Home >> Research Area >>Natural Products>>Xanthones>> 1,4,5,6-Tetrahydroxy-7-prenylxanthone

1,4,5,6-Tetrahydroxy-7-prenylxanthone

CAS# 1001424-68-5

1,4,5,6-Tetrahydroxy-7-prenylxanthone

Catalog No. BCN1642----Order now to get a substantial discount!

Product Name & Size Price Stock
1,4,5,6-Tetrahydroxy-7-prenylxanthone:5mg Please Inquire In Stock
1,4,5,6-Tetrahydroxy-7-prenylxanthone:10mg Please Inquire In Stock
1,4,5,6-Tetrahydroxy-7-prenylxanthone:20mg Please Inquire In Stock
1,4,5,6-Tetrahydroxy-7-prenylxanthone:50mg Please Inquire In Stock

Quality Control of 1,4,5,6-Tetrahydroxy-7-prenylxanthone

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Chemical structure

1,4,5,6-Tetrahydroxy-7-prenylxanthone

3D structure

Chemical Properties of 1,4,5,6-Tetrahydroxy-7-prenylxanthone

Cas No. 1001424-68-5 SDF Download SDF
PubChem ID 71307363 Appearance Yellow powder
Formula C18H16O6 M.Wt 328.3
Type of Compound Xanthones Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 1,4,5,6-tetrahydroxy-7-(3-methylbut-2-enyl)xanthen-9-one
SMILES CC(=CCC1=C(C(=C2C(=C1)C(=O)C3=C(C=CC(=C3O2)O)O)O)O)C
Standard InChIKey FPOOJYQXDQYQKU-UHFFFAOYSA-N
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 1,4,5,6-Tetrahydroxy-7-prenylxanthone

The twig bark of Garcinia xanthochymus

Biological Activity of 1,4,5,6-Tetrahydroxy-7-prenylxanthone

Description1. 1,4,5,6-Tetrahydroxy-7-prenylxanthone exhibits moderate activities with GI50 (Growth inhibitory) values of 2.8 μM against the human leukaemic HL-60 cell line were measured in vitro. 2. 1,4,5,6-Tetrahydroxy-7-prenylxanthone shows moderate cytotoxicities against breast cancer (MDA-MB-435S) and lung adenocarcinoma (A549) cell lines.

1,4,5,6-Tetrahydroxy-7-prenylxanthone Dilution Calculator

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1,4,5,6-Tetrahydroxy-7-prenylxanthone Molarity Calculator

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Preparing Stock Solutions of 1,4,5,6-Tetrahydroxy-7-prenylxanthone

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.046 mL 15.23 mL 30.4599 mL 60.9199 mL 76.1499 mL
5 mM 0.6092 mL 3.046 mL 6.092 mL 12.184 mL 15.23 mL
10 mM 0.3046 mL 1.523 mL 3.046 mL 6.092 mL 7.615 mL
50 mM 0.0609 mL 0.3046 mL 0.6092 mL 1.2184 mL 1.523 mL
100 mM 0.0305 mL 0.1523 mL 0.3046 mL 0.6092 mL 0.7615 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 1,4,5,6-Tetrahydroxy-7-prenylxanthone

Xanthone biosynthesis in Hypericum perforatum cells provides antioxidant and antimicrobial protection upon biotic stress.[Pubmed:19062051]

Phytochemistry. 2009 Jan;70(1):60-8.

Xanthone production in Hypericum perforatum (HP) suspension cultures in response to elicitation by Agrobacterium tumefaciens co-cultivation has been studied. RNA blot analyses of HP cells co-cultivated with A. tumefaciens have shown a rapid up-regulation of genes encoding important enzymes of the general phenylpropanoid pathway (PAL, phenylalanine ammonia lyase and 4CL, 4-coumarate:CoA ligase) and xanthone biosynthesis (BPS, benzophenone synthase). Analyses of HPLC chromatograms of methanolic extracts of control and elicited cells (HP cells that were co-cultivated for 24h with A. tumefaciens) have revealed a 12-fold increase in total xanthone concentration and also the emergence of many xanthones after elicitation. Methanolic extract of elicited cells exhibited significantly higher antioxidant and antimicrobial competence than the equivalent extract of control HP cells indicating that these properties have been significantly increased in HP cells after elicitation. Four major de novo synthesized xanthones have been identified as 1,3,6,7-tetrahydroxy-8-prenyl xanthone, 1,3,6,7-tetrahydroxy-2-prenyl xanthone, 1,3,7-trihydroxy-6-methoxy-8-prenyl xanthone and paxanthone. Antioxidant and antimicrobial characterization of these de novo xanthones have revealed that xanthones play dual function in plant cells during biotic stress: (1) as antioxidants to protect the cells from oxidative damage and (2) as phytoalexins to impair the pathogen growth.

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