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2-Methoxyanofinic acid

CAS# 179457-70-6

2-Methoxyanofinic acid

Catalog No. BCN7632----Order now to get a substantial discount!

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2-Methoxyanofinic acid: 5mg $903 In Stock
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Quality Control of 2-Methoxyanofinic acid

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Chemical structure

2-Methoxyanofinic acid

3D structure

Chemical Properties of 2-Methoxyanofinic acid

Cas No. 179457-70-6 SDF Download SDF
PubChem ID 5319400 Appearance Powder
Formula C13H14O4 M.Wt 234.24
Type of Compound Phenols Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 7-methoxy-2,2-dimethylchromene-6-carboxylic acid
SMILES CC1(C=CC2=CC(=C(C=C2O1)OC)C(=O)O)C
Standard InChIKey WVJWSWIKHOYGHH-UHFFFAOYSA-N
Standard InChI InChI=1S/C13H14O4/c1-13(2)5-4-8-6-9(12(14)15)11(16-3)7-10(8)17-13/h4-7H,1-3H3,(H,14,15)
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.

Source of 2-Methoxyanofinic acid

The roots of Gentiana macrophylla.

Biological Activity of 2-Methoxyanofinic acid

Description1. 2-Methoxyanofinic acid is active against the plant pathogenic fungus Cladosporium cucumerinum.
TargetsAntifection

2-Methoxyanofinic acid Dilution Calculator

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2-Methoxyanofinic acid Molarity Calculator

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Preparing Stock Solutions of 2-Methoxyanofinic acid

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 4.2691 mL 21.3456 mL 42.6913 mL 85.3825 mL 106.7281 mL
5 mM 0.8538 mL 4.2691 mL 8.5383 mL 17.0765 mL 21.3456 mL
10 mM 0.4269 mL 2.1346 mL 4.2691 mL 8.5383 mL 10.6728 mL
50 mM 0.0854 mL 0.4269 mL 0.8538 mL 1.7077 mL 2.1346 mL
100 mM 0.0427 mL 0.2135 mL 0.4269 mL 0.8538 mL 1.0673 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 2-Methoxyanofinic acid

Acyl secoiridoids and antifungal constituents from Gentiana macrophylla.[Pubmed:9397205]

Phytochemistry. 1996 Jul;42(5):1305-13.

LC-UV-mass spectrometry and bioassay co-directed fractionation of an aqueous acetone extract of the roots of Gentiana macrophylla gave three new chromene derivatives and two novel and six known secoiridoids, along with kurarinone, kushenol I, beta-sitosterol, stigmasterol, daucosterol, beta-sitosterol-3-O-gentiobioside, alpha-amyrin, oleanolic acid, isovitexin, gentiobiose and methyl 2-hydroxy-3-(1-beta-D-glucopyranosyl)oxybenzoate. The structures of the new products were established from spectral and chemical evidence as 2-Methoxyanofinic acid and macrophyllosides A-D. The six known secoiridoids were gentiopicroside, sweroside, 6'-O-beta-D-glucosylgentiopicroside, 6'-O-beta-D-glucosylsweroside, trifloroside and rindoside. The new acid (2-Methoxyanofinic acid), its methyl ester, kurarinone and kushenol I were shown to be active against the plant pathogenic fungus Cladosporium cucumerinum. The methyl ester and kurarinone inhibited also the growth of the human pathogenic yeast Candida albicans. Structure-activity relationships were studied. Thus, addition of a methoxyl group to the benzene nucleus of anofinic acid (2,2-dimethyl-2H-1-benzopyran-6-carboxylic acid) increased the antifungal activity remarkably whereas glycosylation at the carboxylic moiety was found to remove the activity. Esterification of the new acid induced its activity against C. albicans, but decreased its growth inhibition properties against C. cucumerinum. Hydroxylation of kurarinone at the 3 beta-position removed its activity against C. albicans and decreased the inhibition of C. cucumerinum. In addition, the chemotaxonomic significance of the identified constituents is discussed.

Chromatographic Evaluation and Characterization of Components of Gentian Root Extract Used as Food Additives.[Pubmed:26726749]

Chem Pharm Bull (Tokyo). 2016;64(1):78-82.

Gentian root extract is used as a bitter food additive in Japan. We investigated the constituents of this extract to acquire the chemical data needed for standardized specifications. Fourteen known compounds were isolated in addition to a mixture of gentisin and isogentisin: anofinic acid, 2-Methoxyanofinic acid, furan-2-carboxylic acid, 5-hydroxymethyl-2-furfural, 2,3-dihydroxybenzoic acid, isovitexin, gentiopicroside, loganic acid, sweroside, vanillic acid, gentisin 7-O-primeveroside, isogentisin 3-O-primeveroside, 6'-O-glucosylgentiopicroside, and swertiajaposide D. Moreover, a new compound, loganic acid 7-(2'-hydroxy-3'-O-beta-D-glucopyranosyl)benzoate (1), was also isolated. HPLC was used to analyze gentiopicroside and amarogentin, defined as the main constituents of gentian root extract in the List of Existing Food Additives in Japan.

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