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3,4-Dihydroxy-2-methoxyxanthone

CAS# 6702-55-2

3,4-Dihydroxy-2-methoxyxanthone

2D Structure

Catalog No. BCN7631----Order now to get a substantial discount!

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3,4-Dihydroxy-2-methoxyxanthone: 5mg $989 In Stock
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Quality Control of 3,4-Dihydroxy-2-methoxyxanthone

3D structure

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3,4-Dihydroxy-2-methoxyxanthone

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Chemical Properties of 3,4-Dihydroxy-2-methoxyxanthone

Cas No. 6702-55-2 SDF Download SDF
PubChem ID 10038117 Appearance Powder
Formula C14H10O5 M.Wt 258.22
Type of Compound Xanthones Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 3,4-dihydroxy-2-methoxyxanthen-9-one
SMILES COC1=C(C(=C2C(=C1)C(=O)C3=CC=CC=C3O2)O)O
Standard InChIKey QVBMBJBJZWDNSK-UHFFFAOYSA-N
Standard InChI InChI=1S/C14H10O5/c1-18-10-6-8-11(15)7-4-2-3-5-9(7)19-14(8)13(17)12(10)16/h2-6,16-17H,1H3
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 3,4-Dihydroxy-2-methoxyxanthone

The branches of Kielmeyera variabilis.

Biological Activity of 3,4-Dihydroxy-2-methoxyxanthone

Description1. 3,4-Dihydroxy-2-methoxyxanthone shows antibacterial activity. 2. 3,4-Dihydroxy-2-methoxyxanthone has hepatoprotective activity, it can prevent tert-butylhydroperoxide-induced lipid peroxidation and cell death in freshly isolated rat hepatocytes and is effective in preventing perturbation of cell glutathione homeostasis in some extent.
TargetsAntifection

3,4-Dihydroxy-2-methoxyxanthone Dilution Calculator

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3,4-Dihydroxy-2-methoxyxanthone Molarity Calculator

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Preparing Stock Solutions of 3,4-Dihydroxy-2-methoxyxanthone

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.8727 mL 19.3633 mL 38.7267 mL 77.4533 mL 96.8167 mL
5 mM 0.7745 mL 3.8727 mL 7.7453 mL 15.4907 mL 19.3633 mL
10 mM 0.3873 mL 1.9363 mL 3.8727 mL 7.7453 mL 9.6817 mL
50 mM 0.0775 mL 0.3873 mL 0.7745 mL 1.5491 mL 1.9363 mL
100 mM 0.0387 mL 0.1936 mL 0.3873 mL 0.7745 mL 0.9682 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 3,4-Dihydroxy-2-methoxyxanthone

Antistaphylococcal Prenylated Acylphoroglucinol and Xanthones from Kielmeyera variabilis.[Pubmed:26900954]

J Nat Prod. 2016 Mar 25;79(3):470-6.

Bioactivity-guided fractionation of the EtOH extract of the branches of Kielmeyera variabilis led to the isolation of a new acylphoroglucinol (1), which was active against all the MRSA strains tested herein, with pronounced activity against strain EMRSA-16. Compound 1 displayed an MIC of 0.5 mg/L as compared with an MIC of 128 mg/L for the control antibiotic norfloxacin. The structure of the new compound was elucidated by 1D and 2D NMR spectroscopic analysis and mass spectrometry, and experimental and calculated ECD were used to determine the absolute configurations. The compounds beta-sitosterol (2), stigmasterol (3), ergost-5-en-3-ol (4), and osajaxanthone (5) also occurred in the n-hexane fraction. The EtOAc fraction contained nine known xanthones: 3,6-dihydroxy-1,4,8-trimethoxyxanthone (6), 3,5-dihydroxy-4-methoxyxanthone (7), 3,4-dihydroxy-6,8-dimethoxyxanthone (8), 3,4-Dihydroxy-2-methoxyxanthone (9), 5-hydroxy-1,3-dimethoxyxanthone (10), 4-hydroxy-2,3-dimethoxyxanthone (11), kielcorin (12), 3-hydroxy-2-methoxyxanthone (13), and 2-hydroxy-1-methoxyxanthone (14), which showed moderate to low activity against the tested MRSA strains.

Hepatoprotective activity of xanthones and xanthonolignoids against tert-butylhydroperoxide-induced toxicity in isolated rat hepatocytes--comparison with silybin.[Pubmed:8592682]

Pharm Res. 1995 Nov;12(11):1756-60.

PURPOSE: Synthesize and evaluate the protective activity against tertbutylhydroperoxide-induced toxicity in freshly isolated rat hepatocytes of trans-kielcorin, trans-isokielcorin B, as well as their respective building blocks 3,4-Dihydroxy-2-methoxyxanthone and 2,3-dihydroxy-4-methoxyxanthone. METHODS: Wistar rats, weighing 200-250g were used. Hepatocyte isolation was performed by collagenase perfusion. Incubations were performed at 37 degrees C, using 1 million cells per milliliter in modified Krebs--Henseleit buffer. The protective activity was evaluated by measuring reduced and oxidized glutathione, lipid peroxidation and cell viability after inducing toxicity with tert-butylhydroperoxide (1.0 mM, 30 min), with or without the studied compounds in the concentrations of 0.025, 0.050, 0.100 and 0.200 mM. Silybin was tested in the same experimental conditions to serve as a positive control. RESULTS: Using these concentrations, the tested compounds prevented tert-butylhydroperoxide-induced lipid peroxidation and cell death in freshly isolated rat hepatocytes. All compounds were also effective in preventing perturbation of cell glutathione homeostasis in some extent. 3,4-Dihydroxy-2-methoxyxanthone and 2,3-dihydroxy-4-methoxyxanthone were more effective than trans-kielcorin and trans-isokielcorin B respectively. Silybin was less effective in protecting cells against lipid peroxidation and loss of cell viability than the four xanthonic derivatives. CONCLUSIONS: The tested compounds protected the freshly isolated rat hepatocytes against tert-butylhydroperoxide-induced toxicity.

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