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    Fusidic acid

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      Fusidic acid

      SKU
      F0226

      Category: Antibiotics

      Synonyms
      Ramycin, Fusidinic Acid, NSC 56192, SQ 16603
      6990-06-3
      CAS-Number
      C31H48O6
      Molecular Formula
      516.71
      Molecular Weight

      For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

      • Product Data
      • Handling
      • Safety Information
      • Details

      Specifications

      Purity
      ≥98% (TLC)
      Appearance
      White to off-white powder
      Identity
      1H-NMR

      Properties

      Solvents
      Soluble in ethanol (20mg/ml), DMSO or chloroform.
      Shipping
      AMBIENT
      Short Term Storage
      RT
      Long Term Storage
      +4°C
      Handling Advice
      Protect from light and moisture.
      Use / Stability
      Stable for at least 2 years after receipt when stored at +4°C.
      Hazard statements
      H302
      Precautionary statements
      P264 - P270 - P301 + P312 + P330 - P501
      GHS Symbol
      GHS07
      Signal word
      Warning
      Transportation
      Not dangerous goods
      Description
      The tetracyclic triterpenoid is a fusidane antibiotic originally isolated from F. coccineum. It is active against the Gram-positive bacteria S. aureus, S. pyogenes, C. diphtheriae, B. subtilis, and C. tetani but not the Gram-negative bacteria E. coli, S. typhimurium, and P. vulgaris or the fungi C. albicans and A. fumigatus. This antibacterial agent inhibits bacterial protein synthesis by preventing the release of translation elongation factor G (EF-G) from ribosomes. Fusidic acid has immunomodulatory effects and inhibits the inhibitory and activating effects of interleukins IL-1 and IL-6 on glucose-induced insulin production and exhibits antidiabetic effects in a rat moδ Fusidic acid improves the symptoms of colitis in rats and inhibits the growth of Toxoplasma gondii and Listeria monocytogenes EGD in vitro, but not in mice.
      Smiles
      OC(/C(CC/C=C(C)/C)=C1[C@@H](OC(C)=O)C[C@]2(C)[C@@]3(C)CC[C@@]4([H])[C@H](C)[C@H](O)CC[C@]4(C)[C@]3([H])[C@H](O)C[C@]2\1[H])=O
      InChi Key
      IECPWNUMDGFDKC-MZJAQBGESA-N
      References
      (1) W.O. Godtfredsen, et al.; Nature 193, 987 (1962) , (2) N. Tanaka, et al.; Biochem. Biophys. Res. Commun. 30, 278 (1968) , (3) L. Verbist; J. Antimicrob. Chemother. 25, 1 (1990) , (4) K. Bendtzen, et al.; J. Endocrinol. 132, 345 (1992) , (5) K. Buschard, et al.; Autoimmunity 14, 101 (1992) , (6) J Turnidge, et al.; Int. J. Antimicrob. Agents 12, S23 (1999) , (7) P. Collignon & L. Turnidge; Int. J. Antimicrob. Agents 12, S45 (1999) , (8) K. Christiansen; Int. J. Antimicrob. Agents 12, S73 (1999) , (9) A. Savelsbergh, et al.; RNA 15, 772 (2009)
      InChi
      InChI=1S/C31H48O6/c1-17(2)9-8-10-20(28(35)36)26-22-15-24(34)27-29(5)13-12-23(33)18(3)21(29)11-14-30(27,6)31(22,7)16-25(26)37-19(4)32/h9,18,21-25,27,33-34H,8,10-16H2,1-7H3,(H,35,36)/b26-20-/t18-,21-,22-,23+,24+,25-,27-,29-,30-,31-/m0/s1

      The tetracyclic triterpenoid is a fusidane antibiotic originally isolated from F. coccineum. It is active against the Gram-positive bacteria S. aureus, S. pyogenes, C. diphtheriae, B. subtilis, and C. tetani but not the Gram-negative bacteria E. coli, S. typhimurium, and P. vulgaris or the fungi C. albicans and A. fumigatus. This antibacterial agent inhibits bacterial protein synthesis by preventing the release of translation elongation factor G (EF-G) from ribosomes. Fusidic acid has immunomodulatory effects and inhibits the inhibitory and activating effects of interleukins IL-1 and IL-6 on glucose-induced insulin production and exhibits antidiabetic effects in a rat moδ Fusidic acid improves the symptoms of colitis in rats and inhibits the growth of Toxoplasma gondii and Listeria monocytogenes EGD in vitro, but not in mice.

      SKU: F0226 Category: Antibiotics
      • Additional information

      Additional information

      Synonyms

      Ramycin, Fusidinic Acid, NSC 56192, SQ 16603

      Purity

      ≥98% (TLC)

      Appearance

      White to off-white powder

      CAS-Number

      6990-06-3

      Molecular Formula

      C31H48O6

      Molecular Weight

      516.71

      Identity

      1H-NMR

      Solvents

      Soluble in ethanol (20mg/ml), DMSO or chloroform.

      Smiles

      OC(/C(CC/C=C(C)/C)=C1[C@@H](OC(C)=O)C[C@]2(C)[C@@]3(C)CC[C@@]4([H])[C@H](C)[C@H](O)CC[C@]4(C)[C@]3([H])[C@H](O)C[C@]2\1[H])=O

      InChi Key

      IECPWNUMDGFDKC-MZJAQBGESA-N

      Shipping

      AMBIENT

      Short Term Storage

      RT

      Long Term Storage

      +4°C

      Handling Advice

      Protect from light and moisture.

      Use / Stability

      Stable for at least 2 years after receipt when stored at +4°C.

      Hazard statements

      H302

      Precautionary statements

      P264 – P270 – P301 + P312 + P330 – P501

      GHS Symbol

      GHS07

      Signal word

      Warning

      Transportation

      Not dangerous goods

      References

      (1) W.O. Godtfredsen, et al.; Nature 193, 987 (1962), (2) N. Tanaka, et al.; Biochem. Biophys. Res. Commun. 30, 278 (1968), (3) L. Verbist; J. Antimicrob. Chemother. 25, 1 (1990), (4) K. Bendtzen, et al.; J. Endocrinol. 132, 345 (1992), (5) K. Buschard, et al.; Autoimmunity 14, 101 (1992), (6) J Turnidge, et al.; Int. J. Antimicrob. Agents 12, S23 (1999), (7) P. Collignon & L. Turnidge; Int. J. Antimicrob. Agents 12, S45 (1999), (8) K. Christiansen; Int. J. Antimicrob. Agents 12, S73 (1999), (9) A. Savelsbergh, et al.; RNA 15, 772 (2009)

      InChi

      InChI=1S/C31H48O6/c1-17(2)9-8-10-20(28(35)36)26-22-15-24(34)27-29(5)13-12-23(33)18(3)21(29)11-14-30(27,6)31(22,7)16-25(26)37-19(4)32/h9,18,21-25,27,33-34H,8,10-16H2,1-7H3,(H,35,36)/b26-20-/t18-,21-,22-,23+,24+,25-,27-,29-,30-,31-/m0/s1

      Quantity

      1 g, Bulk

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