Usnic acidCAS# 125-46-2 |
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 125-46-2 | SDF | Download SDF |
| PubChem ID | 5646 | Appearance | Powder |
| Formula | C18H16O7 | M.Wt | 344.3 |
| Type of Compound | N/A | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | 2,6-diacetyl-7,9-dihydroxy-8,9b-dimethyldibenzofuran-1,3-dione | ||
| SMILES | CC1=C(C(=C2C(=C1O)C3(C(=CC(=O)C(C3=O)C(=O)C)O2)C)C(=O)C)O | ||
| Standard InChIKey | CUCUKLJLRRAKFN-UHFFFAOYSA-N | ||
| Standard InChI | InChI=1S/C18H16O7/c1-6-14(22)12(8(3)20)16-13(15(6)23)18(4)10(25-16)5-9(21)11(7(2)19)17(18)24/h5,11,22-23H,1-4H3 | ||
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months. Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it. |
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| About Packaging | 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial. 2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial. 3. Try to avoid loss or contamination during the experiment. |
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| Shipping Condition | Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request. | ||
Usnic acid Dilution Calculator
Usnic acid Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 2.9044 mL | 14.5222 mL | 29.0444 mL | 58.0889 mL | 72.6111 mL |
| 5 mM | 0.5809 mL | 2.9044 mL | 5.8089 mL | 11.6178 mL | 14.5222 mL |
| 10 mM | 0.2904 mL | 1.4522 mL | 2.9044 mL | 5.8089 mL | 7.2611 mL |
| 50 mM | 0.0581 mL | 0.2904 mL | 0.5809 mL | 1.1618 mL | 1.4522 mL |
| 100 mM | 0.029 mL | 0.1452 mL | 0.2904 mL | 0.5809 mL | 0.7261 mL |
| * Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations. | |||||
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Usnic acid, as a biotic factor, changes the ploidy level in mosses.[Pubmed:29531694]
Ecol Evol. 2018 Feb 8;8(5):2781-2787.
Lichens and mosses often share the same environmental conditions where they compete for substrate and other essential factors. Lichens use secondary metabolites as allelochemicals to repel surrounding plants and potential rivals. In mosses, endoreduplication leads to the occurrence of various ploidy levels in the same individual and has been suggested as an adaptation to abiotic stresses. Here, we show that also biotic factors such as Usnic acid, an allelochemical produced by lichens, directly influenced the level of ploidy in mosses. Application of Usnic acid changed the nuclei proportion and significantly enhanced the endoreduplication index in two moss species, Physcomitrella patens and Pohlia drummondii. These investigations add a new aspect on secondary metabolites of lichens which count as biotic factors and affect ploidy levels in mosses.
Usnic acid-loaded polyaniline/polyurethane foam wound dressing: preparation and bactericidal activity.[Pubmed:29752105]
Mater Sci Eng C Mater Biol Appl. 2018 Aug 1;89:33-40.
The improved bactericidal activity of new composites for wound dressing prototypes represents an important strategy for development of more efficient devices that make use of synergistic interaction between components. The doping level of polyaniline represents a critical parameter for its corresponding biologic activity. In this work, it is explored the doping effect of Usnic acid on undoped polyaniline, that introduces important advantages namely, improved bactericidal activity of polyaniline and the anti-biofilm properties of lichen derivative. The deposition of the resulting material on polyurethane foam potentializes its applicability as wound dressing, characterizing a new platform for application against Escherichia coli and Staphylococcus aureus.
Usnic acid reactive metabolites formation in human, rat, and mice microsomes. Implication for hepatotoxicity.[Pubmed:29981369]
Food Chem Toxicol. 2018 Oct;120:112-118.
Usnic acid is a lichen compound which is extensively studied due to its cytotoxic, antiproliferative, antimicrobial, antiviral, antiprotozoal, and anti-inflammatory activities. Despite a broad spectrum of biological properties, Usnic acid is a hepatotoxic agent, thus its potential use as a drug is limited. Certain hepatotoxic drugs may act by generating reactive metabolites that damage the liver. The aim of the study was to predict the biotransformation of Usnic acid enantiomers to reactive products using a trapping assay with glutathione in human, rat, and mice liver microsomes. Our results indicate that each enantiomer forms two reactive metabolites; in turn, these metabolites form adducts with glutathione, which may partially explain the toxicity of Usnic acid. In silico analysis indicated structural alerts for the generation of reactive metabolites in Usnic acid formula. This study proposes a novel mode of the hepatic toxicity of Usnic acid enantiomers; it also provides some useful suggestions for designing safer Usnic acid derivatives.
