Moschamine

CAS# 68573-23-9

Moschamine

2D Structure

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3D structure

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Moschamine

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Chemical Properties of Moschamine

Cas No. 68573-23-9 SDF Download SDF
PubChem ID 5969616 Appearance Powder
Formula C20H20N2O4 M.Wt 352.39
Type of Compound Alkaloids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (E)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamide
SMILES COC1=C(C=CC(=C1)C=CC(=O)NCCC2=CNC3=C2C=C(C=C3)O)O
Standard InChIKey WGHKJYWENWLOMY-XVNBXDOJSA-N
Standard InChI InChI=1S/C20H20N2O4/c1-26-19-10-13(2-6-18(19)24)3-7-20(25)21-9-8-14-12-22-17-5-4-15(23)11-16(14)17/h2-7,10-12,22-24H,8-9H2,1H3,(H,21,25)/b7-3+
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 Moschamine

The herbs of Datura stramonium Linn.

Biological Activity of Moschamine

Description1. Moschamine may suppress cAMP formation via binding to 5-HT1 receptors in the cells. 2. Moschamine is a very potent compound that is able to inhibit COX-I by 58% and COX-II by 54%, at the concentration of 0.1 μmol L⁻1. 3. Moschamine exerts antitumour effects on HeLa, MCF7 and A431 cells.
TargetsCOX | cAMP | 5-HT Receptor

Moschamine Dilution Calculator

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Moschamine Molarity Calculator

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Preparing Stock Solutions of Moschamine

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.8378 mL 14.1888 mL 28.3776 mL 56.7553 mL 70.9441 mL
5 mM 0.5676 mL 2.8378 mL 5.6755 mL 11.3511 mL 14.1888 mL
10 mM 0.2838 mL 1.4189 mL 2.8378 mL 5.6755 mL 7.0944 mL
50 mM 0.0568 mL 0.2838 mL 0.5676 mL 1.1351 mL 1.4189 mL
100 mM 0.0284 mL 0.1419 mL 0.2838 mL 0.5676 mL 0.7094 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 Moschamine

Bioactivity-guided isolation of antiproliferative compounds from Centaurea arenaria.[Pubmed:21031625]

Phytother Res. 2010 Nov;24(11):1664-9.

The antiproliferative effects of n-hexane, chloroform and aqueous methanol extracts prepared from the whole plant of Centaurea arenaria M.B. ex Willd. were investigated against cervix adenocarcinoma (HeLa), breast adenocarcinoma (MCF7) and skin epidermoid carcinoma (A431) cells, using the MTT assay. The chloroform extract displayed high tumour cell proliferation inhibitory activity (higher than 85% at 10 mug/mL concentration), and was therefore subjected to a bioassay-guided multistep separation procedure. Flavonoids (eupatilin, eupatorin, 3'-methyleupatorin, apigenin and isokaempferid), lignans (arctigenin, arctiin and matairesinol), the sesquiterpene cnicin, serotonin conjugates (Moschamine and cis-Moschamine), beta-amyrin and beta-sitosterin-beta-D-glycopyranoside, identified by means of UV, MS and NMR spectroscopy, were obtained for the first time from this species. The isolated compounds were also evaluated for their tumour cell growth inhibitory activities on HeLa, MCF7 and A431 cells, and different types of secondary metabolites were found to be responsible for the antitumour effects of the extracts; in addition to moderately active compounds (isokaempferid and Moschamine), especially apigenin, eupatorin, arctigenin, arctiin, matairesinol and cnicin exert marked antitumour effects against these cell lines.

Synthesis, biological activities and bioavailability of moschamine, a safflomide-type phenylpropenoic acid amide found in Centaurea cyanus.[Pubmed:21978225]

Nat Prod Res. 2012;26(16):1465-72.

Moschamine is a phenylpropenoic acid amide found in plants. In this article, the synthesis and two biological activities (serotoninergic and cyclooxygenase (COX) inhibitory activities) and bioavailability of Moschamine were described. Moschamine was synthesised and confirmed using NMR spectroscopic methods. Using the Moschamine synthesised, serotoninergic and COX inhibitory activities were investigated. At the concentration of 10 micromol L(-)(1), Moschamine was able to inhibit forskolin-stimulated cAMP formation by 25% (p < 0.015), via inhibiting serotonin receptors in the OK cells. The inhibition was repressed by two 5-HT1 antagonists (Nan-190 and spiperone), suggesting that Moschamine may suppress cAMP formation via binding to 5-HT1 receptors in the cells. Also, Moschamine was a very potent compound that is able to inhibit COX-I by 58% (p < 0.012) and COX-II by 54% (p < 0.014), at the concentration of 0.1 micromol L(-)(1). The oral bioavailability of Moschamine was also determined in mice.

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