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Nystatin

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Identification
Molecular formula
C47H75NO17
CAS number
1400-61-9
IUPAC name
4-[2-[5-ethyl-5-[5-[6-hydroxy-6-(hydroxymethyl)-3,5-dimethyl-tetrahydropyran-2-yl]-3-methyl-tetrahydrofuran-2-yl]tetrahydrofuran-2-yl]-7-hydroxy-2,8-dimethyl-1,10-dioxaspiro[4.5]decan-9-yl]-3-methoxy-2-methyl-pentanoic acid
State
State

At room temperature, Nystatin is typically a solid substance, often prepared in a powder form for formulation into other dosage forms like tablets or suspensions.

Melting point (Celsius)
121.00
Melting point (Kelvin)
394.15
Boiling point (Celsius)
200.00
Boiling point (Kelvin)
473.15
General information
Molecular weight
926.07g/mol
Molar mass
925.0940g/mol
Density
1.3145g/cm3
Appearence

Nystatin is a polyene antifungal medication which appears as an amorphous powder that is light yellow to tan in color.

Comment on solubility

Solubility of 4-[2-[5-ethyl-5-[5-[6-hydroxy-6-(hydroxymethyl)-3,5-dimethyl-tetrahydropyran-2-yl]-3-methyl-tetrahydrofuran-2-yl]tetrahydrofuran-2-yl]-7-hydroxy-2,8-dimethyl-1,10-dioxaspiro[4.5]decan-9-yl]-3-methoxy-2-methyl-pentanoic acid

The solubility of complex organic compounds such as C47H75NO17 can be influenced by a variety of factors, leading to intriguing considerations:

  • Polar vs. Non-Polar: This compound contains multiple functional groups, including hydroxyl (-OH) and methoxy (-OCH3) groups, which tend to enhance its polarity. As a result, it is generally more soluble in polar solvents like water compared to non-polar solvents such as hexane.
  • Hydrogen Bonding: The presence of hydroxyl groups allows for hydrogen bonding, which can significantly increase solubility in polar solvents. As noted, "like dissolves like", suggesting enhanced solubility in environments that can engage in hydrogen interactions.
  • Molecular Size: The relatively high molecular weight and structural complexity may restrict solubility in lower polarity solvents, potentially leading to limited solubility even in polar environments.
  • Influence of Side Chains: Long alkyl chains and other structural moieties can affect the solubility profile, with branched chains contributing to hydrophobic characteristics that can negate the effects of polar functional groups.
  • Temperature Sensitivity: Increasing temperature often improves solubility for many organic compounds, allowing for better interaction within the solvent matrix.

In conclusion, predicting the solubility of this compound requires considering its intricate structure and various functional groups, making it a fascinating subject for further study. Understanding these solubility dynamics is crucial for applications in pharmaceuticals, where the bioavailability of such compounds may hinge on their ability to dissolve effectively.

Interesting facts

Exploring 4-[2-[5-ethyl-5-[5-[6-hydroxy-6-(hydroxymethyl)-3,5-dimethyl-tetrahydropyran-2-yl]-3-methyl-tetrahydrofuran-2-yl]tetrahydrofuran-2-yl]-7-hydroxy-2,8-dimethyl-1,10-dioxaspiro[4.5]decan-9-yl]-3-methoxy-2-methyl-pentanoic acid

This compound is a complex organic molecule with a fascinating structural arrangement that captures the interest of chemists and molecular biologists alike. Here are some key facts that highlight its significance:

  • Structural Intricacy: The compound showcases a multitude of rings and functional groups, resulting in a highly branched structure. This complexity can impact the compound's biological activity and potential applications.
  • Biological Relevance: Compounds of this nature often exhibit biological activity, making them candidates for research in pharmaceuticals. Exploring their therapeutic potential is an exciting field for medicinal chemists, particularly for developing new treatments.
  • Synthetic Challenges: The synthesis of such a large and intricately arranged compound presents unique challenges. Chemists must employ various strategies such as multi-step synthesis and advanced coupling techniques to construct the molecule efficiently.
  • Interdisciplinary Applications: The complexity of this compound makes it relevant in various fields, including organic chemistry, biochemistry, and pharmacology, inviting collaboration among scientists across disciplines.

As one researcher noted, “Understanding the structure of complex compounds can unlock new pathways for scientific advancements.” This compound epitomizes the importance of structure-function relationships in chemistry, where the arrangement of atoms not only defines the molecule's properties but also holds the key to its applications in real-world scenarios.

In summary, the compound is a remarkable example of structural diversity in organic chemistry, demonstrating the interplay between complexity and functionality. It's these intricate compounds that drive innovation in drug design and development, paving the way for potential breakthroughs in healthcare.

Synonyms
monensin
17090-79-8
Rumensin
Coban (Salt/Mix)
Romensin (Salt/Mix)
Rumensin (Salt/Mix)
NSC343257
MLS006011801
SCHEMBL1143131
CHEMBL4788880
DTXSID10860197
GAOZTHIDHYLHMS-UHFFFAOYSA-N
BCP30259
AKOS015842889
1,6-Dioxaspiro[4.5]decane-7-butyric acid, 2-[5-ethyltetrahydro-5-[tetrahydro-3-methyl-5-[tetrahydro-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyl-2H-pyran-2-yl]-2-furyl]-2-furyl]-9-hydroxy-.beta.-methoxy-.alpha.,.gamma.,2,8-tetramethyl-
SMR004703486
Monensic acid;Monensin A; Elancoban; Rumensin
1, 2-[5-ethyltetrahydro-5-[tetrahydro-3-methyl-5-[tetrahydro-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyl-2H-pyran-2-yl]-2-furyl]-2-furyl]-9-hydroxy-.beta.-methoxy-.alpha.,.gamma.,2,8-tetramethyl-, monosodium salt
1,6-Dioxaspiro[4.5]decane-7-butanoic acid, 2-[2-ethyloctahydro-3'-methyl-5'-[tetrahydro-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyl-2H-pyran-2-yl][2,2'-bifuran]-5-yl]-9-hydroxy-.beta.-methoxy-.alpha.,.gamma.,2,8-tetramethyl-
2-[2-Ethyloctahydro-3'-methyl-5'-[tetrahydro-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyl-2H-pyran-2-yl][2,2'-bifuran-5-yl]]-9-hydroxy-.beta.-methoxy-.alpha.,.gamma.,2,8-tetramethyl-1,6-dioxapsiro[4.5]decan-7-butanoic acid
4-(2-{2-Ethyl-5'-[6-hydroxy-6-(hydroxymethyl)-3,5-dimethyloxan-2-yl]-3'-methyl[2,2'-bioxolan]-5-yl}-9-hydroxy-2,8-dimethyl-1,6-dioxaspiro[4.5]decan-7-yl)-3-methoxy-2-methylpentanoic acid
Stereoisomer of 2-[2-ethyloctahydro-3'-methyl-5'-[tetrahydro-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyl-2H-pyran-2-yl][2,2'-bifuran-5-yl]]-9-hydroxy-.beta.-methoxy-.alpha.,.gamma.,2,8-tetramethyl-1,6-dioxaspiro[4.5]decan-7-butanoic acid