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Natamycin Fungal inhibitor

Cat.No.S1517

Natamycin (Pimaricin), a natural and versatile anti-fungal agent during fermentation by the bacterium Streptomyces natalensis, commonly found in soil; with little to no flavour interference
Natamycin  Fungal inhibitor Chemical Structure

Chemical Structure

Molecular Weight: 665.73

Quality Control

Chemical Information, Storage & Stability

Molecular Weight 665.73 Formula

C33H47NO13

Storage (From the date of receipt)
CAS No. 7681-93-8 Download SDF Storage of Stock Solutions

Synonyms Pimaricin Smiles CC1CC=CC=CC=CC=CC(CC2C(C(CC(O2)(CC(CC3C(O3)C=CC(=O)O1)O)O)O)C(=O)O)OC4C(C(C(C(O4)C)O)N)O

Solubility

In vitro
Batch:

DMSO : 10 mg/mL (15.02 mM)
(Moisture-contaminated DMSO may reduce solubility. Use fresh, anhydrous DMSO.)

Water : Insoluble

Ethanol : Insoluble

Molarity Calculator

Mass Concentration Volume Molecular Weight

In vivo
Batch:

In vivo Formulation Calculator (Clear solution)

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%DMSO %

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Working concentration: mg/ml;

Method for preparing DMSO master liquid: mg drug pre-dissolved in μL DMSO ( Master liquid 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 master liquid, next addμL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O, mix and clarify.

Method for preparing in vivo formulation: Take μL DMSO master liquid, next add μL Corn oil, mix and clarify.

Note: 1. Please make sure the liquid is clear before adding the next solvent.
2. Be sure to add the solvent(s) in order. You must ensure that the solution obtained, in the previous addition, is a clear solution before proceeding to add the next solvent. Physical methods such
as vortex, ultrasound or hot water bath can be used to aid dissolving.

Mechanism of Action

In vitro
Natamycin binds specifically to ergosterol present in model membranes. This compound does not change the permeability of the yeast plasma membrane under conditions that growth is blocked. [1] It blocks the fusion of isolated vacuoles without compromising the barrier function of the vacuolar membrane. This chemical perturbs the cellular vacuole morphology, causing the formation of many more small vacuolar structures in yeast cells. It inhibits the priming stage of vacuole fusion. [2] It shows low MIC against the dematiaceous fungi, Curvularia species. [3] It is complexed with gamma-cyclodextrin (NT-gamma CyD) to increase the solubility and stability of NT in aqueous solutions and reduce the side effects of the drug without decreasing antimycotic activity. [4] MIC90 of this compound alone and this chemical-gamma CyD complexes are below 0.0313 mg/mL, suggesting that complexation with gamma CyD has effectively increased the antimycotic activity of it, thus indicating the clinical usefulness of it-gamma CyD complexes. [5]
References
  • [4] https://pubmed.ncbi.nlm.nih.gov/18775980/
  • [5] https://pubmed.ncbi.nlm.nih.gov/18288724/

Clinical Trial Information

(data from https://clinicaltrials.gov, updated on 2024-05-22)

NCT Number Recruitment Conditions Sponsor/Collaborators Start Date Phases
NCT00997035 Completed
Corneal Ulcer|Eye Infections Fungal
University of California San Francisco|Aravind Eye Hospitals India|Dartmouth-Hitchcock Medical Center|Lumbini Eye Institute and Hospital|Bharatpur Eye Hospital|National Eye Institute (NEI)
May 2010 Phase 3

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