MelleinCAS# 480-33-1 |
- (+)-Mellein
Catalog No.:BCN7220
CAS No.:62623-84-1
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 480-33-1 | SDF | Download SDF |
| PubChem ID | 114679 | Appearance | Powder |
| Formula | C10H10O3 | M.Wt | 178.2 |
| Type of Compound | Coumarins | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | (3R)-8-hydroxy-3-methyl-3,4-dihydroisochromen-1-one | ||
| SMILES | CC1CC2=C(C(=CC=C2)O)C(=O)O1 | ||
| Standard InChIKey | KWILGNNWGSNMPA-ZCFIWIBFSA-N | ||
| Standard InChI | InChI=1S/C10H10O3/c1-6-5-7-3-2-4-8(11)9(7)10(12)13-6/h2-4,6,11H,5H2,1H3/t6-/m1/s1 | ||
| 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. | ||
| Description | Standard reference |
| In vitro | An in planta-expressed polyketide synthase produces (R)-mellein in the wheat pathogen Parastagonospora nodorum.[Pubmed: 25326302 ]Appl Environ Microbiol. 2015 Jan;81(1):177-86.Parastagonospora nodorum is a pathogen of wheat that affects yields globally.
Synthesis of (R)-mellein by a partially reducing iterative polyketide synthase.[Pubmed: 22793256]J Am Chem Soc. 2012 Jul 25;134(29):11924-7.Disruption of the corresponding SN477 gene resulted in the loss of production of two compounds, which we identified as (R)-Mellein and (R)-O-methylMellein. |
Mellein Dilution Calculator
Mellein Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 5.6117 mL | 28.0584 mL | 56.1167 mL | 112.2334 mL | 140.2918 mL |
| 5 mM | 1.1223 mL | 5.6117 mL | 11.2233 mL | 22.4467 mL | 28.0584 mL |
| 10 mM | 0.5612 mL | 2.8058 mL | 5.6117 mL | 11.2233 mL | 14.0292 mL |
| 50 mM | 0.1122 mL | 0.5612 mL | 1.1223 mL | 2.2447 mL | 2.8058 mL |
| 100 mM | 0.0561 mL | 0.2806 mL | 0.5612 mL | 1.1223 mL | 1.4029 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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Synthesis of (R)-mellein by a partially reducing iterative polyketide synthase.[Pubmed:22793256]
J Am Chem Soc. 2012 Jul 25;134(29):11924-7.
Mellein and the related 3,4-dihydroisocoumarins are a family of natural products with interesting biological properties. The mechanisms of dihydroisocoumarin biosynthesis remain largely speculative today. Here we report the synthesis of Mellein by a partially reducing iterative polyketide synthase (PR-PKS) as a pentaketide product. Remarkably, despite the head-to-tail homology shared with several fungal and bacterial PR-PKSs, the Mellein synthase exhibits a distinct keto reduction pattern in the synthesis of the pentaketide. We present evidence to show that the ketoreductase (KR) domain alone is able to recognize and differentiate the polyketide intermediates, which provides a mechanistic explanation for the programmed keto reduction in these PR-PKSs.
An in planta-expressed polyketide synthase produces (R)-mellein in the wheat pathogen Parastagonospora nodorum.[Pubmed:25326302]
Appl Environ Microbiol. 2015 Jan;81(1):177-86.
Parastagonospora nodorum is a pathogen of wheat that affects yields globally. Previous transcriptional analysis identified a partially reducing polyketide synthase (PR-PKS) gene, SNOG_00477 (SN477), in P. nodorum that is highly upregulated during infection of wheat leaves. Disruption of the corresponding SN477 gene resulted in the loss of production of two compounds, which we identified as (R)-Mellein and (R)-O-methylMellein. Using a Saccharomyces cerevisiae yeast heterologous expression system, we successfully demonstrated that SN477 is the only enzyme required for the production of (R)-Mellein. This is the first identification of a fungal PKS that is responsible for the synthesis of (R)-Mellein. The P. nodorum DeltaSN477 mutant did not show any significant difference from the wild-type strain in its virulence against wheat. However, (R)-Mellein at 200 mug/ml inhibited the germination of wheat (Triticum aestivum) and barrel medic (Medicago truncatula) seeds. Comparative sequence analysis identified the presence of Mellein synthase (MLNS) homologues in several Dothideomycetes and two sodariomycete genera. Phylogenetic analysis suggests that the MLNSs in fungi and bacteria evolved convergently from fungal and bacterial 6-methylsalicylic acid synthases.
