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Fusidic acid

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Identification
Molecular formula
C31H48O6
CAS number
6989-23-1
IUPAC name
(4R,8S,9S,10R)-13-(3-furyl)-9-(hydroxymethyl)-4,8,10,12-tetramethyl-7-oxo-16-oxatetracyclo[8.6.0.03,8.011,15]hexadeca-5,11-diene-2,4-dicarboxylic acid
State
State

At room temperature, fusidic acid is in a solid crystalline state. It usually exists in its pure form as a powder, which allows it to be incorporated into various dosage forms, including creams and gels for medical applications.

Melting point (Celsius)
210.00
Melting point (Kelvin)
483.15
Boiling point (Celsius)
357.15
Boiling point (Kelvin)
630.15
General information
Molecular weight
516.70g/mol
Molar mass
516.7000g/mol
Density
1.2900g/cm3
Appearence

Fusidic acid appears as a white or almost white crystalline powder. It is practically insoluble in water but soluble in ethanol and in methanol, providing a creamy or whitish suspension in aqueous solutions. Due to its crystalline nature, it might reflect light giving it a shiny touch under direct light.

Comment on solubility

Solubility of (4R,8S,9S,10R)-13-(3-furyl)-9-(hydroxymethyl)-4,8,10,12-tetramethyl-7-oxo-16-oxatetracyclo[8.6.0.03,8.011,15]hexadeca-5,11-diene-2,4-dicarboxylic acid

The solubility of the compound C31H48O6 can be intriguing, especially considering its complex structure and functional groups. Here are some key points to consider:

  • Polar vs Axial Functionality: The presence of multiple hydroxymethyl and carboxylic acid groups suggests potential for significant hydrogen bonding with solvents.
  • Solvent Compatibility: This compound is likely to exhibit solubility in polar solvents such as:
    • Water
    • Alcohols (e.g., ethanol, methanol)
  • Limited Solubility Indicators: The large hydrophobic regions introduced by the multiple methyl groups may hinder solubility in non-polar solvents (e.g., hexane, toluene).
  • Comparative Solubility: Similar compounds with multiple hydroxyl and carboxyl groups have shown better solubility in aqueous media and moderate solubility in organic solvents.

Experimental data would provide more clarity, as the unique structural features of this compound may influence its solubility profile in ways that are currently unpredictable. A thorough investigation into solvent interactions could reveal surprising behaviors.


In conclusion, while the general expectation might lean towards increased solubility in polar environments due to functional groups, the actual solubility of C31H48O6 would need to be thoroughly assessed through empirical testing to establish precise solubility characteristics.

Interesting facts

Interesting Facts about (4R,8S,9S,10R)-13-(3-furyl)-9-(hydroxymethyl)-4,8,10,12-tetramethyl-7-oxo-16-oxatetracyclo[8.6.0.03,8.011,15]hexadeca-5,11-diene-2,4-dicarboxylic acid

This intriguing compound, with its complex structure and rich functional groups, is a fascinating subject of study for chemists and biochemists alike. Here are some interesting insights about this compound:

  • Unique Framework: The compound features a remarkable tetracyclic structure, which is a rare geometric arrangement in organic chemistry, allowing it to exhibit unique chemical behavior.
  • Functional Diversification: The presence of both furyl and hydroxymethyl groups adds significant versatility, opening up pathways for potential applications in pharmaceuticals and organic synthesis.
  • Biological Activity: Compounds with similar structures often demonstrate notable biological activity, including antimicrobial and anti-inflammatory properties. This invites further research into this compound’s potential therapeutic effects.
  • Stereochemistry: With designated stereocenters, the compound’s specific 3D orientation can lead to variations in biological activity and chemical reactivity, highlighting the importance of stereochemistry in drug design.

As we explore these captivating features, we can appreciate the intricate relationship between the structure and function of chemical compounds. The complexity and diversity within such compounds provide an endless source of inspiration for researchers and students in the field of chemistry.


In conclusion, the study of (4R,8S,9S,10R)-13-(3-furyl)-9-(hydroxymethyl)-4,8,10,12-tetramethyl-7-oxo-16-oxatetracyclo[8.6.0.03,8.011,15]hexadeca-5,11-diene-2,4-dicarboxylic acid serves as a reminder of the beauty and complexity that can be found in chemical structures, fuelling scientific curiosity and innovation.

Synonyms
NIMBIC ACID
11030-74-3
18,24-Dinor-11,12-secochola-2,13,20,22-tetraene-4,11-dicarboxylic acid, 7,15:21,23-diepoxy-6-hydroxy-4,8-dimethyl-1-oxo-, 11-methyl ester, (4alpha,5alpha,6alpha,7alpha,15beta,17alpha)-
DTXSID70911573
(4R,8S,9S,10R)-13-(furan-3-yl)-9-(hydroxymethyl)-4,8,10,12-tetramethyl-7-oxo-16-oxatetracyclo[8.6.0.03,8.011,15]hexadeca-5,11-diene-2,4-dicarboxylic acid
2-(Furan-3-yl)-10-(hydroxymethyl)-1,6,9a,10a-tetramethyl-9-oxo-3,3a,4a,5,5a,6,9,9a,10,10a-decahydro-2H-cyclopenta[b]naphtho[2,3-d]furan-5,6-dicarboxylic acid