Cas no 74048-41-2 (9,11-Anhydro Fusidic Acid)

9,11-Anhydro Fusidic Acid is a derivative of fusidic acid, a steroidal antibiotic known for its potent activity against Gram-positive bacteria, particularly Staphylococcus species. This compound is characterized by the absence of the 9,11-hydroxyl groups, which may influence its pharmacokinetic and antimicrobial properties. It retains the ability to inhibit bacterial protein synthesis by binding to elongation factor G (EF-G), making it a valuable candidate for research in antibiotic resistance and structure-activity relationships. Its modified structure offers potential advantages in stability, solubility, or reduced susceptibility to bacterial resistance mechanisms. This derivative is primarily used in scientific studies to explore novel antibacterial agents and optimize fusidic acid-based therapeutics.
9,11-Anhydro Fusidic Acid structure
9,11-Anhydro Fusidic Acid structure
Product Name:9,11-Anhydro Fusidic Acid
CAS No:74048-41-2
MF:C31H46O5
MW:498.693950176239
CID:1060141
PubChem ID:127256182
Update Time:2025-10-31

9,11-Anhydro Fusidic Acid Chemical and Physical Properties

Names and Identifiers

    • 9,11-Anhydro Fusidic Acid
    • (2Z)-2-[(3R,4S,5S,8R,10S,13R,14S,16R)-16-acetyloxy-3-hydroxy-4,8,10,14-tetramethyl-2,3,4,5,6,7,12,13,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-ylidene]-6-methylhept-5-enoic acid
    • (8α,13α,14β,17Z)-16β-Acetoxy-3α-hydroxy-9,11-didehydro-29-nor-5α-dammara-17(20),24-dien-21-oic acid
    • A,13
    • A,14
    • A,16
    • A,17Z)-16-(Acetyloxy)-3-hydroxy-29-nordammara-9(11),17(20),24-trien-21-oic Acid
    • A,4
    • A,8
    • Fusidic acid EP Impurity L
    • Fusidic Acid Impurity L(EP)
    • (2Z)-2-[(3R,4S,5S,8R,10S,13R,14S,16S)-16-acetyloxy-3-hydroxy-4,8,10,14-tetramethyl-2,3,4,5,6,7,12,13,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-ylidene]-6-methylhept-5-enoic acid
    • 9,11-Anhydrofusidic Acid
    • ent-(17Z)-16alpha-(acetyloxy)-3beta-hydroxy-4beta,8,14-trimethyl-18-nor-5beta,10alpha-cholesta-9(11),17(20),24-trien-21-oic acid
    • FUSIDIC ACID IMPURITY L [EP IMPURITY]
    • 74048-41-2
    • RZD6436JQV
    • 29-Nordammara-9(11),17(20),24-trien-21-oic acid, 16-(acetyloxy)-3-hydroxy-, (3alpha,4alpha,8alpha,13alpha,14beta,16beta,17Z)-
    • (3?,4?,8?,13?,14?,16?,17Z)-16-(Acetyloxy)-3-hydroxy-29-nordammara-9(11),17(20),24-trien-21-oic Acid; 9,11-Anhydrofusidic Acid; Fusidic Acid EP Impurity L
    • (8alpha,13alpha,14beta,17Z)-16beta-Acetoxy-3alpha-hydroxy-9,11-didehydro-29-nor-5alpha-dammara-17(20),24-dien-21-oic acid
    • Inchi: 1S/C31H46O5/c1-18(2)9-8-10-21(28(34)35)27-23-11-12-26-29(5)15-14-24(33)19(3)22(29)13-16-30(26,6)31(23,7)17-25(27)36-20(4)32/h9,12,19,22-25,33H,8,10-11,13-17H2,1-7H3,(H,34,35)/b27-21-/t19-,22-,23-,24+,25-,29-,30-,31-/m0/s1
    • InChI Key: XLGDRQJDRPAHDF-KRMCRKKPSA-N
    • SMILES: O(C(C)=O)[C@@H]1/C(=C(\C(=O)O)/CC/C=C(\C)/C)/[C@@H]2CC=C3[C@@]4(C)CC[C@H]([C@@H](C)[C@@H]4CC[C@]3(C)[C@@]2(C)C1)O

Computed Properties

  • Exact Mass: 498.33500
  • Monoisotopic Mass: 498.33452456g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 36
  • Rotatable Bond Count: 6
  • Complexity: 1020
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 8
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 1
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 6.1
  • Topological Polar Surface Area: 83.8?2

Experimental Properties

  • PSA: 83.83000
  • LogP: 6.61540

9,11-Anhydro Fusidic Acid Security Information

9,11-Anhydro Fusidic Acid Pricemore >>

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Additional information on 9,11-Anhydro Fusidic Acid

Introduction to 9,11-Anhydro Fusidic Acid (CAS No: 74048-41-2) and Its Significance in Modern Medicinal Chemistry

9,11-Anhydro Fusidic Acid, identified by the chemical compound code CAS No: 74048-41-2, represents a cornerstone in the realm of synthetic and medicinal chemistry. This compound, derived from the natural fermentation product fusidic acid, has garnered significant attention due to its unique structural framework and remarkable biological activities. The anhydro modification at the 9 and 11 positions introduces a distinct chemical profile, enhancing its pharmacological potential while maintaining a high degree of specificity in targeting bacterial infections.

The significance of 9,11-Anhydro Fusidic Acid extends beyond its conventional role as an antibiotic precursor. Recent advancements in chemical biology have highlighted its utility as a key intermediate in the synthesis of novel antimicrobial agents. The modified structure not only imparts enhanced stability but also facilitates further derivatization, enabling the development of next-generation therapeutics capable of overcoming emerging antibiotic resistance mechanisms.

In the context of modern pharmaceutical research, 9,11-Anhydro Fusidic Acid has been integrated into innovative drug design strategies. Its molecular scaffold serves as a versatile platform for generating compounds with improved pharmacokinetic properties and reduced side effects. This adaptability is particularly crucial in addressing the growing global challenge of antibiotic-resistant pathogens, where traditional antibiotics are becoming increasingly ineffective.

The synthesis of 9,11-Anhydro Fusidic Acid involves intricate chemical methodologies that underscore its complexity and value. Researchers have developed sophisticated synthetic routes that optimize yield and purity while minimizing environmental impact. These advancements align with the broader industry trend toward sustainable chemistry, ensuring that the production of this vital compound remains both efficient and ecologically responsible.

Recent clinical studies have demonstrated the promising potential of derivatives of 9,11-Anhydro Fusidic Acid in treating difficult-to-treat infections. By leveraging its unique structural features, scientists have engineered analogs that exhibit potent activity against a range of Gram-positive bacteria, including those resistant to conventional antibiotics. Such findings underscore the enduring relevance of this compound in addressing critical healthcare challenges.

The role of CAS No: 74048-41-2 in academic research cannot be overstated. It serves as a fundamental reference point for students and researchers alike, illustrating the principles of stereochemistry, heterocyclic chemistry, and bioorganic synthesis. Its study provides insights into how subtle modifications can significantly alter biological activity, a principle that is pivotal in drug discovery and development.

Looking ahead, the future applications of 9,11-Anhydro Fusidic Acid are poised to expand further. Emerging fields such as nanomedicine and targeted drug delivery systems are exploring its integration into advanced therapeutic modalities. These innovations hold the promise of delivering antibiotics more precisely to infection sites, thereby reducing systemic side effects and improving patient outcomes.

The global pharmaceutical landscape continues to evolve, with an increasing emphasis on personalized medicine and precision therapeutics. Within this framework, 9,11-Anhydro Fusidic Acid stands out as a compound with multifaceted potential. Its ability to serve as both a scaffold for drug development and a reference compound for academic research makes it an indispensable asset in the ongoing battle against bacterial infections.

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