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1,5-Dihydroxyxanthone

CAS# 14686-65-8

1,5-Dihydroxyxanthone

2D Structure

Catalog No. BCN7423----Order now to get a substantial discount!

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1,5-Dihydroxyxanthone: 5mg $725 In Stock
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Quality Control of 1,5-Dihydroxyxanthone

3D structure

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1,5-Dihydroxyxanthone

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Chemical Properties of 1,5-Dihydroxyxanthone

Cas No. 14686-65-8 SDF Download SDF
PubChem ID 5480299 Appearance Powder
Formula C13H8O4 M.Wt 228.20
Type of Compound Xanthones Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 1,5-dihydroxyxanthen-9-one
SMILES C1=CC2=C(C(=C1)O)OC3=C(C2=O)C(=CC=C3)O
Standard InChIKey APIPFXZYOMIJQG-UHFFFAOYSA-N
Standard InChI InChI=1S/C13H8O4/c14-8-4-2-6-10-11(8)12(16)7-3-1-5-9(15)13(7)17-10/h1-6,14-15H
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 1,5-Dihydroxyxanthone

The root bark of Garcinia nervosa.

Biological Activity of 1,5-Dihydroxyxanthone

Description1. 1,5-Dihydroxyxanthone may have anticholinesterase activity on acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) enzymes. 2. 1,5-Dihydroxyxanthone exhibits the epidermal growth factor receptor (EGFR) -tyrosine kinase inhibitory activity, with the IC50 value of 90.34 nM.
TargetsAChR | BChE | EGFR

1,5-Dihydroxyxanthone Dilution Calculator

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1,5-Dihydroxyxanthone Molarity Calculator

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Preparing Stock Solutions of 1,5-Dihydroxyxanthone

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 4.3821 mL 21.9106 mL 43.8212 mL 87.6424 mL 109.553 mL
5 mM 0.8764 mL 4.3821 mL 8.7642 mL 17.5285 mL 21.9106 mL
10 mM 0.4382 mL 2.1911 mL 4.3821 mL 8.7642 mL 10.9553 mL
50 mM 0.0876 mL 0.4382 mL 0.8764 mL 1.7528 mL 2.1911 mL
100 mM 0.0438 mL 0.2191 mL 0.4382 mL 0.8764 mL 1.0955 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 1,5-Dihydroxyxanthone

Antibacterial and EGFR-tyrosine kinase inhibitory activities of polyhydroxylated xanthones from Garcinia succifolia.[Pubmed:25460314]

Molecules. 2014 Nov 28;19(12):19923-34.

Chemical investigation of the methanol extract of the wood of Garcinia succifolia Kurz (Clusiaceae) led to the isolation of 1,5-Dihydroxyxanthone (1), 1,7-dihydroxyxanthone (2), 1,3,7-trihydroxyxanthone (3), 1,5,6-trihydroxyxanthone (4), 1,6,7-trihydroxyxanthone (5), and 1,3,6,7-tetrahydroxyxanthone (6). All of the isolated xanthones were evaluated for their antibacterial activity against bacterial reference strains, two Gram-positive (Staphylococcus aureus ATTC 25923, Bacillus subtillis ATCC 6633) and two Gram-negative (Escherichia coli ATCC 25922 and Pseudomonas aeruginosa ATCC 27853), and environmental drug-resistant isolates (S. aureus B1, Enteroccoccus faecalis W1, and E. coli G1), as well as for their epidermal growth factor receptor (EGFR) of tyrosine kinase inhibitory activity. Only 1,5,6-trihydroxy-(4), 1,6,7-trihydroxy-(5), and 1,3,6,7-tetrahydroxyxanthones (6) exhibited antibacterial activity against Gram-positive bacteria, however none was active against vancomycin-resistant E. faecalis. Additionally, 1,7-dihydroxyxanthone (2) showed synergism with oxacillin, but not with ampicillin. On the other hand, only 1,5-Dihydroxyxanthone (1) and 1,7-dihydroxyxanthone (2) were found to exhibit the EGFR-tyrosine kinase inhibitory activity, with IC50 values of 90.34 and 223 nM, respectively.

Polyanxanthone A, B and C, three xanthones from the wood trunk of Garcinia polyantha Oliv.[Pubmed:18022654]

Phytochemistry. 2008 Feb;69(4):1013-7.

Three xanthones, polyanxanthone A (1), B (2) and C (3) have been isolated from the methanol extract of the wood trunk of Garcinia polyantha, along with five known xanthones: 1,3,5-trihydroxyxanthone (4); 1,5-Dihydroxyxanthone (5); 1,3,6,7-tetrahydroxyxanthone (6); 1,6-dihydroxy-5-methoxyxanthone (7) and 1,3,5,6-tetrahydroxyxanthone (8). Their structures were determined by means of 1D- and 2D-NMR techniques. Some of the above compounds were screened for their anticholinesterase activity on acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) enzymes.

A new pyranoxanthone from Garcinia nervosa.[Pubmed:28412841]

Nat Prod Res. 2017 Nov;31(21):2513-2519.

Phytochemical studies on the stem bark of Garcinia nervosa has resulted in the discovery of one new pyranoxanthone derivative, garner xanthone (1) and five other compounds, 1,5-Dihydroxyxanthone (2), 6-deoxyisojacareubin (3), 12b-hydroxy-des-D-garcigerrin A (4) stigmasterol (5), and beta-sitosterol (6). The structures of these compounds were elucidated with the aid of spectroscopic techniques, such as NMR and MS. The crude extracts of the plant were assessed for their antimicrobial activity.

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