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5,7,2',4'-Tetrahydroxy-3-geranylflavone

CAS# 376361-87-4

5,7,2',4'-Tetrahydroxy-3-geranylflavone

2D Structure

Catalog No. BCN1451----Order now to get a substantial discount!

Product Name & Size Price Stock
5,7,2',4'-Tetrahydroxy-3-geranylflavone: 5mg Please Inquire In Stock
5,7,2',4'-Tetrahydroxy-3-geranylflavone: 10mg Please Inquire In Stock
5,7,2',4'-Tetrahydroxy-3-geranylflavone: 20mg Please Inquire Please Inquire
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5,7,2',4'-Tetrahydroxy-3-geranylflavone: 200mg Please Inquire Please Inquire
5,7,2',4'-Tetrahydroxy-3-geranylflavone: 500mg Please Inquire Please Inquire
5,7,2',4'-Tetrahydroxy-3-geranylflavone: 1000mg Please Inquire Please Inquire

Quality Control of 5,7,2',4'-Tetrahydroxy-3-geranylflavone

3D structure

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5,7,2',4'-Tetrahydroxy-3-geranylflavone

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Chemical Properties of 5,7,2',4'-Tetrahydroxy-3-geranylflavone

Cas No. 376361-87-4 SDF Download SDF
PubChem ID 10295791 Appearance Yellow powder
Formula C25H26O6 M.Wt 422.5
Type of Compound Flavonoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 2-(2,4-dihydroxyphenyl)-3-[(2E)-3,7-dimethylocta-2,6-dienyl]-5,7-dihydroxychromen-4-one
SMILES CC(=CCCC(=CCC1=C(OC2=CC(=CC(=C2C1=O)O)O)C3=C(C=C(C=C3)O)O)C)C
Standard InChIKey GRRICQNASNJYBZ-VIZOYTHASA-N
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 5,7,2',4'-Tetrahydroxy-3-geranylflavone

The root bark of Morus alba L.

Biological Activity of 5,7,2',4'-Tetrahydroxy-3-geranylflavone

Description5,7,2',4'-Tetrahydroxy-3-geranylflavone is a natural product from Broussonetia papyrifera.
In vitro

Aromatase inhibitors from Broussonetia papyrifera.[Pubmed: 11678652]

J Nat Prod. 2001 Oct;64(10):1286-93.


METHODS AND RESULTS:
Bioassay-guided fractionation of an ethyl acetate-soluble extract from the whole plants of Broussonetia papyrifera, using an in vitro aromatase inhibition assay, led to the isolation of five new active compounds, 5,7,2',4'-Tetrahydroxy-3-geranylflavone (1), isogemichalcone C (8), 3'-[gamma-hydroxymethyl-(E)-gamma-methylallyl]-2,4,2',4'-tetrahydroxychalcone 11'-O-coumarate (9), demethylmoracin I (10), and (2S)-2',4'-dihydroxy-2' '-(1-hydroxy-1-methylethyl)dihydrofuro[2,3-h]flavanone (11), and 10 known (12-21) compounds which were also found to be active. Of these compounds, the most potent were 9 (IC(50) 0.5 microM), 11 (IC(50) 0.1 microM), isolicoflavonol (12, IC(50) 0.1 microM), and (2S)-abyssinone II (13, IC(50) 0.4 microM). Additionally, six new compounds, 5,7,3',4'-tetrahydroxy-6-geranylflavonol (2), 5,7,3',4'-tetrahydroxy-3-methoxy-6-geranylflavone (3), (2S)-7,4'-dihydroxy-3'-prenylflavan (4), 1-(2,4-dihydroxyphenyl)-3-(4-hydroxyphenyl)propane (5), 1-(2,4-dihydroxy-3-prenylphenyl)-3-(4-hydroxyphenyl)propane (6), and 1-(4-hydroxy-2-methoxyphenyl)-3-(4-hydroxy-3-prenylphenyl)propane (7), were isolated and characterized, but proved to be inactive as aromatase inhibitors, as were an additional 21 known compounds.
CONCLUSIONS:
The structures of the new compounds (1-11) were elucidated by spectroscopic methods. Structure-activity relationships in the aromatase assay were determined for the benzofurans, biphenylpropanoids, coumarins, and various types of flavonoids (chalcones, flavans, flavanones, and flavones) obtained among a total of 42 constituents of B. papyrifera.

5,7,2',4'-Tetrahydroxy-3-geranylflavone Dilution Calculator

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Preparing Stock Solutions of 5,7,2',4'-Tetrahydroxy-3-geranylflavone

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.3669 mL 11.8343 mL 23.6686 mL 47.3373 mL 59.1716 mL
5 mM 0.4734 mL 2.3669 mL 4.7337 mL 9.4675 mL 11.8343 mL
10 mM 0.2367 mL 1.1834 mL 2.3669 mL 4.7337 mL 5.9172 mL
50 mM 0.0473 mL 0.2367 mL 0.4734 mL 0.9467 mL 1.1834 mL
100 mM 0.0237 mL 0.1183 mL 0.2367 mL 0.4734 mL 0.5917 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 5,7,2',4'-Tetrahydroxy-3-geranylflavone

Aromatase inhibitors from Broussonetia papyrifera.[Pubmed:11678652]

J Nat Prod. 2001 Oct;64(10):1286-93.

Bioassay-guided fractionation of an ethyl acetate-soluble extract from the whole plants of Broussonetia papyrifera, using an in vitro aromatase inhibition assay, led to the isolation of five new active compounds, 5,7,2',4'-tetrahydroxy-3-geranylflavone (1), isogemichalcone C (8), 3'-[gamma-hydroxymethyl-(E)-gamma-methylallyl]-2,4,2',4'-tetrahydroxychalcone 11'-O-coumarate (9), demethylmoracin I (10), and (2S)-2',4'-dihydroxy-2' '-(1-hydroxy-1-methylethyl)dihydrofuro[2,3-h]flavanone (11), and 10 known (12-21) compounds which were also found to be active. Of these compounds, the most potent were 9 (IC(50) 0.5 microM), 11 (IC(50) 0.1 microM), isolicoflavonol (12, IC(50) 0.1 microM), and (2S)-abyssinone II (13, IC(50) 0.4 microM). Additionally, six new compounds, 5,7,3',4'-tetrahydroxy-6-geranylflavonol (2), 5,7,3',4'-tetrahydroxy-3-methoxy-6-geranylflavone (3), (2S)-7,4'-dihydroxy-3'-prenylflavan (4), 1-(2,4-dihydroxyphenyl)-3-(4-hydroxyphenyl)propane (5), 1-(2,4-dihydroxy-3-prenylphenyl)-3-(4-hydroxyphenyl)propane (6), and 1-(4-hydroxy-2-methoxyphenyl)-3-(4-hydroxy-3-prenylphenyl)propane (7), were isolated and characterized, but proved to be inactive as aromatase inhibitors, as were an additional 21 known compounds. The structures of the new compounds (1-11) were elucidated by spectroscopic methods. Structure-activity relationships in the aromatase assay were determined for the benzofurans, biphenylpropanoids, coumarins, and various types of flavonoids (chalcones, flavans, flavanones, and flavones) obtained among a total of 42 constituents of B. papyrifera.

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