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4-O-Methylsappanol

CAS# 104778-16-7

4-O-Methylsappanol

2D Structure

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3D structure

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4-O-Methylsappanol

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Chemical Properties of 4-O-Methylsappanol

Cas No. 104778-16-7 SDF Download SDF
PubChem ID 13888973 Appearance Powder
Formula C17H18O6 M.Wt 318.3
Type of Compound Flavonoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (3R,4S)-3-[(3,4-dihydroxyphenyl)methyl]-4-methoxy-2,4-dihydrochromene-3,7-diol
SMILES COC1C2=C(C=C(C=C2)O)OCC1(CC3=CC(=C(C=C3)O)O)O
Standard InChIKey HHDPKXQKOWHDNA-DLBZAZTESA-N
Standard InChI InChI=1S/C17H18O6/c1-22-16-12-4-3-11(18)7-15(12)23-9-17(16,21)8-10-2-5-13(19)14(20)6-10/h2-7,16,18-21H,8-9H2,1H3/t16-,17+/m0/s1
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-O-Methylsappanol

The heartwood of Caesalpinia sappan

Biological Activity of 4-O-Methylsappanol

Description1. 4-O-Methylsappanol shows activity against this fungus against Beauveria bassiana.
TargetsAntifection

4-O-Methylsappanol Dilution Calculator

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4-O-Methylsappanol Molarity Calculator

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Preparing Stock Solutions of 4-O-Methylsappanol

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.1417 mL 15.7085 mL 31.4169 mL 62.8338 mL 78.5423 mL
5 mM 0.6283 mL 3.1417 mL 6.2834 mL 12.5668 mL 15.7085 mL
10 mM 0.3142 mL 1.5708 mL 3.1417 mL 6.2834 mL 7.8542 mL
50 mM 0.0628 mL 0.3142 mL 0.6283 mL 1.2567 mL 1.5708 mL
100 mM 0.0314 mL 0.1571 mL 0.3142 mL 0.6283 mL 0.7854 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-O-Methylsappanol

Cytoprotective constituents of the heartwood of Caesalpinia sappan on glutamate-induced oxidative damage in HT22 cells.[Pubmed:19420770]

Biol Pharm Bull. 2009 May;32(5):945-9.

The bioassay-guided fractionation of a MeOH extract of the heartwood of Caesalpinia sappan L. provided two neuroprotective compounds, sappanchalcone (2) and 4-O-methylepisappanol (3), together with a methoxychalcone, isoliquiritigenin 2'-methyl ether (1), and three aromatic compounds, 4-O-Methylsappanol (4), caesalpine J (5), pluchoic acid (6). At concentrations of 20-40 microM, compound 2 showed significant cytoprotective effects against glutamate-induced oxidative stress through the induction of heme oxygenase (HO)-1 in HT22-immortalized hippocampal cells. Compound 3 also showed moderate neuroprotective effect at 40 microM, but compounds 1, 4-6 did not show any protective effects against glutamate-induced cytotoxicity in HT22 cells.

Inhibitory activity of homoisoflavonoids from Caesalpinia sappan against Beauveria bassiana.[Pubmed:12946725]

Fitoterapia. 2003 Sep;74(6):600-2.

Four homoisoflavonoids, 4-O-Methylsappanol (1), protosappanin A (2), brazilin (3) and caeasalpin J (4), isolated from Caesalpinia sappan, were tested for inhibitory activity against Beauveria bassiana. Compound 1 showed activity against this fungus.

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