Natamycin CAS#7681-93-8

  • Broad-Spectrum Antifungal Activity -- Pimaricin is highly effective against a wide variety of fungi, including Candida, Aspergillus, Fusarium, Penicillium, and others, making it versatile for medical and food applications.

  • Safe Natural Preservative -- Widely used in the food industry, it acts as a natural preservative that prevents fungal contamination, extending product shelf life without compromising safety.

  • Targeted Mechanism of Action -- By binding to ergosterol in fungal cell membranes, it disrupts membrane function and nutrient transport, effectively suppressing fungal growth with precision.

  • Proven Medical Effectiveness -- Pimaricin is clinically used to treat fungal keratitis and other infections, offering reliable therapeutic benefits with a well-established safety profile.

Product Details

Pimaricin (also known as natamycin, INN) is a naturally occurring antifungal agent obtained through the fermentation of Streptomyces natalensis. It belongs to the macrolide polyene class of antifungals and is commonly used in the treatment of fungal keratitis, an eye infection. In the medical field, it is effective against a wide range of fungal infections caused by Candida, Aspergillus, Cephalosporium, Fusarium, and Penicillium. In the food industry, pimaricin is widely applied as a natural preservative to prevent fungal contamination. Its mechanism of action involves binding to ergosterol in the fungal plasma membrane, disrupting ergosterol-dependent vacuole and membrane fusion, thereby suppressing fungal growth. Additionally, it inhibits amino acid and glucose transport by interfering with membrane transport proteins.

Natamycin CAS#7681-93-8

Product Name:

Natamycin

Synonyms:

NataMycin, A 5283, Delvolan, Delvocid, Myprozine, Natacyn, Natafucin, PiMafucin, PiMafugin, A5263, CL 12625, E235;Natamycin(FermentionProcess);(1R*,3S*,5R*,7R*,8E,12R*,14E,16E,18E,20E,22R*,24S*,25R*,26S*)]-22-[(3-Amino-3,6-dideoxy-β-D-mannopyranosyl)oxy]-1,3,26-trihydroxy-12-methyl-10-oxo-6,11,28-trioxatricyclo[22.3.1.05,7]octacosa-8,14,16,18,20-pentaene-25- carboxylic acid;NATAMYCIN;PIMAFUCIN;PIMARICIN;PIMARICIN, STREPTOMYCES CHATTANOOGENSIS;antibiotica-5283

CAS:

7681-93-8

MF:

C33H47NO13

MW:

665.73

EINECS:

231-683-5

Product Categories:

Food additives;Food & Feed ADDITIVES;Antifungal (Topical);Intermediates & Fine Chemicals;Pharmaceuticals;ERGOSTAT;antibiotic;raw materials;Food additive;7681-93-8

Mol File:

7681-93-8.mol

 

 

Natamycin Chemical Properties

Melting point 

2000C (dec)

Alpha 

D20 +278° (c = 1 in CH3COOH)

Boiling point 

952℃

Density 

1.0 g/mL at 20 °C(lit.)

Bulk density

200kg/m3

Refractive index 

1.5960 (estimate)

Fp 

>110°(230°F)

Storage temp

Keep in dark place,Inert atmosphere,2-8°C

Solubility 

Soluble in DMSO

Form 

Aqueous suspension

Pka

PKa 4.6(50% aq. MeOEtOH) (Uncertain);8.35 (Uncertain)

Color 

Cream colored

Water Solubility 

0.41g/L(21 ºC)

Sensitive 

Light Sensitive

Merck 

13,6453

BRN 

1614878

Stability

Light sensitive

InChIKey

NCXMLFZGDNKEPB-FFPOYIOWSA-N

LogP

0.880 (est)

EPA Substance Registry System

6,11,28-Trioxatricyclo[22.3.1.05,7]octacosa-8,14,16,18,20-pentaene-25-carboxylic acid, 22-[(3-amino-3,6-dideoxy-.beta.-D-mannopyranosyl)oxy]-1,3,26-trihydroxy-12-methyl-10-oxo-, (1R,3S,5R,7R,8E,12R,14E,16E,18E,20E,22R,24S,25R,26S)- (7681-93-8)

Natamycin CAS#7681-93-8

Pimaricin is used as a preservative coating on the surface of Italian cheeses to inhibit mold and yeast growth. It is tasteless, odorless, colorless, and does not penetrate into the cheese. Highly effective against nearly all molds and yeasts, it leaves bacteria unaffected, ensuring the natural ripening and flavor development of the cheese. Application methods include dipping, spraying, or incorporation into cheese coatings, with usage levels typically ranging from 300 to 2,000 ppm.

Natamycin CAS#7681-93-8

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