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1,3,6-Trihydroxy-2,5-dimethoxyxanthone

CAS# 345287-92-5

1,3,6-Trihydroxy-2,5-dimethoxyxanthone

2D Structure

Catalog No. BCN7216----Order now to get a substantial discount!

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1,3,6-Trihydroxy-2,5-dimethoxyxanthone: 5mg Please Inquire In Stock
1,3,6-Trihydroxy-2,5-dimethoxyxanthone: 10mg Please Inquire In Stock
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1,3,6-Trihydroxy-2,5-dimethoxyxanthone: 500mg Please Inquire Please Inquire
1,3,6-Trihydroxy-2,5-dimethoxyxanthone: 1000mg Please Inquire Please Inquire

Quality Control of 1,3,6-Trihydroxy-2,5-dimethoxyxanthone

3D structure

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1,3,6-Trihydroxy-2,5-dimethoxyxanthone

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Chemical Properties of 1,3,6-Trihydroxy-2,5-dimethoxyxanthone

Cas No. 345287-92-5 SDF Download SDF
PubChem ID 5480343 Appearance Powder
Formula C15H12O7 M.Wt 304.25
Type of Compound Xanthones Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 1,3,6-trihydroxy-2,5-dimethoxyxanthen-9-one
SMILES COC1=C(C=CC2=C1OC3=CC(=C(C(=C3C2=O)O)OC)O)O
Standard InChIKey YAPFVXIBUYNNQM-UHFFFAOYSA-N
Standard InChI InChI=1S/C15H12O7/c1-20-14-8(17)5-9-10(12(14)19)11(18)6-3-4-7(16)15(21-2)13(6)22-9/h3-5,16-17,19H,1-2H3
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 1,3,6-Trihydroxy-2,5-dimethoxyxanthone

The aerial parts of Monnina obtusifolia.

Biological Activity of 1,3,6-Trihydroxy-2,5-dimethoxyxanthone

Description1. 1,3,6-Trihydroxy-2,5-dimethoxyxanthone shows antimutagenic potential, in particular preventing mutations caused by aflatoxin B1 (AFB1) and benzo[a]pyrene (B[a]P). 2. 1,3,6-Trihydroxy-2,5-dimethoxyxanthone may have antifungal activity.
TargetsAntifection

1,3,6-Trihydroxy-2,5-dimethoxyxanthone Dilution Calculator

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1,3,6-Trihydroxy-2,5-dimethoxyxanthone Molarity Calculator

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Preparing Stock Solutions of 1,3,6-Trihydroxy-2,5-dimethoxyxanthone

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.2868 mL 16.4339 mL 32.8677 mL 65.7354 mL 82.1693 mL
5 mM 0.6574 mL 3.2868 mL 6.5735 mL 13.1471 mL 16.4339 mL
10 mM 0.3287 mL 1.6434 mL 3.2868 mL 6.5735 mL 8.2169 mL
50 mM 0.0657 mL 0.3287 mL 0.6574 mL 1.3147 mL 1.6434 mL
100 mM 0.0329 mL 0.1643 mL 0.3287 mL 0.6574 mL 0.8217 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 1,3,6-Trihydroxy-2,5-dimethoxyxanthone

Lipoxygenase inhibitory constituents from Periploca aphylla.[Pubmed:15387640]

J Nat Prod. 2004 Sep;67(9):1450-4.

Bisflavan-3-ols 1 and 2 and norterpenoid 3 have been isolated from the methanolic extract of the whole plant of Periploca aphylla. Their structures have been assigned on the basis of spectroscopic analysis including 1D and 2D NMR techniques. In addition, o-phthalic acid bis(2-ethylnonyl) ester (4), 1,3,6-Trihydroxy-2,5-dimethoxyxanthone (5), and (+)-lyoniresinol (6) have been reported for the first time from this species. Compounds 1-3 displayed evident inhibitory potential against the enzyme lipoxygenase in a concentration-dependent fashion with IC(50) values 19.7, 13.5, and 150.1 microM, respectively.

Xanthone and antifungal constituents from Monnina obtusifolia.[Pubmed:7765695]

Phytochemistry. 1994 Oct;37(3):875-8.

Three biphenyls and four xanthones have been isolated from the aerial parts of Monnina obtusifolia. The structures were established on the basis of their spectral data and that of some derivatives. The biphenyls have been isolated previously from the same genus. 1,3,6-Trihydroxy-2,5-dimethoxyxanthone is a new natural product, whereas the other xanthones have been described in other species. The antifungal activity of the isolated compounds has been determined.

Estrogenic and chemopreventive activities of xanthones and flavones of Syngonanthus (Eriocaulaceae).[Pubmed:23891669]

Steroids. 2013 Nov;78(11):1053-63.

The possible benefits of some bioactive flavones and xanthones present in plants of the genus Syngonanthus prompted us to screen them for estrogenic activity. However, scientific research has shown that such substances may have undesirable properties, such as mutagenicity, carcinogenicity and toxicity, which restrict their use as therapeutic agents. Hence, the aim of this study was to assess the estrogenicity and mutagenic and antimutagenic properties. We used recombinant yeast assay (RYA), with the strain BY4741 of Saccharomyces cerevisiae, and Ames test, with strains TA100, TA98, TA97a and TA102 of Salmonella typhimirium, to evaluate estrogenicity, mutagenicity and antimutagenicity of methanolic extracts of Syngonanthus dealbatus (S.d.), Syngonanthus macrolepsis (S.m.), Syngonanthus nitens (S.n.) and Syngonanthus suberosus (S.s.), and of 9 compounds isolated from them (1=luteolin, 2=mix of A-1,3,6-trihydroxy-2-methoxyxanthone and B-1,3,6-Trihydroxy-2,5-dimethoxyxanthone, 3=1,5,7-trihydroxy-3,6-dimethoxyxanthone, 4=1,3,6,8-tetrahydroxy-2,5-dimethoxyxanthone, 5=1,3,6,8-tetrahydroxy-5-methoxyxanthone, 6=7-methoxyluteolin-8-C-beta-glucopyranoside, 7=7-methoxyluteolin-6-C-beta-glucopyranoside, 8=7,3'-dimethoxyluteolin-6-C-beta-glucopyranoside and 9=6-hydroxyluteolin). The results indicated the estrogenic potential of the S. nitens methanol extract and four of its isolated xanthones, which exhibited, respectively, 14.74+/-1.63 nM; 19.54+/-6.61; 7.20+/-0.37; 6.71+/-1.02 e 10.01+/-4.26 nM of estradiol-equivalents (EEQ). None of the extracts or isolated compounds showed mutagenicity in any of the test strains and all of them showed antimutagenic potential, in particular preventing mutations caused by aflatoxin B1 (AFB1) and benzo[a]pyrene (B[a]P). The results show that the xanthones, only isolated from the methanol extract of S. nitens capitula, probably were the responsible for its estrogenic activity and could be useful as phytoestrogens, providing a new opportunity to develop hormonal agents. In addition, flavones and xanthones could also be used as a new antimutagenic agent. Since, the mutagens are involved in the initiation and promotion of several human diseases, including cancer, the significance of novel bioactive phytocompounds in counteracting these pro-mutagenic and carcinogenic effects is now gaining credence.

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