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: C(O)(=O)[C@H]1[C@]2(O[C@@](O)(C[C@@H]1O)C[C@@H](O)C[C@@]3([C@](O3)(/C=C/C(=O)O[C@H](C)C\C=C\C=C\C=C\C=C\[C@H](O[C@H]4[C@@H](O)[C@@H](N)[C@H](O)[C@@H](C)O4)C2)[H])[H])[H]

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

Natamycin, 95%

CAS: 7681-93-8

Natamycin, 7681-93-8, also known as pimaricin, is a polyene macrolide antibiotic isolated from Streptomyces natalensis which exhibits antifungal properties. Learn more.

Formula: C₃₃H₄₇NO₁₃

Purity: 95%

Color and Shape: White to pale yellow to pale brown, Powder or crystals

Molecular weight: 665.73

Ref: 02-J66468

Natamycin

CAS: 7681-93-8

Antibiotics nesoi

Formula: C₃₃H₄₇NO₁₃

Color and Shape: Off-White Cream Powder

Molecular weight: 665.30474

Ref: 45-1457505

Natamycin

CAS: 7681-93-8

Natamycin (Pimaricin) is a Polyene Antimicrobial.

Formula: C₃₃H₄₇NO₁₃

Purity: 98.73%

Color and Shape: White To Creamy-White Crystalline Powder

Molecular weight: 665.73

Ref: TM-T0709

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

Ref: IN-DA00IKIX

Pimaricin

CAS: 7681-93-8

Pimaricin

Formula: C₃₃H₄₇NO₁₃

Color and Shape: off white to faint yellow powder

Molecular weight: 665.73g/mol

Ref: 54-BIP0144

Natamycin

CAS: 7681-93-8

Natamycin

Purity: ≥95%

Molecular weight: 665.73g/mol

Ref: 54-BUP15815

Natamycin

CAS: 7681-93-8

Formula: C₃₃H₄₇NO₁₃

Molecular weight: 665.73

Ref: 4Z-N-158001

Pimaricin

CAS: 7681-93-8

Formula: C₃₃H₄₇NO₁₃

Purity: ≥ 95.0% (dried basis)

Color and Shape: White to yellow powder

Molecular weight: 665.7

Ref: 7W-GA5100

Pimaricin

Controlled Product

CAS: 7681-93-8

Formula: C₃₃H₄₇NO₁₃

Color and Shape: Neat

Molecular weight: 665.73

Ref: 04-C16208400

Natamycin RS

CAS: 7681-93-8

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

Ref: 2K-5015000021

Natamycin

CAS: 7681-93-8

Stability Hygroscopic, Light Sensitive
Applications Polyene antifungal antibiotic.
References Levinskas, G.J., et al.: Toxicol. Appl. Pharmacol., 8, 97 (1966), Pandey, R.C., et al.: J. Antibiot., 29, 1035 (1976), Brik, H., et al.: Anal. Profiles Drug Subs. Excip., 23, 399 (1994),

Formula: C₃₃H₄₇NO₁₃

Color and Shape: White To Light Beige

Molecular weight: 665.73

Ref: TR-N379100

Natamycin (NAT) extrapure, 90-102%

CAS: 7681-93-8

Formula: C₃₃H₄₇NO₁₃

Molecular weight: 665.73

Ref: SR-36059

NATAMYCIN

CAS: 7681-93-8

Purity: 96%

Molecular weight: 665.7329712

Ref: 10-F806751

Natamycin

CAS: 7681-93-8

Natamycin is a polyene macrolide antifungal agent with action on fungal cell membranes by binding to sterols and is used for treating fungal infections and as a food preservative.

Formula: C₃₃H₄₇NO₁₃

Purity: Min. 95 Area-%

Color and Shape: Powder

Molecular weight: 665.73 g/mol

Ref: 3D-AN26164