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Tylosin phosphate

Cat No.:V32968 Purity: ≥98%
Tylosin phosphate is a macrolide antibiotic (antibiotic), a product of Streptomyces fradiae.
Tylosin phosphate
Tylosin phosphate Chemical Structure CAS No.: 1405-53-4
Product category: New2
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
500mg
1g
Other Sizes

Other Forms of Tylosin phosphate:

  • Tylvalosin tartrate (Acetylisovaleryltylosin tartrate)
  • Tylosin tartrate
  • Tylvalosin-d9 (Acetylisovaleryltylosin-d9)
  • Tylosin-d3 (tylosin d3)
  • 3-O-Acetyltylosin-d3
  • 23-De(mycinosyloxy)tylosin
  • 23-O-Demycinosyltylosin (23-DMT; 23-Demycinosyltylosin)
  • tylosin
Official Supplier of:
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Product Description
Tylosin phosphate is a macrolide antibiotic (antibiotic), a product of Streptomyces fradiae. Tylosin phosphate has high anti-bacterial effect against Gram-positive (Gram+) bacteria. Tylosin phosphate is a feed additive extensively used to promote animal growth. Tylosin phosphate is used to study bacillary dysentery and respiratory diseases in poultry, swine, and cattle.
Tylosin phosphate is a macrolide antibiotic used in veterinary medicine to treat bacterial infections in a wide range of species. It is a derivative of tylosin, a macrolide antibiotic produced by the bacterium Streptomyces fradiae. Tylosin phosphate consists of the tylosin molecule esterified with phosphate, enhancing its solubility in water, which is particularly beneficial for its formulation as a veterinary medicine. It is an antibacterial agent employed against mycoplasma organisms and is effective basically against gram positive bacteria, but also has efficacy against some spirochetes and gram negatives (except coliforms). Tylosin phosphate is intended for laboratory research use only.
Biological Activity I Assay Protocols (From Reference)
Targets
Tylosin phosphate targets bacterial protein synthesis through binding to the 50S ribosomal subunit of susceptible bacteria. As a macrolide antibiotic, tylosin inhibits bacterial protein synthesis by blocking the peptide exit tunnel and preventing the elongation of the growing polypeptide chain. Tylosin phosphate is effective primarily against gram-positive bacteria, mycoplasma organisms, and some spirochetes and gram-negative bacteria (except coliforms). The compound is used in veterinary medicine to control chronic respiratory disease (CRD) in replacement pullets and other bacterial infections. The phosphate salt form improves water solubility for formulation purposes.
ln Vitro
Tylosin phosphate binds to the 23S rRNA of the 50S subunit of the bacterial ribosome to initiate its antibacterial action [1]. Additionally, tylosin phosphate inhibits the growth of Gram-negative strains of bacteria against E. Coli, Pasteurella multocida 4407, and Mycobacterium haemolyticus 11935. bacteria ATCC 25922 and E. coli AS19rlmAI, in that order [3].
Tylosin phosphate demonstrates in vitro antibacterial activity against susceptible organisms. The compound is effective against gram-positive bacteria, mycoplasma organisms, and some spirochetes and gram-negative bacteria (except coliforms). Its activity is typically assessed by measuring the minimum inhibitory concentration (MIC) against various bacterial strains using broth microdilution or agar dilution methods. Tylosin phosphate's antibacterial activity is concentration-dependent, with effects observed at appropriate concentrations. The compound is primarily used in veterinary medicine. Comprehensive in vitro activity data are available from veterinary microbiology research.
ln Vivo
In rats treated with lipopolysaccharide (LPS), tylosin phosphate (10–500 mg/kg; subcutaneous injection) typically decreases increased TNF-α and IL-1β levels and raises IL-10 levels [4].
In vivo, Tylosin phosphate has demonstrated efficacy in treating bacterial infections in veterinary species. The compound is used in veterinary medicine to treat bacterial infections in a wide range of species. It is employed against mycoplasma organisms and is effective in controlling chronic respiratory disease (CRD) in replacement pullets. Tylosin phosphate is administered orally or via injection depending on the species and indication. The compound's water solubility, enhanced by the phosphate salt form, facilitates formulation and administration. Comprehensive in vivo efficacy data are available from veterinary research.
Enzyme Assay
In vitro assays for Tylosin phosphate involve measuring antibacterial activity against susceptible organisms. Broth microdilution or agar dilution methods are used to determine the minimum inhibitory concentration (MIC) against various bacterial strains. The compound is serially diluted in appropriate growth medium, and bacterial cultures are added. Following incubation, the MIC is determined as the lowest concentration that inhibits visible bacterial growth. The compound's structure and purity can be characterized using analytical methods. High-performance liquid chromatography (HPLC) and mass spectrometry are used to verify the molecular weight (1014.10 g/mol) and chemical composition. Purity is confirmed by HPLC analysis. Each concentration is typically tested in duplicate or triplicate with appropriate positive controls (known antibiotics) and vehicle controls.
Cell Assay
In vitro cellular assays are not applicable for Tylosin phosphate, as the compound is an antibacterial agent that targets bacterial protein synthesis rather than mammalian cells. The compound is used in veterinary medicine and is not typically evaluated in mammalian cell-based assays for pharmacological activity. Its primary use is in antibacterial susceptibility testing against bacterial pathogens. If cellular assays were to be performed, appropriate cell lines could be used to assess cytotoxicity, but such studies are not typically conducted for veterinary antibiotics. The compound is intended for research use as an antibacterial agent.
Animal Protocol
Animal/Disease Models: balb/c (Bagg ALBino) mouse (2-3 months old, 20-25 g) [4]
Doses: 10 mg/kg, 100 mg/kg, 500 mg/kg
Route of Administration: subcutaneous injection
Experimental Results: diminished increase In mice treated with TNF-α LPS (250 µg), IL-1β and IL-1β levels were elevated, but IL-10 levels were increased.
In vivo animal studies for Tylosin phosphate are conducted in veterinary species including poultry, swine, and cattle. The compound is administered via oral (feed or water) or injectable routes at various doses. Efficacy is assessed by monitoring clinical signs, bacterial clearance, and survival in infected animals. Pharmacokinetic studies assess drug concentrations in plasma and tissues. Animals are monitored for clinical signs and body weight. The compound is used to treat bacterial infections in a wide range of species and to control chronic respiratory disease in replacement pullets. Comprehensive in vivo efficacy data are available from veterinary research.
ADME/Pharmacokinetics
Pharmacokinetic properties of Tylosin phosphate have been characterized in veterinary species. The compound has a molecular weight of 1014.10 g/mol. Tylosin phosphate is a water-soluble phosphate salt of tylosin, enhancing its solubility for formulation. Following oral or parenteral administration, tylosin is absorbed and distributed to various tissues. The compound is metabolized in the liver and eliminated primarily through biliary excretion. Comprehensive pharmacokinetic parameters including half-life, volume of distribution, clearance, and bioavailability have been characterized in veterinary species. The compound's water solubility facilitates its use in feed and water formulations.
Toxicity/Toxicokinetics
Tylosin phosphate has been evaluated for safety in veterinary species. As a macrolide antibiotic, the compound is generally well-tolerated at therapeutic doses. Adverse effects may include gastrointestinal disturbances and injection site reactions. Standard toxicology studies in veterinary species have evaluated the compound's safety profile. Parameters assessed include clinical observations, body weight, food consumption, hematology, clinical chemistry, organ weights, and histopathology. The compound is used in veterinary medicine and has been approved for veterinary use in many regions. Tylosin phosphate is not approved for human use and is strictly intended for veterinary and research purposes.
References

[1]. Resistance to the macrolide antibiotic tylosin is conferred by single methylations at 23S rRNA nucleotides G748 and A2058 acting in synergy. Proc Natl Acad Sci U S A. 2002 Nov 12; 99(23): 14658-14663.

[2]. In Vitro Evaluation of the Effects of Tylosin on the Composition and Metabolism of Canine Fecal Microbiota. Animals (Basel). 2020 Jan; 10(1): 98.

[3]. Inhibition of Protein Synthesis on the Ribosome by Tildipirosin Compared with Other Veterinary Macrolides. Antimicrob Agents Chemother. 2012 Nov; 56(11): 6033-6036.

[4]. Effects of tylosin on serum cytokine levels in healthy and lipopolysaccharide-treated mice. Acta Vet Hung. 2010 Mar;58(1):75-81.

Additional Infomation
See also: Tylosin (containing active ingredient); Monensin; Tylosin phosphate (one of the ingredients); Diquinic acid; Monensin USP; Tylosin phosphate (one of the ingredients)... See more...
Tylosin phosphate is a macrolide antibiotic used in veterinary medicine to treat bacterial infections. It is a derivative of tylosin produced by Streptomyces fradiae. Tylosin phosphate is effective against gram-positive bacteria, mycoplasma organisms, and some spirochetes and gram-negative bacteria. The compound has a molecular weight of 1014.10 g/mol. Tylosin phosphate is used to control chronic respiratory disease in replacement pullets and other bacterial infections. The compound has been approved for veterinary use in many regions. It is available from research chemical suppliers for non-clinical research purposes.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C46H77NO17.H3PO4
Molecular Weight
1014.1
Exact Mass
1013.496
CAS #
1405-53-4
Related CAS #
Tylosin tartrate;74610-55-2;Tylosin;1401-69-0
PubChem CID
6440844
Appearance
White to off-white solid powder
Boiling Point
980.7ºC at 760 mmHg
Flash Point
546.9ºC
Vapour Pressure
0mmHg at 25°C
LogP
0.904
Hydrogen Bond Donor Count
8
Hydrogen Bond Acceptor Count
22
Rotatable Bond Count
13
Heavy Atom Count
69
Complexity
1610
Defined Atom Stereocenter Count
21
SMILES
CC[C@@H]1[C@H](/C=C(/C=C/C(=O)[C@@H](C[C@@H]([C@@H]([C@H]([C@@H](CC(=O)O1)O)C)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)C)O[C@H]3C[C@@]([C@H]([C@@H](O3)C)O)(C)O)N(C)C)O)CC=O)C)\C)CO[C@H]4[C@@H]([C@@H]([C@@H]([C@H](O4)C)O)OC)OC.OP(=O)(O)O
InChi Key
NBOODGNJLRRJNA-IAGPQMRQSA-N
InChi Code
InChI=1S/C46H77NO17.H3O4P/c1-13-33-30(22-58-45-42(57-12)41(56-11)37(52)26(5)60-45)18-23(2)14-15-31(49)24(3)19-29(16-17-48)39(25(4)32(50)20-34(51)62-33)64-44-38(53)36(47(9)10)40(27(6)61-44)63-35-21-46(8,55)43(54)28(7)59-35;1-5(2,3)4/h14-15,17-18,24-30,32-33,35-45,50,52-55H,13,16,19-22H2,1-12H3;(H3,1,2,3,4)/b15-14+,23-18+;/t24-,25+,26-,27-,28+,29+,30-,32-,33-,35+,36-,37-,38-,39-,40-,41-,42-,43+,44+,45-,46-;/m1./s1
Chemical Name
2-[(4R,5S,6S,7R,9R,11E,13E,15R,16R)-6-[(2R,3R,4R,5S,6R)-5-[(2S,4R,5S,6S)-4,5-dihydroxy-4,6-dimethyloxan-2-yl]oxy-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-16-ethyl-4-hydroxy-15-[[(2R,3R,4R,5R,6R)-5-hydroxy-3,4-dimethoxy-6-methyloxan-2-yl]oxymethyl]-5,9,13-trimethyl-2,10-dioxo-1-oxacyclohexadeca-11,13-dien-7-yl]acetaldehyde;phosphoric acid
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: Please store this product in a sealed and protected environment, avoid exposure to moisture.
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 (~98.61 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (2.47 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 (2.47 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 (2.47 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 0.9861 mL 4.9305 mL 9.8610 mL
5 mM 0.1972 mL 0.9861 mL 1.9722 mL
10 mM 0.0986 mL 0.4930 mL 0.9861 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

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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?
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  • 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)
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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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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