CAS 7681-93-8: Natamycin

Description: Natamycin, also known as pimaricin, is a polyene macrolide antibiotic primarily used as a natural preservative in food and as an antifungal agent in various applications. It is produced by the fermentation of certain Streptomyces species. Natamycin is characterized by its ability to inhibit the growth of a wide range of fungi and yeasts, making it particularly effective in preventing spoilage in dairy products, meats, and baked goods. The compound works by binding to sterols in the fungal cell membrane, disrupting membrane integrity and leading to cell death. Natamycin is generally recognized as safe (GRAS) for use in food, and its efficacy is enhanced by its low solubility in water, which allows for prolonged action. In addition to its food preservation applications, natamycin is also utilized in pharmaceuticals, particularly in treating fungal infections in humans and animals. Its chemical structure features a large lactone ring and multiple conjugated double bonds, contributing to its biological activity and stability under various conditions.

Formula: C₃₃H₄₇NO₁₃

InChI: InChI=1/C33H47NO13/c1-18-10-8-6-4-3-5-7-9-11-21(45-32-30(39)28(34)29(38)19(2)44-32)15-25-27(31(40)41)22(36)17-33(42,47-25)16-20(35)14-24-23(46-24)12-13-26(37)43-18/h3-9,11-13,18-25,27-30,32,35-36,38-39,42H,10,14-17,34H2,1-2H3,(H,40,41)/b4-3+,7-5+,8-6-,11-9+,13-12+/t18-,19-,20+,21+,22+,23-,24-,25+,27-,28+,29-,30+,32?,33-/m1/s1

InChI key: InChIKey=NCXMLFZGDNKEPB-FFPOYIOWSA-N

SMILES: O=C(O)C1C(O)CC2(O)OC1CC(OC3OC(C)C(O)C(N)C3O)C=CC=CC=CC=CCC(OC(=O)C=CC4OC4CC(O)C2)C

Synonyms:

• (1R,3S,5R,7R,8E,12R,14E,16E,18E,20E,22R,24S,25R,26S)-22-[(3-Amino-3,6-dideoxy-β-<span class="text-smallcaps">D</span>-mannopyranosyl)oxy]-1,3,26-trihydroxy-12-methyl-10-oxo-6,11,28-trioxatricyclo[22.3.1.0^5,7]octacosa-8,14,16,18,20-pentaene-25-carboxylic acid
• (1R,3S,5R,7R,8E,12R,14E,16E,18E,20E,22R,24S,25R,26S)-22-[(3-amino-3,6-dideoxy-beta-D-mannopyranosyl)oxy]-1,3,26-trihydroxy-12-methyl-10-oxo-6,11,28-trioxatricyclo[22.3.1.0~5,7~]octacosa-8,14,16,18,20-pentaene-25-carboxylic acid
• (1R,3S,5R,7R,8E,12R,22R,24S,25R,26S)-22-[(3-amino-3,6-dideoxy-D-mannopyranosyl)oxy]-1,3,26-trihydroxy-12-methyl-10-oxo-6,11,28-trioxatricyclo[22.3.1.0~5,7~]octacosa-8,14,16,18,20-pentaene-25-carboxylic acid
• (8Z,14Z,16Z,18Z,20Z)-22-[(3-amino-3,6-dideoxyhexopyranosyl)oxy]-1,3,26-trihydroxy-12-methyl-10-oxo-6,11,28-trioxatricyclo[22.3.1.0~5,7~]octacosa-8,14,16,18,20-pentaene-25-carboxylic acid
• 22-[(3-amino-3,6-dideoxy-beta-D-glycero-hexopyranosyl)oxy]-1,3,26-trihydroxy-12-methyl-10-oxo-6,11,28-trioxatricyclo[22.3.1.0~5,7~]octacosa-8,14,16,18,20-pentaene-25-carboxylic acid
• 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-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, 22-[(3-amino-3,6-dideoxy-β-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)-
• 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-β-D-mannopyranosyl)oxy]-1,3,26-trihydroxy-12-methyl-10-oxo-, [1R-(1R*,3S*,5R*,7R*,8E,12R*,14E,16E,18E,20E,22R*,24S*,25R*,26S*)]-
• 6,11,28-Trioxatricyclo[22.3.1.0^5,7]octacosa-8,14,16,18,20-pentaene-25-carboxylic acid, 22-[(3-amino-3,6-dideoxy-β-<span class="text-smallcaps">D</span>-mannopyranosyl)oxy]-1,3,26-trihydroxy-12-methyl-10-oxo-, (1R,3S,5R,7R,8E,12R,14E,16E,18E,20E,22R,24S,25R,26S)-
• 6,11,28-Trioxatricyclo[22.3.1.0^5,7]octacosa-8,14,16,18,20-pentaene-25-carboxylic acid, 22-[(3-amino-3,6-dideoxy-β-<span class="text-smallcaps">D</span>-mannopyranosyl)oxy]-1,3,26-trihydroxy-12-methyl-10-oxo-, [1R-(1R*,3S*,5R*,7R*,8E,12R*,14E,16E,18E,20E,22R*,24S*,25R*,26S*)]-
• 6,11,28-Trioxatricyclo[22.3.1.0^5,7]octacosane, pimaricin deriv.
• Antibiotic A 5283
• Cl 12625
• Delvocid
• E 235
• Mycophyt
• Myprozine
• Myuprozine
• Natacyn
• Natajen
• Natamatrix
• Natamax
• Natamax SF
• Natamax lactose
• Natamicina
• Natamycin
• Natamycin Sterile
• Natamycine
• Pimaricin
• Pimaricin, Streptomyces chattanoogensis (1.07360)
• Synogil
• Tennecetin
• [1R-(1R*,3S*,5R*,7R*,8E,12R*,14E,16E,18E,20E,22R*,24S*,25R*,26S*)]-22-[(3-Amino-3,6-dideoxy-β-<span class="text-smallcaps">D</span>-mannopyranosyl)oxy]-1,3,26-trihydroxy-12-methyl-10-oxo-6,11,28-trioxatricyclo[22.3.1.0^5,7]octacosa-8,14,16,18,20-pentaene-25-carboxylic acid
• [1R-(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
• δ-Natamycin
• 6,11,28-Trioxatricyclo[22.3.1.05,7]octacosane, pimaricin deriv.

Natamycin, 95%

CAS: 7681-93-8

Pimaricin is an amphoteric antibiotic from Streptomyces chattanoogensis. It is used as an ergosterol and …

• Formula: C₃₃H₄₇NO₁₃
• Purity: 95%
• Color and Shape: White to pale yellow to pale brown, Powder or crystals
• Molecular weight: 665.73

Natamycin

CAS: 7681-93-8

Antibiotics nesoi

• Formula: C₃₃H₄₇NO₁₃
• Color and Shape: Off-White Cream Powder
• Molecular weight: 665.30474

Natamycin

CAS: 7681-93-8

Natamycin (Pimaricin) is a Polyene Antimicrobial.

• Formula: C₃₃H₄₇NO₁₃
• Purity: 98.73% - ≥98%
• Color and Shape: White To Creamy-White Crystalline Powder
• Molecular weight: 665.73

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-b-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)-

CAS: 7681-93-8

• Formula: C₃₃H₄₇NO₁₃
• Purity: 96%
• Color and Shape: Solid
• Molecular weight: 665.7252

Natamycin

CAS: 7681-93-8

• Formula: C₃₃H₄₇NO₁₃
• Molecular weight: 665.73

Pimaricin

CAS: 7681-93-8

• Formula: C₃₃H₄₇NO₁₃
• Color and Shape: off white to faint yellow powder
• Molecular weight: 665.73g/mol

Natamycin

CAS: 7681-93-8

• Purity: ≥98%
• Molecular weight: 665.73g/mol

Pimaricin

CAS: 7681-93-8

• Formula: C₃₃H₄₇NO₁₃
• Purity: ≥ 95.0% (dried basis)
• Color and Shape: White to yellow powder
• Molecular weight: 665.7

Pimaricin

CAS: 7681-93-8

• Formula: C₃₃H₄₇NO₁₃
• Color and Shape: Neat
• Molecular weight: 665.73

Natamycin RS

CAS: 7681-93-8

• Color and Shape: White To Yellow-White Solid Crystalline Powder

Natamycin

CAS: 7681-93-8

Stability Hygroscopic, Light Sensitive Applications Polyene antifungal antibiotic. References Levinskas, G.J., et al.: Toxicol. Appl. …

• Formula: C₃₃H₄₇NO₁₃
• Color and Shape: White To Light Beige
• Molecular weight: 665.73

Natamycin

CAS: 7681-93-8

Please enquire for more information about Natamycin including the price, delivery time and more detailed …

• Formula: C₃₃H₄₇NO₁₃
• Purity: Min. 95 Area-%
• Color and Shape: Powder
• Molecular weight: 665.73 g/mol