Determine the necessary mass, volume, or concentration for preparing a solution.
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~2.5% (γ-irradiated Pimaricin), aqueous suspension 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 12 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Description
This product is a saline suspension with approximately 2.5% pimaricin γ-irradiated.Pimaricin is a polyene antifungal antibiotic produced byStreptomyces natalensisfrom soil near Pietermaritzburg, South Africa.1Pimaricin has antimicrobial activity similar to that of nystatin. In addition, it is active againstTrichomonas vaginalis. Pimaricin is used in the treatment of candidiasis, trichomoniasis, fungal keratitis and aspergillosis. It has also been used as a food additive in some countries. In some studies, it has been shown to decrease the amount of mold upon which theDermatophagoides pteronyssinus(house-dust mite) is dependent.2Pimaricin is an amphoteric antibiotic fromStreptomyces natalensisorS. chattanoogensis. It is used for a variety of fungal infections, mainly topically. It is used as an ergosterol and cholesterol binding agent to study lipid bilayer dynamics, especially in fungal cells. It is used to study pimaricin biosynthesis and as a fungicide in agar media.
Preparation instructions
The product can be further diluted with 0.5 M sodium chloride giving a suspension as well. The product can also be further diluted into an organic solvent such as dimethylformamide (may also be soluble in DMSO).The product and any aqueous dilutions will be suspensions and should not be sterile filtered.
| Kanonisches Lächeln | 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 |
| Isomere 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 Deutschland | 3 |
| RTECS | TK3325000 |
| Molekulargewicht | 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 |
| Klasse | 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 |
| Beschreibung | 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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| Löslichkeit | DMSO: soluble |
|---|---|
| Flammpunkt (°C) | >110°C |
| Siedepunkt (°C) | 952°C |
| Schmelzpunkt (°C) | 280°C(分解) |
| Molekulargewicht | 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 |
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| 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] |
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