yl] acetate is a fascinating example in the study of complex organic molecules. Here are some captivating facts about this compound:

  • Structural Complexity: This compound features a highly intricate structure, characterized by a pentacyclic framework. Its elaborate design showcases the sophisticated nature of organic chemistry.
  • Stereochemistry: The presence of multiple stereocenters (indicated by the S and R configurations) presents intriguing challenges and opportunities for stereochemical studies, reflecting the importance of chirality in biochemical interactions.
  • Biological Significance: Compounds like this have significant roles in natural products and drug development. They may exhibit biological activities that warrant further exploration, potentially leading to therapeutic applications.
  • Functional Groups: The attachment of functional groups such as hydroxyl and acetoxy contributes to the compound's reactivity and potential interactions with other biological molecules.
  • Analytical Interest: Due to its complex structure, analytical techniques such as NMR spectroscopy and mass spectrometry play crucial roles in elucidating the details of this compound and confirming its identity.

In the field of organic chemistry, compounds like this one illustrate the beauty and complexity underlying molecular architecture. Researchers continually strive to understand such compounds better, which could unveil insights into their role in nature and their potential industrial applications.

Synonyms
[(2S,4R,5R,6R,7R,11R,14S,16S)-14,16-Dihydroxy-7,11-dimethyl-6-(6-oxopyran-3-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-5-yl] acetate
SCHEMBL21129736
CHEBI:80806
C16932
Q27149848