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4'-O-Methylcoumestrol

CAS# 1690-62-6

4'-O-Methylcoumestrol

2D Structure

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4'-O-Methylcoumestrol

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Chemical Properties of 4'-O-Methylcoumestrol

Cas No. 1690-62-6 SDF Download SDF
PubChem ID 5319565 Appearance Powder
Formula C16H10O5 M.Wt 282.25
Type of Compound Coumarins Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 3-hydroxy-9-methoxy-[1]benzofuro[3,2-c]chromen-6-one
SMILES COC1=CC2=C(C=C1)C3=C(O2)C4=C(C=C(C=C4)O)OC3=O
Standard InChIKey HHEZPZWGHDOWCQ-UHFFFAOYSA-N
Standard InChI InChI=1S/C16H10O5/c1-19-9-3-5-10-13(7-9)20-15-11-4-2-8(17)6-12(11)21-16(18)14(10)15/h2-7,17H,1H3
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-Methylcoumestrol

The herbs of Glycyrrhiza pallidiflora Maxim.

Biological Activity of 4'-O-Methylcoumestrol

Description4'-O-Methylcoumestrol is a natural product from Glycyrrhiza pallidiflora Maxim.

Protocol of 4'-O-Methylcoumestrol

Structure Identification
Yao Xue Xue Bao. 1992;27(10):748-51.

Studies on the chemical constituents of Glycyrrhiza pallidiflora Maxim.[Pubmed: 1293921]

A species of the genus Glycyrrhiza, G. pallidiflora Maxim, growing in Jiangsu and Hebei Provices of China, has been little studied before on its chemical constituents. This paper reports the isolation and chemical elucidation of five compounds from this plant, one of them is a new compound named glypallichalcone (P-2).
METHODS AND RESULTS:
Their chemical structures were elucidated by means of chemical and spectrometric analysis (UV, IR, MS, 1HNMR and 13CNMR) and were first reported to be present in this plant. Glypallichalcone (P-2), was found to be 4-hydroxy-2,4'-dimethoxy-chalcone.
CONCLUSIONS:
The known compounds were identified to be 4'-O-Methylcoumestrol (P-1), N-acetyl-glutamic acid (P-3), formononetin and beta-sitosterol (P-5).

J Org Chem. 2017 Oct 20;82(20):11102-11109.

Collective Syntheses of 2-(3-Methylbenzofuran-2-yl)phenol-Derived Natural Products by a Cascade [3,3]-Sigmatropic Rearrangement/Aromatization Strategy.[Pubmed: 28944672]


METHODS AND RESULTS:
A cascade [3,3]-sigmatropic rearrangement/aromatization strategy to the synthesis of 2-(3-methylbenzofuran-2-yl)phenol derivatives was developed and applied to the collective syntheses of seven 2-arylbenzofuran-containing natural products, namely glycybenzofuran, glycyuralin E, lespedezol A1, puerariafuran, 7,2',4'-trihydroxy-3-benzofurancarboxylic acid, coumestrol, and 4'-O-Methylcoumestrol. Among them, the total syntheses of glycybenzofuran, glycyuralin E, puerariafuran, 7,2',4'-trihydroxy-3-benzofurancarboxylic acid, and 4'-O-Methylcoumestrol were reported for the first time.
CONCLUSIONS:
The practicality of this novel strategy in preparation of the key intermediates was demonstrated by performing the reaction on gram scale and by synthesizing a series of natural products with 2-(3-methylbenzofuran-2-yl)phenol scaffolds in a common strategy.

4'-O-Methylcoumestrol Dilution Calculator

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Preparing Stock Solutions of 4'-O-Methylcoumestrol

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.543 mL 17.7148 mL 35.4296 mL 70.8592 mL 88.574 mL
5 mM 0.7086 mL 3.543 mL 7.0859 mL 14.1718 mL 17.7148 mL
10 mM 0.3543 mL 1.7715 mL 3.543 mL 7.0859 mL 8.8574 mL
50 mM 0.0709 mL 0.3543 mL 0.7086 mL 1.4172 mL 1.7715 mL
100 mM 0.0354 mL 0.1771 mL 0.3543 mL 0.7086 mL 0.8857 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-Methylcoumestrol

Collective Syntheses of 2-(3-Methylbenzofuran-2-yl)phenol-Derived Natural Products by a Cascade [3,3]-Sigmatropic Rearrangement/Aromatization Strategy.[Pubmed:28944672]

J Org Chem. 2017 Oct 20;82(20):11102-11109.

A cascade [3,3]-sigmatropic rearrangement/aromatization strategy to the synthesis of 2-(3-methylbenzofuran-2-yl)phenol derivatives was developed and applied to the collective syntheses of seven 2-arylbenzofuran-containing natural products, namely glycybenzofuran, glycyuralin E, lespedezol A1, puerariafuran, 7,2',4'-trihydroxy-3-benzofurancarboxylic acid, coumestrol, and 4'-O-methylcoumestrol. Among them, the total syntheses of glycybenzofuran, glycyuralin E, puerariafuran, 7,2',4'-trihydroxy-3-benzofurancarboxylic acid, and 4'-O-methylcoumestrol were reported for the first time. The practicality of this novel strategy in preparation of the key intermediates was demonstrated by performing the reaction on gram scale and by synthesizing a series of natural products with 2-(3-methylbenzofuran-2-yl)phenol scaffolds in a common strategy.

[Studies on the chemical constituents of Glycyrrhiza pallidiflora Maxim].[Pubmed:1293921]

Yao Xue Xue Bao. 1992;27(10):748-51.

A species of the genus Glycyrrhiza, G. pallidiflora Maxim, growing in Jiangsu and Hebei Provices of China, has been little studied before on its chemical constituents. This paper reports the isolation and chemical elucidation of five compounds from this plant, one of them is a new compound named glypallichalcone (P-2). Their chemical structures were elucidated by means of chemical and spectrometric analysis (UV, IR, MS, 1HNMR and 13CNMR) and were first reported to be present in this plant. Glypallichalcone (P-2), was found to be 4-hydroxy-2,4'-dimethoxy-chalcone. The known compounds were identified to be 4'-O-methylcoumestrol (P-1), N-acetyl-glutamic acid (P-3), formononetin and beta-sitosterol (P-5).

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