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4'-Demethylpodophyllotoxin

CAS# 40505-27-9

4'-Demethylpodophyllotoxin

2D Structure

Catalog No. BCN2625----Order now to get a substantial discount!

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4'-Demethylpodophyllotoxin: 5mg $17 In Stock
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3D structure

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4'-Demethylpodophyllotoxin

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Chemical Properties of 4'-Demethylpodophyllotoxin

Cas No. 40505-27-9 SDF Download SDF
PubChem ID 122667 Appearance Cryst.
Formula C21H20O8 M.Wt 400.37
Type of Compound Lignans Storage Desiccate at -20°C
Solubility DMSO : 250 mg/mL (624.41 mM; Need ultrasonic)
Chemical Name (5R,5aR,8aR,9R)-5-hydroxy-9-(4-hydroxy-3,5-dimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one
SMILES COC1=CC(=CC(=C1O)OC)C2C3C(COC3=O)C(C4=CC5=C(C=C24)OCO5)O
Standard InChIKey YVCVYCSAAZQOJI-BTINSWFASA-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 4'-Demethylpodophyllotoxin

The herb of Dysosma pleiantha (Hance) Woodson

Biological Activity of 4'-Demethylpodophyllotoxin

Description4'-Demethylpodophyllotoxin exhibits the remarkable cytotoxic potential in diverse cancer cell lines.
In vitro

4'-Demethyl-deoxypodophyllotoxin glucoside isolated from Podophyllum hexandrum exhibits potential anticancer activities by altering Chk-2 signaling pathway in MCF-7 breast cancer cells.[Pubmed: 25446499]

Chem Biol Interact. 2014 Oct 18;224C:100-107.

We investigated the root of Podophyllum hexandrum as a potential source of lead bioactive metabolites with anticancer activity.
METHODS AND RESULTS:
The present study led to the isolation of six known aryltetralin-type lignans designated as 4'-demethyl-deoxypodophyllotoxin (1), podophyllotoxin (2), 4'-Demethylpodophyllotoxin (3), podophyllotoxin-4-O-β-d-glucopyranoside (4), 4'-demethyl-deoxypodophyllotoxin-4-O-β-d-glucopyranoside (5), 4'-demethyl-podophyllotoxin-4-O-β-d-glucopyranoside (6), along with three known flavones Kaempferol (7), Quercetin (8), Astragalin (9) from the root of P. hexandrum. Compounds (1-9) exhibited the remarkable cytotoxic potential in diverse cancer cell lines.

4'-Demethylpodophyllotoxin Dilution Calculator

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4'-Demethylpodophyllotoxin Molarity Calculator

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Preparing Stock Solutions of 4'-Demethylpodophyllotoxin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.4977 mL 12.4884 mL 24.9769 mL 49.9538 mL 62.4422 mL
5 mM 0.4995 mL 2.4977 mL 4.9954 mL 9.9908 mL 12.4884 mL
10 mM 0.2498 mL 1.2488 mL 2.4977 mL 4.9954 mL 6.2442 mL
50 mM 0.05 mL 0.2498 mL 0.4995 mL 0.9991 mL 1.2488 mL
100 mM 0.025 mL 0.1249 mL 0.2498 mL 0.4995 mL 0.6244 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 4'-Demethylpodophyllotoxin

4'-Demethyl-deoxypodophyllotoxin glucoside isolated from Podophyllum hexandrum exhibits potential anticancer activities by altering Chk-2 signaling pathway in MCF-7 breast cancer cells.[Pubmed:25446499]

Chem Biol Interact. 2014 Dec 5;224:100-7.

We investigated the root of Podophyllum hexandrum as a potential source of lead bioactive metabolites with anticancer activity. The present study led to the isolation of six known aryltetralin-type lignans designated as 4'-demethyl-deoxypodophyllotoxin (1), podophyllotoxin (2), 4'-demethyl-podophyllotoxin (3), podophyllotoxin-4-O-beta-d-glucopyranoside (4), 4'-demethyl-deoxypodophyllotoxin-4-O-beta-d-glucopyranoside (5), 4'-demethyl-podophyllotoxin-4-O-beta-d-glucopyranoside (6), along with three known flavones Kaempferol (7), Quercetin (8), Astragalin (9) from the root of P. hexandrum. Compounds (1-9) exhibited the remarkable cytotoxic potential in diverse cancer cell lines. 5 therapeutic potential was extensively studied first time which exhibiting antiproliferative and ROS generating activity than its non-glycoside analogue 1. Furthermore, 5 augmented the apoptotic cascades in MCF-7 breast cancer cells, viz. nuclear condensation, membrane blebbing, probably by destabilizing the micro-tubular protein tubulin. Strikingly, our docking study and in vitro assays demonstrate that 5 binds to and modulate checkpoint kinase-2, a key cell cycle regulatory protein in normal and cancer cells.

Description

4'-Demethylpodophyllotoxin is an aryltetralin lignin contained in the root of Podophyllum hexandrum and P. peltatum. 4'-Demethylpodophyllotoxin exhibits cytotoxic potential in diverse cancer cell lines.

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