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Morachalcone A

CAS# 76472-88-3

Morachalcone A

Catalog No. BCN4311----Order now to get a substantial discount!

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Quality Control of Morachalcone A

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Chemical structure

Morachalcone A

3D structure

Chemical Properties of Morachalcone A

Cas No. 76472-88-3 SDF Download SDF
PubChem ID 9862769 Appearance Yellow powder
Formula C20H20O5 M.Wt 340.4
Type of Compound Chalcones Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (E)-1-[2,4-dihydroxy-3-(3-methylbut-2-enyl)phenyl]-3-(2,4-dihydroxyphenyl)prop-2-en-1-one
SMILES CC(=CCC1=C(C=CC(=C1O)C(=O)C=CC2=C(C=C(C=C2)O)O)O)C
Standard InChIKey NXBYIJSAISXPKJ-WEVVVXLNSA-N
Standard InChI InChI=1S/C20H20O5/c1-12(2)3-7-15-18(23)10-8-16(20(15)25)17(22)9-5-13-4-6-14(21)11-19(13)24/h3-6,8-11,21,23-25H,7H2,1-2H3/b9-5+
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 Morachalcone A

The roots of Morus alba

Biological Activity of Morachalcone A

Description1. Morachalcone A exhibits neuroprotective effects on HT22-immortalized hippocampal cells against glutamate-induced oxidative stress, with EC50 values of 35.5±2.1 uM. 2. Morachalcone A exhibits potent inhibitory activity on nitric oxide production in RAW264.7 LPS-activated mouse macrophage cells with IC50 value of 16.4 microM. 3. Morachalcone A displays significant tyrosinase inhibitory activity (IC50, 0.013 uM). 4. Morachalcone A exerts strong pancreatic lipase inhibition with IC 50 value of 6.2 uM.
TargetsTyrosinase | NO

Morachalcone A Dilution Calculator

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Morachalcone A Molarity Calculator

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Preparing Stock Solutions of Morachalcone A

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.9377 mL 14.6886 mL 29.3772 mL 58.7544 mL 73.443 mL
5 mM 0.5875 mL 2.9377 mL 5.8754 mL 11.7509 mL 14.6886 mL
10 mM 0.2938 mL 1.4689 mL 2.9377 mL 5.8754 mL 7.3443 mL
50 mM 0.0588 mL 0.2938 mL 0.5875 mL 1.1751 mL 1.4689 mL
100 mM 0.0294 mL 0.1469 mL 0.2938 mL 0.5875 mL 0.7344 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 Morachalcone A

Pancreatic lipase inhibitory constituents from Morus alba leaves and optimization for extraction conditions.[Pubmed:25935644]

Bioorg Med Chem Lett. 2015 Jun 1;25(11):2269-74.

The leaves of Morus alba (Moraceae) have been traditionally used for the treatment of metabolic diseases including diabetes and hyperlipidemia. Thus, inhibitory effect of M. alba leaves on pancreatic lipase and their active constituents were investigated in this study. Twenty phenolic compounds including ten flavonoids, eight benzofurans, one stilbene and one chalcones were isolated from the leaves of M. alba. Among the isolated compounds, Morachalcone A (20) exerted strong pancreatic lipase inhibition with IC50 value of 6.2 muM. Other phenolic compounds containing a prenyl group showed moderate pancreatic lipase inhibition with IC50 value of <50 muM. Next, extraction conditions with maximum pancreatic lipase inhibition and phenolic content were optimized using response surface methodology with three-level-three-factor Box-Behnken design. Our results suggested the optimized extraction condition for maximum pancreatic lipase inhibition and phenolic content as ethanol concentration of 74.9%; temperature 57.4 degrees C and sample/solvent ratio, 1/10. The pancreatic lipase inhibition and total phenolic content under optimized condition were found to be 58.5% and 26.2 mug GAE (gallic acid equivalent)/mg extract, respectively, which were well matched with the predicted value.

Prenylated flavonoids from the heartwood of Artocarpus communis with inhibitory activity on lipopolysaccharide-induced nitric oxide production.[Pubmed:16643064]

J Nat Prod. 2006 Apr;69(4):719-21.

A new prenylated chalcone, 3' ',3' '-dimethylpyrano[3',4']2,4,2'-trihydroxychalcone (1), was isolated from the heartwood of Artocarpus communis. Two flavonoid derivatives, (-)-cycloartocarpin (9) and (-)-cudraflavone A (10), were isolated as new isomers. In addition, eight known flavonoids, isobacachalcone (2), Morachalcone A (3), gemichalcones B (4) and C (5), artocarpin (6), cudraflavone C (7), licoflavone C (8), and (2S)-euchrenone a(7) (11), were isolated and identified from this plant for the first time. Compounds 1-4, 6, and 11 exhibited potent inhibitory activity on nitric oxide production in RAW264.7 LPS-activated mouse macrophage cells with IC(50) values of 18.8, 6.4, 16.4, 9.3, 18.7, and 12.3 microM, respectively. The structure of compound 1 was elucidated by spectroscopic data analysis, including 1D and 2D NMR experiments.

Neuroprotective effect of prenylated arylbenzofuran and flavonoids from morus alba fruits on glutamate-induced oxidative injury in HT22 hippocampal cells.[Pubmed:25514545]

J Med Food. 2015 Apr;18(4):403-8.

A prenylated arylbenzofuran and six flavonoids were isolated from the fruits of Morus alba L. through silica gel, octadecyl silica gel, and Diaion HP-20 column chromatography. Based on the nuclear magnetic resonance, mass spectrometry, and infrared spectroscopic data, the chemical structures of the compounds were determined to be artoindonesianin O (1), isobavachalcone (2), Morachalcone A (3), quercetin (4), astragalin (5), isoquercetin (6), and rutin (7). The isolated compounds were evaluated for protection of HT22-immortalized hippocampal cells against glutamate-induced oxidative stress. Compounds 1 and 3 exhibited protective effects with EC(50) values of 19.7+/-1.2 and 35.5+/-2.1 muM, respectively. The major compounds 1-3 and 7 were quantified using liquid chromatography/mass spectrometry analysis and were determined to be 1.88+/-2.1, 1.90+/-1.8, 0.78+/-1.5, and 37.29+/-2.2 mg/kg, respectively, in the ethanol extract of M. alba L. fruits.

Tyrosinase inhibitors from the wood of Artocarpus heterophyllus.[Pubmed:23113717]

J Nat Prod. 2012 Nov 26;75(11):1951-5.

From the methanolic-soluble extract of the wood of Artocarpus heterophyllus, four new flavones, artocarmins A-D (1-4), and three new chalcones, artocarmitins A-C (5-7), have been isolated together with 13 known compounds. Their structures were determined on the basis of the spectroscopic data. Compounds 1-4, 6, 7, 9-16, and 20 displayed significant tyrosinase inhibitory activity. The most active compound, Morachalcone A (12) (IC50, 0.013 muM), was 3000 times more active as a tyrosinase inhibitor than a positive control, kojic acid (IC50, 44.6 muM).

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