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2',5,6',7-Tetrahydroxyflavone

CAS# 82475-00-1

2',5,6',7-Tetrahydroxyflavone

2D Structure

Catalog No. BCN9952----Order now to get a substantial discount!

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Quality Control of 2',5,6',7-Tetrahydroxyflavone

3D structure

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2',5,6',7-Tetrahydroxyflavone

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Chemical Properties of 2',5,6',7-Tetrahydroxyflavone

Cas No. 82475-00-1 SDF Download SDF
PubChem ID 5321865 Appearance Powder
Formula C15H10O6 M.Wt 286.2
Type of Compound Flavonoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 2-(2,6-dihydroxyphenyl)-5,7-dihydroxychromen-4-one
SMILES C1=CC(=C(C(=C1)O)C2=CC(=O)C3=C(C=C(C=C3O2)O)O)O
Standard InChIKey WJXXUIYFPVIHDH-UHFFFAOYSA-N
Standard InChI InChI=1S/C15H10O6/c16-7-4-10(19)15-11(20)6-13(21-12(15)5-7)14-8(17)2-1-3-9(14)18/h1-6,16-19H
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 2',5,6',7-Tetrahydroxyflavone

The roots of Scutellaria baicalensis

Biological Activity of 2',5,6',7-Tetrahydroxyflavone

Description2',5,6',7-Tetrahydroxyflavone inhibited hepatic testosterone 6beta-hydroxylation (CYP3A4) activity with a IC50 of 7.8 microM.

2',5,6',7-Tetrahydroxyflavone Dilution Calculator

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2',5,6',7-Tetrahydroxyflavone Molarity Calculator

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Preparing Stock Solutions of 2',5,6',7-Tetrahydroxyflavone

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.4941 mL 17.4703 mL 34.9406 mL 69.8812 mL 87.3515 mL
5 mM 0.6988 mL 3.4941 mL 6.9881 mL 13.9762 mL 17.4703 mL
10 mM 0.3494 mL 1.747 mL 3.4941 mL 6.9881 mL 8.7352 mL
50 mM 0.0699 mL 0.3494 mL 0.6988 mL 1.3976 mL 1.747 mL
100 mM 0.0349 mL 0.1747 mL 0.3494 mL 0.6988 mL 0.8735 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 2',5,6',7-Tetrahydroxyflavone

Skullcapflavone I from Scutellaria baicalensis induces apoptosis in activated rat hepatic stellate cells.[Pubmed:16206047]

Planta Med. 2005 Sep;71(9):885-7.

The therapeutic goal in liver fibrosis is the reversal of fibrosis and the selective clearance by apoptosis of hepatic stellate cells (HSCs), which play a central role in liver fibrogenesis. In this study, the apoptotic effect of wogonin, oroxylin A, 2',5,6',7-tetrahydroxyflavone, skullcapflavone I, and baicalein, isolated from the dried root of Scutellaria baicalensis, was investigated in activated rat HSCs, T-HSC/Cl-6 cells transformed with the Simian virus 40. Among the isolated compounds, skullcapflavone I (20 microM for 24 h) significantly induced apoptosis in activated rat HSCs while there was no change in the cell viability of hepatocytes. Skullcapflavone I increased caspase-3 and -9 activities accompanied by the proteolytic cleavage of poly(ADP-ribose) polymerase. Specific inhibitors of caspase-3 and caspase-9 prevented the apoptotic process induced by skullcapflavone I. From these results, skullcapflavone I from S. baicalensis selectively induced apoptosis in T-HSC/Cl-6 cells via caspase-3 and caspase-9 activation.

Effects of flavonoids isolated from Scutellariae radix on cytochrome P-450 activities in human liver microsomes.[Pubmed:11936218]

J Toxicol Environ Health A. 2002 Mar;65(5-6):373-81.

A series of flavonoids isolated from Scutellariae radix were evaluated for their effects on cytochrome P-450 (CYP) activities in human liver microsomes. All flavonoids did not substantially inhibit pentoxyresorufin O-deethylation (CYP2B 1), mephenytoin 4-hydroxylation (CYP2C19), dextromethorphan O-demethylation (CYP2D6), and chlorzoxazone 6-hydroxylation (CYP2E1) activities (IC50: >50 microM). Baicalein and 2',5,6',7-tetrahydroxyflavone inhibited hepatic testosterone 6beta-hydroxylation (CYP3A4) activity with a IC50 of 17.4 and 7.8 microM, respectively. Oroxylin A inhibited diclofenac 4-hydroxylation (CYP2C9) activity with a IC50 of 6.7 microM. In contrast, all flavonoids tested inhibited hepatic caffeine N'-demethylation (CYP1A2) with IC50 values ranging from 0.7 to 51.3 microM. Kinetic analysis revealed that the mechanism of inhibition varied according to the flavonoids. These results suggest that flavonoids tested are inhibitors of hepatic CYP1A2 and that the extracts of Scutellariae radix, widely used as a hepatoprotective agent, may protect the liver through the prevention of CYPIA2-induced metabolic activation of protoxicants.

[Studies on the structures of new flavonoids from the root of Scutellaria amoena].[Pubmed:2816376]

Yao Xue Xue Bao. 1989;24(3):200-6.

From the root of Scutellaria amoena C.H. Wright, two new flavonoids (I, II) and six known flavonoids (III-VIII) were isolated. On the basis of spectroscopic analysis (UV, 1HNMR, 13CNMR, MS and CD) and chemical evidences, the structures of I and II were elucidated as (2S)-2',5,6'-trihydroxy-7-methoxyflavanone-2'-O-beta-D-glucopyrano side (I) and (2R, 3R)-2',3,5,7-tetrahydroxyflavanone (II) respectively. The other six known compounds were identified as (2S)-5,7,8-trihydroxyflavanone (III), (2S)-2',5,6',7-tetrahydroxyflavanone (IV), (2R, 3R)-2',3,5,6',7-pentahydroxyflavanone (V), 2',5,6',7-tetrahydroxyflavone (VI) norwogonin (VII) and oroxylin-A (VIII) respectively. Compounds III-VIII were obtained from this plant for the first time.

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