Determine the necessary mass, volume, or concentration for preparing a solution.
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Moligand™, 10mM in DMSO Moligand™ for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at -80°C Ships Dry ice packs + Cold packs 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 6 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Product Describtion:
Pseudomonic Acid, also known as mupirocin, is an antibiotic isolated from Pseudomonas fluorescens which strongly inhibits protein and RNA synthesis. Inhibition of protein synthesis was reversed by isoleucine and Pseudomonic Acid was shown to inhibit IleRS (isoleucyl-tRNA synthetase) in vitro. Pseudomonic Acid also demonstrates weak inhibitory action on FARSL (phenylalanyl-tRNA synthetase). Efficacy against staphylococci and streptococci including multiply resistant Staphylcoccus aureus and Staphylococcus epidermidis is reported with Pseudomonic Acid.
An antibiotic inhibitor of isoleucyl-tRNA synthetase
Product Application:
Mupirocin is involved in inhibition of protein synthesis was reversed by isoleucine and Pseudomonic Acid was shown to inhibit IleRS (isoleucyl-tRNA synthetase) in vitro. It also demonstrates weak inhibitory action on FARSL (phenylalanyl-tRNA synthetase). Efficacy against staphylococci and streptococci including multiply resistant Staphylcoccus aureus and Staphylococcus epidermidis is reported with Pseudomonic Acid.
| ALogP | 3 |
|---|
| Sonrisas canónicas | CC(C1C(O1)CC2COC(C(C2O)O)CC(=CC(=O)OCCCCCCCCC(=O)O)C)C(C)O |
|---|---|
| IUPAC Name | 9-[(E)-4-[(2S,3R,4R,5S)-3,4-dihydroxy-5-[[(2S,3S)-3-[(2S,3S)-3-hydroxybutan-2-yl]oxiran-2-yl]methyl]oxan-2-yl]-3-methylbut-2-enoyl]oxynonanoic acid |
| InChIKey | MINDHVHHQZYEEK-HBBNESRFSA-N |
| INCHI | 1S/C26H44O9/c1-16(13-23(30)33-11-9-7-5-4-6-8-10-22(28)29)12-20-25(32)24(31)19(15-34-20)14-21-26(35-21)17(2)18(3)27/h13,17-21,24-27,31-32H,4-12,14-15H2,1-3H3,(H,28,29)/b16-13+/t17-,18-,19-,20-,21-,24+,25-,26-/m0/s1 |
| Isómeros SMILES | C[C@H]([C@H]1[C@@H](O1)C[C@H]2CO[C@H]([C@@H]([C@@H]2O)O)C/C(=C/C(=O)OCCCCCCCCC(=O)O)/C)[C@H](C)O |
| WGK Alemania | 2 |
| RTECS | RA6907000 |
| Peso molecular | 500.62 |
| Reaxy-Rn | 30407413 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=30407413&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 | Lipids and lipid-like molecules |
| Clase | Fatty Acyls |
| Subclass | Fatty acids and conjugates |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Medium-chain fatty acids |
| Alternative Parents | Branched fatty acids Epoxy fatty acids Fatty acid esters Hydroxy fatty acids Dicarboxylic acids and derivatives Oxanes Monosaccharides Enoate esters Secondary alcohols Oxacyclic compounds Epoxides Dialkyl ethers Carboxylic acids Carbonyl compounds Hydrocarbon derivatives Organic oxides |
| Molecular Framework | Aliphatic heteromonocyclic compounds |
| Substituents | Medium-chain fatty acid - Branched fatty acid - Epoxy fatty acid - Fatty acid ester - Heterocyclic fatty acid - Hydroxy fatty acid - Dicarboxylic acid or derivatives - Oxane - Monosaccharide - Enoate ester - Alpha,beta-unsaturated carboxylic ester - Carboxylic acid ester - Secondary alcohol - Ether - Oxirane - Dialkyl ether - Carboxylic acid - Organoheterocyclic compound - Oxacycle - Carboxylic acid derivative - Carbonyl group - Alcohol - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Organooxygen compound - Aliphatic heteromonocyclic compound |
| Descripción | This compound belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms. |
| External Descriptors | monocarboxylic acid - secondary alcohol - epoxide - triol - alpha,beta-unsaturated carboxylic ester - oxanes |
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| Sensibilidad | Air Sensitive,Hygroscopic |
|---|---|
| Rotación específica [α] | -19° (C=1,MeOH) |
| Punto de ebullición (°C) | 672℃ |
| Punto de fusión (°C) | 78 °C |
| Peso molecular | 500.600 g/mol |
| XLogP3 | 3.000 |
| Hydrogen Bond Donor Count | 4 |
| Hydrogen Bond Acceptor Count | 9 |
| Rotatable Bond Count | 17 |
| Exact Mass | 500.299 Da |
| Monoisotopic Mass | 500.299 Da |
| Topological Polar Surface Area | 146.000 Ų |
| Heavy Atom Count | 35 |
| Formal Charge | 0 |
| Complexity | 694.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 8 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 1 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 1 |
| Covalently-Bonded Unit Count | 1 |
| 1. Yupeng Shi, Mengyang Zhou, Shuo Zhao, Haotian Li, Wenhao Wang, Jingliang Cheng, Lin Jin, Yifei Wang. (2023) Janus amphiphilic nanofiber membranes synergistically drive antibacterial and anti-inflammatory strategies for skin wound healing. MATERIALS & DESIGN, [PMID:] [10.1016/j.matdes.2023.111778] |
| 2. Ming-Chen Sun, Ying-Fang Chen, Di Liu, Xiao-Ling Xu, Yu-Chan You, Wei Lu, Yun-Juan Shi, Ming-Yang Ren, Yi-Bin Fan, Yong-Zhong Du, Xiao-Hua Tao. (2023) Effective decolonization strategy for mupirocin-resistant Staphylococcus aureus by TPGS-modified mupirocin-silver complex. Materials Today Bio, [PMID:36686036] [10.1016/j.mtbio.2022.100534] |
| 3. Haohua Liu, Yue Cai, Yuteng Chu, Xiaojie Yu, Fuhang Song, Hong Wang, Huawei Zhang, Xuanrong Sun. (2022) Formulation of Chrysomycin A Cream for the Treatment of Skin Infections. MOLECULES, 27 (14): (4613). [PMID:35889485] [10.3390/molecules27144613] |
| 4. Li Jun, Liu Xiangmei, Tan Lei, Cui Zhenduo, Yang Xianjin, Liang Yanqin, Li Zhaoyang, Zhu Shengli, Zheng Yufeng, Yeung Kelvin Wai Kwok, Wang Xianbao, Wu Shuilin. (2019) Zinc-doped Prussian blue enhances photothermal clearance of Staphylococcus aureus and promotes tissue repair in infected wounds. Nature Communications, 10 (1): (1-15). [PMID:31582736] [10.1038/s41467-019-12429-6] |
| 5. Chunyang Li, Jin-Tao Wang, Kuili Liu, Hongwei Ding, Qing-Feng Li, Gaofeng Liang, Lin Jin, Deyan He. (2024) Antibacterial and anti-inflammatory synergistic effects of double-layer hydrogel promoting bacterial wound healing. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2024.152513] |
| 6. Yue Cai, Xinrui Zhang, Wentao Hu, Fuhang Song, Hong Wang, Huawei Zhang, Xuanrong Sun. (2024) Enhancing transdermal delivery of chrysomycin A for the treatment of cutaneous melanoma and MRSA infections using Skin-Penetrating Peptide-Functionalized deformable liposomes. INTERNATIONAL JOURNAL OF PHARMACEUTICS, [PMID:39722374] [10.1016/j.ijpharm.2024.125130] |
Our grade selection guide covers purity, stabilizer status, and application suitability for all variants in our catalog.
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