Determine the necessary mass, volume, or concentration for preparing a solution.
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≥95%(HPLC) for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at 2-8°C Ships Wet ice Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 11 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Natamycin (pimaricin) is an antifungal macrolide polyene that binds to cell membrane sterols. Natamycin (pimaricin) is an antifungal macrolide polyene that binds to cell membrane sterols. Target: Antifungal Natamycin (INN), also known as pimaricin and sometimes sold as Natacyn, is a naturally occurring antifungal agent produced during fermentation by the bacterium Streptomyces natalensis, commonly found in soil. Natamycin has a very low solubility in water; however, natamycin is effective at very low levels. There is an MIC (minimum inhibitory concentration) of less than 10 ppm for most molds. Natamycin is classified as a macrolide polyene antifungal and, as a drug, is used to treat fungal keratitis. It is especially effective against Aspergillus and Fusarium corneal infections. Other common members of the polyene macrolide antifungal family are amphotericin B, nystatin, and filipin. Natamycin is also used in the food industry as a natural preservative. Natamycin is used to treat fungal infections, including Candida, Aspergillus, Cephalosporium, Fusarium and Penicillium. It is applied as a cream, in eyedrops, or (for oral infections) in a lozenge. Natamycin shows negligible absorption into the body when administered in these ways. When taken orally, little or none is absorbed from the gastrointestinal tract, making it inappropriate for systemic infections.
| Pubchem Sid | 488195286 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488195286 |
| Canonical 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 |
| IUPAC Name | (1R,3S,5R,7R,8E,12R,14E,16E,18E,20E,22R,24S,25R,26S)-22-[(2R,3S,4S,5S,6R)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]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 |
| InChIKey | NCXMLFZGDNKEPB-FFPOYIOWSA-N |
| INCHI | 1S/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 |
| Isomeric SMILES | C[C@@H]1C/C=C/C=C/C=C/C=C/[C@@H](C[C@H]2[C@@H]([C@H](C[C@](O2)(C[C@H](C[C@@H]3[C@H](O3)/C=C/C(=O)O1)O)O)O)C(=O)O)O[C@H]4[C@H]([C@H]([C@@H]([C@H](O4)C)O)N)O |
| WGK Germany | 3 |
| RTECS | TK3325000 |
| Molecular Weight | 665.73 |
| Beilstein | 1614878 |
| Reaxy-Rn | 25144604 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=25144604&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organic oxygen compounds |
| Class | Organooxygen compounds |
| Subclass | Carbohydrates and carbohydrate conjugates |
| Intermediate Tree Nodes | Aminosaccharides |
| Direct Parent | Aminoglycosides |
| Alternative Parents | Macrolides and analogues Hexoses O-glycosyl compounds Beta hydroxy acids and derivatives Oxanes Dicarboxylic acids and derivatives Enoate esters Amino acids 1,2-aminoalcohols Lactones Hemiacetals Secondary alcohols Oxacyclic compounds Acetals Carboxylic acids Dialkyl ethers Polyols Epoxides Organic oxides Monoalkylamines Carbonyl compounds Organopnictogen compounds Hydrocarbon derivatives |
| Molecular Framework | Aliphatic heteropolycyclic compounds |
| Substituents | Aminoglycoside core - Macrolide - Hexose monosaccharide - O-glycosyl compound - Glycosyl compound - Beta-hydroxy acid - Hydroxy acid - Monosaccharide - Dicarboxylic acid or derivatives - Oxane - Alpha,beta-unsaturated carboxylic ester - Enoate ester - Hemiacetal - Secondary alcohol - Carboxylic acid ester - Amino acid - Amino acid or derivatives - 1,2-aminoalcohol - Lactone - Acetal - Carboxylic acid derivative - Oxacycle - Carboxylic acid - Dialkyl ether - Organoheterocyclic compound - Oxirane - Ether - Polyol - Alcohol - Organic nitrogen compound - Amine - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Primary amine - Carbonyl group - Organonitrogen compound - Primary aliphatic amine - Aliphatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as aminoglycosides. These are molecules or a portion of a molecule composed of amino-modified sugars. |
| External Descriptors | Not available |
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Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
| Certificate of Analysis | Oct 14, 2025 | P107822 | |
| Certificate of Analysis | Oct 14, 2025 | P107822 | |
| Certificate of Analysis | Sep 09, 2025 | P107822 | |
| Certificate of Analysis | Sep 09, 2025 | P107822 | |
| Certificate of Analysis | Jun 16, 2025 | P107822 | |
| Certificate of Analysis | Jun 16, 2025 | P107822 | |
| Certificate of Analysis | Jun 16, 2025 | P107822 | |
| Certificate of Analysis | Dec 18, 2024 | P107822 | |
| Certificate of Analysis | May 07, 2024 | P107822 | |
| Certificate of Analysis | Jun 06, 2023 | P107822 | |
| Certificate of Analysis | May 31, 2022 | P107822 | |
| Certificate of Analysis | May 31, 2022 | P107822 | |
| Certificate of Analysis | May 31, 2022 | P107822 | |
| Certificate of Analysis | May 31, 2022 | P107822 | |
| Certificate of Analysis | May 31, 2022 | P107822 | |
| Certificate of Analysis | May 31, 2022 | P107822 | |
| Certificate of Analysis | May 31, 2022 | P107822 |
| Solubility | ≥16.425mg/mL in DMSO with gentle warming,insoluble in EtOH,insoluble in H2O |
|---|---|
| Flash Point(°C) | >110°C |
| Boil Point(°C) | 952°C |
| Melt Point(°C) | 280°C(分解) |
| Molecular Weight | 665.700 g/mol |
| XLogP3 | -1.300 |
| Hydrogen Bond Donor Count | 7 |
| Hydrogen Bond Acceptor Count | 14 |
| Rotatable Bond Count | 3 |
| Exact Mass | 665.305 Da |
| Monoisotopic Mass | 665.305 Da |
| Topological Polar Surface Area | 231.000 Ų |
| Heavy Atom Count | 47 |
| Formal Charge | 0 |
| Complexity | 1220.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 14 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 5 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 5 |
| Covalently-Bonded Unit Count | 1 |
| 1. Chaoyi Shen, Xiangzheng Yang, Da Wang, Jiangkuo Li, Changqing Zhu, Di Wu, Kunsong Chen. (2023) Carboxymethyl chitosan and polycaprolactone-based rapid in-situ packaging for fruit preservation by solution blow spinning. CARBOHYDRATE POLYMERS, [PMID:38142080] [10.1016/j.carbpol.2023.121636] |
| 2. Xiangzheng Yang, Jingshan Rao, Chaoyi Shen, Huan Lian, Da Wang, Di Wu, Kunsong Chen. (2023) Natamycin-Loaded Ethyl Cellulose/PVP Films Developed by Microfluidic Spinning for Active Packaging. Foods, 13 (1): (132). [PMID:38201160] [10.3390/foods13010132] |
| 3. Yuxuan Cao, Xu Zhang, Xiaoning Song, Wenkui Li, Zheng Ren, Juntao Feng, Zhiqing Ma, Xili Liu, Yong Wang. (2023) Efficacy and toxic action of the natural product natamycin against Sclerotinia sclerotiorum. PEST MANAGEMENT SCIENCE, [PMID:38087429] [10.1002/ps.7930] |
| 4. Mengying Sun, Jiang Yu, Yinglong Song, Xinling Li, Guangqing Mu, Yanfeng Tuo. (2023) Fermented milk by Lactobacillus delbrueckii, Lacticaseibacillus paracasei, and Kluyveromyces marxianus shows special physicochemical and aroma formation during the storage. Food Bioscience, [PMID:] [10.1016/j.fbio.2023.103025] |
| 5. Saichao Wei, Jun Mei, Jing Xie. (2021) Effects of Edible Coating and Modified Atmosphere Technology on the Physiology and Quality of Mangoes after Low-Temperature Transportation at 13 °C in Vibration Mitigation Packaging. Plants-Basel, 10 (11): (2432). [PMID:34834795] [10.3390/plants10112432] |
| 6. Chaoyi Shen, Yang Cao, Jingshan Rao, Yucheng Zou, Hui Zhang, Di Wu, Kunsong Chen. (2021) Application of solution blow spinning to rapidly fabricate natamycin-loaded gelatin/zein/polyurethane antimicrobial nanofibers for food packaging. Food Packaging and Shelf Life, [PMID:] [10.1016/j.fpsl.2021.100721] |
| 7. Xiaopeng Yang, Xiang Yu, Yan Heng, Fei Wang. (2018) Facile fabrication of 3D graphene–multi walled carbon nanotubes network and its use as a platform for natamycin detection. JOURNAL OF ELECTROANALYTICAL CHEMISTRY, [PMID:] [10.1016/j.jelechem.2018.03.029] |
| 8. Han Wu, Xin Rui, Wei Li, Yu Xiao, Jianzhong Zhou, Mingsheng Dong. (2018) Whole-grain oats (Avena sativa L.) as a carrier of lactic acid bacteria and a supplement rich in angiotensin I-converting enzyme inhibitory peptides through solid-state fermentation. Food & Function, 9 (4): (2270-2281). [PMID:29560488] [10.1039/C7FO01578J] |
| 9. Tan-Jun Wang, Yi-Ming Shan, Han Li, Wei-Wang Dou, Xin-Hang Jiang, Xu-Ming Mao, Shui-Ping Liu, Wen-Jun Guan, Yong-Quan Li. (2016) Multiple transporters are involved in natamycin efflux in Streptomyces chattanoogensis L10. MOLECULAR MICROBIOLOGY, 103 (4): (713-728). [PMID:27874224] [10.1111/mmi.13583] |
| 10. Miaomiao Tian, Yongcun Zou, Shaoyan Zhou, Tianpeng Wang, Xueju Lv, Qiong Jia. (2015) Development of novel magnetic solid phase extraction materials based on Fe3O4/SiO2/poly(acrylamide-N,N′-methylene bisacrylamide)-Pluronic L64 composite microspheres and their application to the enrichment of natamycin. JOURNAL OF CHROMATOGRAPHY B-ANALYTICAL TECHNOLOGIES IN THE BIOMEDICAL AND LIFE SCIENCES, [PMID:26554702] [10.1016/j.jchromb.2015.09.042] |
| 11. Xinwen Dong, Yaguang Su, Zheng Luo, Cuiying Li, Jie Gao, Xiaofeng Han, Sanqiao Yao, Weidong Wu, Linqiang Tian, Yichun Bai, Guizhi Wang, Wenjie Ren. (2024) Fecal microbiota transplantation alleviates cognitive impairment by improving gut microbiome composition and barrier function in male rats of traumatic brain injury following gas explosion. Frontiers in Microbiology, [PMID:39552646] [10.3389/fmicb.2024.1485936] |