Fusidic acid A bacteriostatic antibiotic that only works on gram-positive bacteria

Fusidic acid (CAS 6990-06-3)

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Synonym: (3α,4α,8α,9β,11α,13α,147β,167β,17Z)-16-(Acetyloxy)-3,11-dihydroxy-29-nordammara-17(20),24-dien-21-oic Acid; Flucidin; Fucithalmic; Fusidinic Acid; NSC 56192; Ramycin; SQ 16603
Application: A bacteriostatic antibiotic that only works on gram-positive bacteria
CAS Number: 6990-06-3
Purity: 98%
Molecular Weight: 516.71
Molecular Formula: C31H48O6
* Refer to Certificate of Analysis for lot specific data (including water content).
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Fusidic acid is bacteriostatic antibiotic that only works on gram-positive bacteria. It limits the growth of bacteria by inhibiting bacterial protein synthesis in a number of ways. It binds to the ribosome-elongation factor G complex, thereby inhibiti


References

1. Godtfredsen, W.O., et al. 1962. Nature. 193: 987. PMID: 13899435
2. Tanaka, N., et al. 1968. Biochem Biophys Res Commun. 30:, 278-283. PMID: 4296678
3. Harvey, C.L., et al. 1969. Biochemistry. 5: 3320-3327. PMID: 5339551
4. Burkart, V., et al. 1994. Biochem. Pharmacol. 48: 1379-1385. PMID: 7945436
5. Collignon, P., et al. 1999. Int. J. Antimicrob. Agents. 12: S45-S58. PMID: 10528786
6. Christiansen, K. 1999. Int J Antimicrob Agents.12: S73-S78. PMID: 10528789
7. Howden, B.P., et al. 2006. Clin. Infect. Dis. 42: 394-400. PMID: 16392088
8. Di Marco, R., et al.1999. J Autoimmun. 13: 187-195. PMID: 10479387

Appearance :
Powder
Physical State :
Solid
Solubility :
Soluble in alcohol (1:5), chloroform (1:4), ether (1:60), and ethanol (50 mg/ml). Insoluble in water.
Storage :
Store at 4° C
Melting Point :
192-193° C
Boiling Point :
~635.6° C at 760 mmHg (Predicted)
Density :
~1.2 g/cm3 (Predicted)
Refractive Index :
n20D 1.56 (Predicted)
IC50 :
Plasmodium falciparum 7G8: IC50 = 7.94 µM; Plasmodium falciparum W2 : IC50 = 12.59 µM; Plasmodium falciparum GB4: IC50 = 12.59 µM; Vero: IC50 = 204.76 µM (monkey); Protein synthesis in tobacco mosaic virus mRNA-encoded proteins: IC50 = 400 µM (rabbit reticulocyte lysate)
Ki Data :
Bile salt export pump: Ki= 2.2 µM (rat); Canalicular multispecific organic anion transporter 1: Ki= 5.5 µM (rat)
pK Values :
pKa: 5.35
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
RC1350000
PubChem CID :
3000226
Merck Index :
14: 4317
MDL Number :
MFCD00865135
EC Number :
230-256-0
Beilstein Registry :
2197692
SMILES :
C[C@H]1[C@@H]2CC[C@]3([C@H]([C@]2(CC[C@H]1O)C)[C@@H](C[C@@H]\4[C@@]3(C[C@@H](/C4=C(/CCC=C(C)C)\C(=O)O)OC(=O)C)C)O)C

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Certificate of Analysis

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