Pimaricin preparation - ~2.5% (γ-irradiated Pimaricin), aqueous suspension , CAS No.7681-93-8

CAS: 7681-93-8 Cat. No.: P485908 Formula: C33H47NO13 Peso molecolare: 665.73 Beilstein Registry Number: 1614878 Numero EC: 231-683-5
Disponibile su ordine
GRADE & PURITY ~2.5% (γ-irradiated Pimaricin), aqueous suspension
Synonyms
CL 12,625 | Natafucin | pimaricin | HY-B0133 | UNII-8O0C852CPO | (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[22.3.1.0,5,7
Storage
Store at 2-8°C
Shipped In
Wet ice
★
Size
Germania (EU)
USA*
Price
Qty
20ml
P485908-20ml
Su ordinazione · 8–12 settimane

684,56€

799,97€
Salva 115,41 € (14.43%)
Enter a quantity for the sizes you want to add.
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Why this grade

~2.5% (γ-irradiated Pimaricin), aqueous suspension for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

🌡

Storage & shipping

Store at 2-8°C Ships Wet ice Check lot-specific COA for exact specifications.

📋

Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

📚

Literature proof

Cited in 12 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Panoramica

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.

Specifications

Sinonimi
CL 12,625 | Natafucin | pimaricin | HY-B0133 | UNII-8O0C852CPO | (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[22.3.1.0,5,7
Specifiche e purezza
~2.5% (γ-irradiated Pimaricin), aqueous suspension
Stabilità e conservazione
The product is not degraded by a single freeze-thaw cycle. The diluted product should be aliquoted and stored frozen.
Condizioni di conservazione di stoccaggio
Store at 2-8°C
Spedito in
Wet ice
Questo prodotto richiede spedizione a catena fredda. I servizi di terra e altri servizi economici non sono disponibili.
Nomi e identificatori
Sorrisi canoniciCC1CC=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
InChIKeyNCXMLFZGDNKEPB-FFPOYIOWSA-N
INCHI1S/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
Isomeri 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 Germania 3
RTECS TK3325000
Peso molecolare 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=

Documentazione

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassOrganic oxygen compounds
ClasseOrganooxygen compounds
SubclassCarbohydrates and carbohydrate conjugates
Intermediate Tree Nodes Aminosaccharides
Direct ParentAminoglycosides
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 FrameworkAliphatic 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
DescrizioneThis 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
Struttura 3D
Modello di struttura chimica interattiva





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Meccanismi d'azione
Certificati (CoA, COO, BSE/TSE e tabella di analisi)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Proprietà chimiche e fisiche
Solubilità DMSO: soluble
Punto di infiammabilità (°C)>110°C
Punto di ebollizione (°C)952°C
Punto di fusione (°C)280°C(分解)
Peso molecolare665.700 g/mol
XLogP3-1.300
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count14
Rotatable Bond Count3
Exact Mass665.305 Da
Monoisotopic Mass665.305 Da
Topological Polar Surface Area231.000 Ų
Heavy Atom Count47
Formal Charge0
Complexity1220.000
Isotope Atom Count0
Defined Atom Stereocenter Count14
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count5
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds5
Covalently-Bonded Unit Count1
Citations of This Product
Riferimenti
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]
12. Xinwen Dong, Zheng Luo, Cuiying Li, Jie Gao, Yue Ma, Xiaoran Ma, Jiahang Yang, Sanqiao Yao, Weidong Wu, Yichun Bai, Qunwei Zhang, Wenjie Ren.  (2026)  Sodium butyrate alleviates neuronal ferroptosis after gas explosion-induced traumatic brain injury via regulation of JNK/P38 MAPK signaling pathway.  EUROPEAN JOURNAL OF PHARMACOLOGY,      [PMID:] [10.1016/j.ejphar.2026.179263]
Calcolatori di soluzioni
Recensioni

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Domande frequenti

How should this product be stored?
Store at 2–8 °C. Refrigerated storage is required to maintain the specified shelf life.
How is this product shipped?
This product ships chilled on wet ice. Unpack on arrival and transfer it to the storage condition stated above.
What are the CAS number, molecular formula and molecular weight?
The CAS Number is 7681-93-8, the molecular formula is C33H47NO13, and the molecular weight is 665.73 g/mol. InChIKey NCXMLFZGDNKEPB-FFPOYIOWSA-N.
What documentation is provided?
Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.

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