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5-Methoxyseselin

CAS# 31525-76-5

5-Methoxyseselin

Catalog No. BCN9451----Order now to get a substantial discount!

Product Name & Size Price Stock
5-Methoxyseselin: 5mg $725 In Stock
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Quality Control of 5-Methoxyseselin

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Chemical structure

5-Methoxyseselin

3D structure

Chemical Properties of 5-Methoxyseselin

Cas No. 31525-76-5 SDF Download SDF
PubChem ID 290897 Appearance Powder
Formula C15H14O4 M.Wt 258.27
Type of Compound Coumarins Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 5-methoxy-8,8-dimethylpyrano[2,3-f]chromen-2-one
SMILES CC1(C=CC2=C3C(=C(C=C2O1)OC)C=CC(=O)O3)C
Standard InChIKey ZNMRQYJUVCXNGK-UHFFFAOYSA-N
Standard InChI InChI=1S/C15H14O4/c1-15(2)7-6-10-12(19-15)8-11(17-3)9-4-5-13(16)18-14(9)10/h4-8H,1-3H3
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.
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.
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.

5-Methoxyseselin Dilution Calculator

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5-Methoxyseselin Molarity Calculator

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Preparing Stock Solutions of 5-Methoxyseselin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.8719 mL 19.3596 mL 38.7192 mL 77.4383 mL 96.7979 mL
5 mM 0.7744 mL 3.8719 mL 7.7438 mL 15.4877 mL 19.3596 mL
10 mM 0.3872 mL 1.936 mL 3.8719 mL 7.7438 mL 9.6798 mL
50 mM 0.0774 mL 0.3872 mL 0.7744 mL 1.5488 mL 1.936 mL
100 mM 0.0387 mL 0.1936 mL 0.3872 mL 0.7744 mL 0.968 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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References on 5-Methoxyseselin

A catalyst-free one-pot construction of skeletons of 5-methoxyseselin and alloxanthoxyletin in water.[Pubmed:23869658]

Org Lett. 2013 Aug 2;15(15):3856-9.

In refluxing water and without an additional catalyst, electron-rich phenols could react with alkynoic acids or alkynoates to provide coumarin structures. The skeletons of two natural pyranocoumarins, 5-Methoxyseselin and alloxanthoxyletin, could be constructed (total yield up to 76%) in an aqueous multicomponent reaction in which isoprenyl acetate, propiolic acid, and phloroglucinol were simply mixed and refluxed in water.

Natural and synthetic 2,2-dimethylpyranocoumarins with antibacterial activity.[Pubmed:15679322]

J Nat Prod. 2005 Jan;68(1):78-82.

A new efficient synthetic approach to the natural coumarins 5-hydroxyseselin (5), 5-Methoxyseselin (3), and (+/-) cis-grandmarin (9) is described as well as the synthesis of some new derivatives in the 5-Methoxyseselin series (10-15). The natural coumarins 7-hydroxyalloxanthyletin (6), alloxanthoxyletin (8), and dipetalolactone (7) have also been obtained as secondary products. The type of fusion of the pyrano ring in all cases has been established by 2D NMR spectroscopy. The compounds have been studied for their in vitro antibacterial activity, which has been compared with that of some previously synthesized seselin derivatives. The most active compounds were 3, 7, 8, 11, and 14. Some structure-activity relationships are discussed.

Cytotoxic naphthoquinones and plumbagic acid glucosides from Plumbago zeylanica.[Pubmed:12560036]

Phytochemistry. 2003 Feb;62(4):619-22.

Two plumbagic acid glucosides, 3'-O-beta-glucopyranosyl plumbagic acid and 3'-O-beta-glucopyranosyl plumbagic acid methylester along with five naphthoquinones (plumbagin, chitranone, maritinone, elliptinone and isoshinanolone), and five coumarins (seselin, 5-Methoxyseselin, suberosin, xanthyletin and xanthoxyletin) were isolated from the roots of Plumbago zeylanica. All coumarins were not previously found in this plant. Cytotoxicity of these compounds to various tumor cells lines was evaluated, and plumbagin significantly suppressed growth of Raji, Calu-1, HeLa, and Wish tumor cell lines.

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