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Fusidic Acid

Alias: Anhydrous Fusidic Acid; Fucidin; Fucidine; SQ-16603; CEM-102; SQ 16603; CEM 102; SQ16603; CEM102
Cat No.:V11304 Purity: ≥98%
Fusidic Acid (Fucidin; SQ-16603), a bacteriostatic antibiotic isolated from the Fusidium coccineum fungus, is a protein synthesis inhibitor of the steroidal class used to treat bacterial infections.
Fusidic Acid
Fusidic Acid Chemical Structure CAS No.: 6990-06-3
Product category: Bacterial
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
500mg
1g
2g
5g
Other Sizes

Other Forms of Fusidic Acid:

  • Fusidic acid sodium salt (Sodium fusidate; SQ-16360)
  • Fusidic acid-d6 (Fusidate-d6; SQ-16603-d6)
Official Supplier of:
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Top Publications Citing lnvivochem Products
Purity & Quality Control Documentation

Purity: ≥98%

Product Description

Fusidic Acid (Fucidin; SQ-16603), a bacteriostatic antibiotic isolated from the Fusidium coccineum fungus, is a protein synthesis inhibitor of the steroidal class used to treat bacterial infections. It acts by inhibiting translocation during protein synthesis.

Biological Activity I Assay Protocols (From Reference)
Targets
Bacterial
ADME/Pharmacokinetics
Absorption, Distribution and Excretion
The oral bioavailability of fusidic acid sodium tablets is 91%. Film-coated tablets are absorbed completely compared to solutions, but individual differences exist in oral absorption. In pediatric patients, the bioavailability of fusidic acid hemihydrate (suspension) after oral administration of a dose of 20 mg/kg is 22.5%. Metabolites/Metabolites Metabolites include dicarboxylic acid esters/acids, 3-ketofusidic acid, hydroxyfusidic acid, glucuronic acid fusidic acid, and an ethylene glycol metabolite. Biological Half-Life Approximately 5 to 6 hours in adults.
Toxicity/Toxicokinetics
Effects During Pregnancy and Lactation
◉ Overview of Use During Lactation
Fusidic acid has not yet received marketing approval from the U.S. Food and Drug Administration (FDA), but topical and systemic formulations are available in other countries. Data on fusidic acid excretion in breast milk is outdated and not from rigorously designed studies, but the concentration of the drug in breast milk appears to be low after intravenous fusidic acid administration.
When using topical products, ensure that the infant's skin does not come into direct contact with the treated area. Water-soluble creams or gels should only be applied to the breasts, as ointments may expose the infant to high concentrations of mineral oil through licking. Topical application of fusidic acid appears to be relatively ineffective for treating nipple pain and cracking.
◉ Effects on Breastfed Infants
As of the revision date, no published information was found.
◉ Effects on Lactation and Breast Milk
A small, randomized, non-blinded trial in mothers with nipple pain and cracking showed that applying fusidic acid ointment to the nipples after each breastfeeding session was far less effective than oral antibiotics (cloxacillin or erythromycin, for 10 days) (36% vs 79%). Furthermore, 43% of patients did not experience symptom improvement after using fusidic acid, compared to 16% in the oral antibiotic group; 21% of patients experienced worsening symptoms after using fusidic acid, compared to 5% in the oral antibiotic group.
Protein Binding Rate
97% to 99%
References

[1]. A Critical Review of the Properties of Fusidic Acid and Analytical Methods for Its Determination. Crit Rev Anal Chem. 2016;46(4):352-360.

[2].Fusidic acid is an effective treatment against Toxoplasma gondii and Listeria monocytogenes in vitro, but not in mice. Parasitol Res. 2013;112(11):3859-3863.

Additional Infomation
Fusidic acid is a steroidal antibiotic isolated from the fermentation broth of Fusidium coccineum. It is a protein synthesis inhibitor, a pantothenic acid kinase (EC 2.7.1.33) inhibitor, and a metabolite of Escherichia coli. It is a 3α-hydroxysteroid, 11α-hydroxysteroid, sterol ester, steroidal acid, α,β-unsaturated monocarboxylic acid, and steroidal antibiotic. It is the conjugate acid of fusidic acid, derived from the hydrogenation of 5α-cholestane.
An antibiotic isolated from the fermentation broth of Fusidium coccineum. (From Merck Index, 11th edition) Its mechanism of action is through inhibiting translocation during protein synthesis. It is commonly used in topical formulations such as creams and eye drops, but systemic formulations such as tablets and injections are also available.
Fusidic acid has been reported in Stilbella aciculosa, Microsporum canis, and other microorganisms for which relevant data are available. Fusidic acid is an antibacterial antibiotic extracted from Clostridium coccineum and used topically to treat skin infections. Fusidic acid inhibits bacterial protein synthesis by preventing the detachment of elongation factor G (EF-G) from the ribosome. Fusidic acid is primarily effective against Gram-positive bacteria. It is an antibiotic isolated from the fermentation broth of Clostridium coccineum. (From Merck Index, 11th edition) It works by inhibiting translocation during protein synthesis. See also: Sodium fusidic acid (active ingredient). Indications: For the treatment of bacterial infections. Mechanism of Action: Fusidic acid works by interfering with bacterial protein synthesis; specifically, it works by preventing the translocation of elongation factor G (EF-G) from the ribosome. It also inhibits chloramphenicol acetyltransferase.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C31H48O6
Molecular Weight
516.7092
Exact Mass
516.345
Elemental Analysis
C, 72.06; H, 9.36; O, 18.58
CAS #
6990-06-3
Related CAS #
Fusidic acid sodium salt;751-94-0;Fusidic acid-d6
PubChem CID
3000226
Appearance
Solid powder
Density
1.2±0.1 g/cm3
Boiling Point
635.6±55.0 °C at 760 mmHg
Melting Point
190-192ºC
Flash Point
197.7±25.0 °C
Vapour Pressure
0.0±4.2 mmHg at 25°C
Index of Refraction
1.558
LogP
6.41
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
6
Rotatable Bond Count
6
Heavy Atom Count
37
Complexity
994
Defined Atom Stereocenter Count
10
SMILES
O([H])[C@]1([H])C([H])([H])[C@@]2([H])/C(=C(/C(=O)O[H])\C([H])([H])C([H])([H])/C(/[H])=C(\C([H])([H])[H])/C([H])([H])[H])/[C@]([H])(C([H])([H])[C@]2(C([H])([H])[H])[C@@]2(C([H])([H])[H])C([H])([H])C([H])([H])[C@@]3([H])[C@]([H])(C([H])([H])[H])[C@@]([H])(C([H])([H])C([H])([H])[C@]3(C([H])([H])[H])[C@@]21[H])O[H])OC(C([H])([H])[H])=O
InChi Key
IECPWNUMDGFDKC-CDSRIIBBSA-N
InChi Code
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
Chemical Name
(Z)-2-((3R,4S,8S,9S,10S,11R,13R,14S,16S)-16-acetoxy-3,11-dihydroxy-4,8,10,14-tetramethylhexadecahydro-17H-cyclopenta[a]phenanthren-17-ylidene)-6-methylhept-5-enoic acid
Synonyms
Anhydrous Fusidic Acid; Fucidin; Fucidine; SQ-16603; CEM-102; SQ 16603; CEM 102; SQ16603; CEM102
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: This product requires protection from light (avoid light exposure) during transportation and storage.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ~100 mg/mL (~193.53 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (4.84 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (4.84 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.

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Solubility in Formulation 3: 10% DMSO+40% PEG300+5% Tween-80+45% Saline: ≥ 2.5 mg/mL (4.84 mM)


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 1.9353 mL 9.6766 mL 19.3532 mL
5 mM 0.3871 mL 1.9353 mL 3.8706 mL
10 mM 0.1935 mL 0.9677 mL 1.9353 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

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  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

Clinical Trial Information
NCT Number Recruitment interventions Conditions Sponsor/Collaborators Start Date Phases
NCT05353374 Completed Drug: Sodium Fusidate 2 % Topical Ointment
Drug: Petrolatum ointment
Acrochordon
Seborrheic Keratosis
Indonesia University 2021-01-01 Not Applicable
NCT02569541 Completed Drug: sodium fusidate Refractory Bone or Joint Infections Arrevus Inc. 2015-12 Phase 2
Phase 3
NCT00986856 Terminated Drug: Fucidin® cream Impetigo LEO Pharma 2004-05 Phase 4
NCT03105505 Unknown status Drug: Permethrin 5%
Drug: Synthomycine 5%
Drug: Fusidic Acid 1% M/R Eye Drops
Inflammation of the Eyelids Barzilai Medical Center 2017-04-28 Phase 4
NCT06695143 Not yet recruiting Drug: Fusidic Acid
Other: Vehicle cream
Leishmaniasis, Cutaneous Institute of Tropical Medicine, Belgium 2025-04 Phase 3
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