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6-Ethoxydihydrosanguinarine

CAS# 28342-31-6

6-Ethoxydihydrosanguinarine

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Quality Control of 6-Ethoxydihydrosanguinarine

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Chemical structure

6-Ethoxydihydrosanguinarine

3D structure

Chemical Properties of 6-Ethoxydihydrosanguinarine

Cas No. 28342-31-6 SDF Download SDF
PubChem ID 5317235 Appearance Powder
Formula C22H19NO5 M.Wt 377.39
Type of Compound Alkaloids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 23-ethoxy-24-methyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.02,10.04,8.014,22.017,21]tetracosa-1(13),2,4(8),9,11,14(22),15,17(21)-octaene
SMILES CCOC1C2=C(C=CC3=C2OCO3)C4=C(N1C)C5=CC6=C(C=C5C=C4)OCO6
Standard InChIKey FCEXWTOTHXCQCQ-UHFFFAOYSA-N
Standard InChI InChI=1S/C22H19NO5/c1-3-24-22-19-13(6-7-16-21(19)28-11-25-16)14-5-4-12-8-17-18(27-10-26-17)9-15(12)20(14)23(22)2/h4-9,22H,3,10-11H2,1-2H3
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 6-Ethoxydihydrosanguinarine

The roots and aerial parts of Chelidonium majus L.

Biological Activity of 6-Ethoxydihydrosanguinarine

Description1. 6-Ethoxydihydrosanguinarine shows human blood acetylcholinesterase (HuAChE) and human plasma butyrylcholinesterase (HuBuChE) inhibitory activity, with IC50 values of 0.83 +/- 0.04 microM and 4.20 +/- 0.19 microM, respectively.
TargetsAChR | BACE

6-Ethoxydihydrosanguinarine Dilution Calculator

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6-Ethoxydihydrosanguinarine Molarity Calculator

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Preparing Stock Solutions of 6-Ethoxydihydrosanguinarine

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.6498 mL 13.2489 mL 26.4978 mL 52.9956 mL 66.2445 mL
5 mM 0.53 mL 2.6498 mL 5.2996 mL 10.5991 mL 13.2489 mL
10 mM 0.265 mL 1.3249 mL 2.6498 mL 5.2996 mL 6.6244 mL
50 mM 0.053 mL 0.265 mL 0.53 mL 1.0599 mL 1.3249 mL
100 mM 0.0265 mL 0.1325 mL 0.265 mL 0.53 mL 0.6624 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 6-Ethoxydihydrosanguinarine

Acetylcholinesterase and butyrylcholinesterase inhibitory compounds from Chelidonium majus (Papaveraceae).[Pubmed:21213973]

Nat Prod Commun. 2010 Nov;5(11):1751-4.

The roots and aerial parts of Chelidonium majus L. were extracted with EtOH and fractionated using CHCl3 and EtOH. Repeated column chromatography, preparative TLC and crystallization led to the isolation of five isoquinoline alkaloids, stylopine (3), chelidonine (4), homochelidonine (5), protopine (6), and allocryptopine (7), along with two isolation artifacts 6-Ethoxydihydrosanguinarine (1) and 6-ethoxydihydrochelerythrine (2). All isolated compounds were tested for human blood acetylcholinesterase (HuAChE) and human plasma butyrylcholinesterase (HuBuChE) inhibitory activity. The isolation artifacts exhibited the highest activity against HuAChE and HuBuChE with IC50 values of 0.83 +/- 0.04 microM and 4.20 +/- 0.19 microM for 6-ethoxydihydrochelerythrine and 3.25 +/- 0.24 microM and 4.51 +/- 0.31 microM for 6-Ethoxydihydrosanguinarine. The most active of the naturally-occurring alkaloids was chelidonine, which inhibited both HuAChE and HuBuChE in a dose-dependent manner with IC50 values of 26.8 +/- 1.2 microM and 31.9 +/- 1.4 microM, respectively.

Description

Ethoxysanguinarine is a benzophenanthridine alkaloid natural product that is mainly found in Macleaya cordata. Ethoxysanguinarine inhibits viability and induces apoptosis of colorectal cancer cells by inhibiting protein phosphatase 2A (CIP2A).

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