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Nystatin

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Identification
Molecular formula
C47H75NO17
CAS number
1400-61-9
IUPAC name
3-[(3S,5S,10R,13R,14S,17R)-3-[(2R,5S)-3,5-dihydroxy-4-methoxy-6-methyl-tetrahydropyran-2-yl]oxy-5,14-dihydroxy-10,13-dimethyl-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
State
State

Nystatin is typically found as a solid at room temperature.

Melting point (Celsius)
27.00
Melting point (Kelvin)
300.15
Boiling point (Celsius)
315.00
Boiling point (Kelvin)
588.15
General information
Molecular weight
926.12g/mol
Molar mass
926.1140g/mol
Density
1.2600g/cm3
Appearence

Nystatin is an off-white to yellowish powder. It is generally amorphous and hygroscopic in nature.

Comment on solubility

Solubility of 3-[(3S,5S,10R,13R,14S,17R)-3-[(2R,5S)-3,5-dihydroxy-4-methoxy-6-methyl-tetrahydropyran-2-yl]oxy-5,14-dihydroxy-10,13-dimethyl-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one

The solubility of this complex organic compound is influenced by various factors due to its intricate structure. Here are some key points regarding its solubility:

  • Polarity: The presence of numerous hydroxyl (-OH) groups suggests a degree of polarity, which could enhance solubility in polar solvents like water.
  • Hydrophobic regions: However, the extensive hydrocarbon framework may reduce solubility in polar solvents while increasing solubility in nonpolar solvents such as organic solvents.
  • Tetrahydropyran group: The cyclic structure of the tetrahydropyran might stabilize the compound, potentially impacting its solubility dynamics.
  • Functional groups: The existence of various functional groups (like methoxy and hydroxy) often facilitates hydrogen bonding, influencing solubility in mixed solvent systems.

To summarize, the compound's solubility can be described as:

  1. Possibly soluble in polar solvents due to multiple hydroxyl groups.
  2. Potentially more soluble in nonpolar organic solvents because of the bulky hydrocarbon structure.
  3. Solubility may be variable based on the solvent system employed and the concentration.

In conclusion, while the solubility of this compound remains complex and multifaceted, understanding its structural components can provide insights into its interactions in various solvent systems.

Interesting facts

Interesting Facts about 3-[(3S,5S,10R,13R,14S,17R)-3-[(2R,5S)-3,5-dihydroxy-4-methoxy-6-methyl-tetrahydropyran-2-yl]oxy-5,14-dihydroxy-10,13-dimethyl-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one

This intricate molecule is a fascinating member of the class of compounds known as steroids, recognized for their varied biological activities and complex structures. Some interesting facets concerning this compound include:

  • Biological Significance: Many compounds with similar frameworks are known for their role in hormones and signaling pathways within living organisms. They play crucial roles in processes such as growth, metabolism, and immune function.
  • Stereochemistry: The detailed stereochemistry illustrated by the various chiral centers in the compound indicates that it may exhibit unique pharmacological properties. In many cases, the different isomers of such compounds can lead to variations in activity and efficacy.
  • Modifications: The presence of functional groups like dihydroxy and methoxy suggests potential for reactivity and biological interactions, making this compound a prime candidate for further research in medicinal chemistry.
  • Historical Context: The exploration of compounds similar to this one has historical significance in the field of drug discovery, often leading to the development of therapeutics that target specific diseases, including cancer and metabolic disorders.

In conclusion, this compound not only holds potential for biological activity but also serves as an exciting platform for students and researchers to delve into the realms of organic chemistry and pharmacology. Each unique aspect of its structure offers a glimpse into the complexity and beauty of chemical compounds.

Synonyms
Emicymarin
514-42-1
3-[(3S,5S,10R,13R,14S,17R)-3-[(2R,5S)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-5,14-dihydroxy-10,13-dimethyl-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
Periplogenin-D-digitalosid
Periplogenin-D-digitalosid [German]
BRN 0101138
4-18-00-02440 (Beilstein Handbook Reference)
DTXSID10965712
5-beta-Card-20(22)-enolide, 3-beta-((6-deoxy-3-O-methyl-D-galactopyranosyl)oxy)-5,14-dihydroxy-
3-[(6-Deoxy-3-O-methylhexopyranosyl)oxy]-5,14-dihydroxycard-20(22)-enolide