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Bicyclomycin benzoate

Cat No.:V30717 Purity: ≥98%
Bicyclomycin benzoate is a broad spectrum (a wide range) antibiotic that can inhibit both Gram-negative (Gram-) and Gram-positive (Gram+) bacteria.
Bicyclomycin benzoate
Bicyclomycin benzoate Chemical Structure CAS No.: 37134-40-0
Product category: New2
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5mg
10mg
50mg
Other Sizes

Other Forms of Bicyclomycin benzoate:

  • Bicyclomycin
Official Supplier of:
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Product Description
Bicyclomycin benzoate is a broad spectrum (a wide range) antibiotic that can inhibit both Gram-negative (Gram-) and Gram-positive (Gram+) bacteria.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
Dicyclomycin's primary action is to obstruct lipoprotein production and assembly with peptidoglycan in the E. coli cell envelope. Coli. Dicyclomycin suppresses RNA and protein synthesis in growing E. coli at fatal concentrations. fifteen THU of coli cells [1]. In Escherichia coli, dicyclomycin targets the rho transcription termination factor. Dicyclomycin is a weak rho inhibitor that can damage the rho molecular mechanism, causing anomalous constitutively expressed proteins to be overproduced too soon, which can have harmful effects on cells and cause catastrophic outcomes [2]. Dicyclomycin has been discovered to inhibit rho poly(C)-stimulated ATP hydrolysis via a noncompetitive, reversible route with regard to ATP (Ki=20 μM) [3].
ln Vivo
Rats excreted a small amount of dicyclomycin following a single intramuscular dose of 50 mg/kg. Dicyclomycin is widely dispersed throughout the body, with the kidney exhibiting the greatest concentration of 100 mg/kg [4].
References
[1]. Tanaka N, et al. Mechanism of action of bicyclomycin. J Antibiot (Tokyo). 1976 Feb;29(2):155-68.
[2]. Kohn H, et al. The molecular basis for the mode of action of bicyclomycin. Curr Drug Targets Infect Disord. 2005 Sep;5(3):273-95.
[3]. Park HG, et al. Bicyclomycin and dihydrobicyclomycin inhibition kinetics of Escherichia coli rho-dependent transcription termination factor ATPase activity. Arch Biochem Biophys. 1995 Nov 10;323(2):447-54.
[4]. Nishida M. et al. Bicyclomycin, a new antibiotic. IV. Absorption, excretion and tissue distribution. J Antibiot (Tokyo). 1972 Oct;25(10):594-601
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C19H22N2O8
Molecular Weight
406.3866
Exact Mass
406.137
CAS #
37134-40-0
Related CAS #
Bicyclomycin;38129-37-2
PubChem CID
91618023
Appearance
Typically exists as solid at room temperature
Density
1.5±0.1 g/cm3
Boiling Point
788.6±60.0 °C at 760 mmHg
Flash Point
430.7±32.9 °C
Vapour Pressure
0.0±2.9 mmHg at 25°C
Index of Refraction
1.640
LogP
1.87
Hydrogen Bond Donor Count
5
Hydrogen Bond Acceptor Count
8
Rotatable Bond Count
6
Heavy Atom Count
29
Complexity
721
Defined Atom Stereocenter Count
4
SMILES
O1C([H])([H])C([H])([H])C(=C([H])[H])[C@]2(C(N([H])[C@@]1(C(N2[H])=O)[C@]([H])([C@](C([H])([H])[H])(C([H])([H])OC(C1C([H])=C([H])C([H])=C([H])C=1[H])=O)O[H])O[H])=O)O[H]
InChi Key
YYGLCPHONATYBU-FZDIXFNVSA-N
InChi Code
InChI=1S/C19H22N2O8/c1-11-8-9-29-19(16(25)20-18(11,27)15(24)21-19)14(23)17(2,26)10-28-13(22)12-6-4-3-5-7-12/h3-7,14,23,26-27H,1,8-10H2,2H3,(H,20,25)(H,21,24)/t14-,17-,18+,19-/m0/s1
Chemical Name
[(2S,3S)-2,3-dihydroxy-3-[(1S,6R)-6-hydroxy-5-methylidene-8,10-dioxo-2-oxa-7,9-diazabicyclo[4.2.2]decan-1-yl]-2-methylpropyl] benzoate
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

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 (~246.07 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (6.15 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 (6.15 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in 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 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (6.15 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.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.4607 mL 12.3035 mL 24.6069 mL
5 mM 0.4921 mL 2.4607 mL 4.9214 mL
10 mM 0.2461 mL 1.2303 mL 2.4607 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
  • Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
  • Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume
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:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • 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.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • 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.

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