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7,8-Benzoflavone

CAS# 604-59-1

7,8-Benzoflavone

Catalog No. BCN6538----Order now to get a substantial discount!

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7,8-Benzoflavone: 5mg $23 In Stock
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Quality Control of 7,8-Benzoflavone

Number of papers citing our products

Chemical structure

7,8-Benzoflavone

3D structure

Chemical Properties of 7,8-Benzoflavone

Cas No. 604-59-1 SDF Download SDF
PubChem ID 11790 Appearance Powder
Formula C19H12O2 M.Wt 272.30
Type of Compound Flavonoids Storage Desiccate at -20°C
Solubility DMSO : 25 mg/mL (91.81 mM; Need ultrasonic)
Chemical Name 2-phenylbenzo[h]chromen-4-one
SMILES C1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C4=CC=CC=C4C=C3
Standard InChIKey VFMMPHCGEFXGIP-UHFFFAOYSA-N
Standard InChI InChI=1S/C19H12O2/c20-17-12-18(14-7-2-1-3-8-14)21-19-15-9-5-4-6-13(15)10-11-16(17)19/h1-12H
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 7,8-Benzoflavone

The root exudates of Acroptilon repens.

Biological Activity of 7,8-Benzoflavone

Description7,8-Benzoflavone is one of the most potent inhibitors of breast cancer resistance protein (BCRP).
In vivo

Pharmacokinetics and bioavailability of the flavonoid 7,8-benzoflavone in rats.[Pubmed: 18257033 ]

J Pharm Sci. 2008 Oct;97(10):4546-56.

The flavonoid 7,8-Benzoflavone was recently identified as one of the most potent inhibitors of breast cancer resistance protein (BCRP); however, little is known of the in vivo disposition of 7,8-Benzoflavone. The objective of this study was to investigate the pharmacokinetics and bioavailability of 7,8-Benzoflavone in rats.
METHODS AND RESULTS:
Three intravenous (5, 10, and 25 mg/kg) and three oral (12.5, 25, and 50 mg/kg) doses were administered to female Sprague-Dawley rats. Plasma samples were analyzed by high-performance liquid chromatography. Pharmacokinetic analysis was conducted by WinNonlin and ADAPT II. The dose-normalized plasma concentration versus time curves did not superimpose with each other, indicating the nonlinear pharmacokinetics of 7,8-Benzoflavone. 7,8-Benzoflavone exhibited a large volume of distribution (V(ss) approximately 1.5 L/kg) and rapid oral absorption (t(max) < 30 min). The bioavailability of 7,8-Benzoflavone was low (0.61-13.2%) and dose-dependent. A pharmacokinetic model with dose-dependent bioavailability, linear absorption and nonlinear elimination best described the pharmacokinetic profiles of 7,8-Benzoflavone.
CONCLUSIONS:
Using a 50 mg/kg oral dose of 7,8-Benzoflavone, we could significantly increase the AUC for the BCRP substrate nitrofurantoin, demonstrating the potential for BCRP-mediated drug interactions.

7,8-Benzoflavone Dilution Calculator

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Preparing Stock Solutions of 7,8-Benzoflavone

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.6724 mL 18.3621 mL 36.7242 mL 73.4484 mL 91.8105 mL
5 mM 0.7345 mL 3.6724 mL 7.3448 mL 14.6897 mL 18.3621 mL
10 mM 0.3672 mL 1.8362 mL 3.6724 mL 7.3448 mL 9.1811 mL
50 mM 0.0734 mL 0.3672 mL 0.7345 mL 1.469 mL 1.8362 mL
100 mM 0.0367 mL 0.1836 mL 0.3672 mL 0.7345 mL 0.9181 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 7,8-Benzoflavone

7,8-Benzoflavone: a phytotoxin from root exudates of invasive Russian knapweed.[Pubmed:12943767]

Phytochemistry. 2003 Sep;64(2):493-7.

Root exudates from Acroptilon repens (Russian knapweed) were found to be phytotoxic and the phytotoxin in the exudate was identified as 7,8-Benzoflavone (alpha-naphthoflavone), (1), not previously known as a natural product. In tests on growing seedlings both 1 and its isomer 5,6-benzoflavone (2) were phytotoxic. Flavone, a structural analog of 1 and a known granular leaf and stem exudate of other plant species, was also phytotoxic and more potent than 1 or 2.

Pharmacokinetics and bioavailability of the flavonoid 7,8-benzoflavone in rats.[Pubmed:18257033]

J Pharm Sci. 2008 Oct;97(10):4546-56.

The flavonoid 7,8-Benzoflavone was recently identified as one of the most potent inhibitors of breast cancer resistance protein (BCRP); however, little is known of the in vivo disposition of 7,8-Benzoflavone. The objective of this study was to investigate the pharmacokinetics and bioavailability of 7,8-Benzoflavone in rats. Three intravenous (5, 10, and 25 mg/kg) and three oral (12.5, 25, and 50 mg/kg) doses were administered to female Sprague-Dawley rats. Plasma samples were analyzed by high-performance liquid chromatography. Pharmacokinetic analysis was conducted by WinNonlin and ADAPT II. The dose-normalized plasma concentration versus time curves did not superimpose with each other, indicating the nonlinear pharmacokinetics of 7,8-Benzoflavone. 7,8-Benzoflavone exhibited a large volume of distribution (V(ss) approximately 1.5 L/kg) and rapid oral absorption (t(max) < 30 min). The bioavailability of 7,8-Benzoflavone was low (0.61-13.2%) and dose-dependent. A pharmacokinetic model with dose-dependent bioavailability, linear absorption and nonlinear elimination best described the pharmacokinetic profiles of 7,8-Benzoflavone. Using a 50 mg/kg oral dose of 7,8-Benzoflavone, we could significantly increase the AUC for the BCRP substrate nitrofurantoin, demonstrating the potential for BCRP-mediated drug interactions.

Description

Alpha-Naphthoflavone is a synthetic flavonoid, acts as a potent and competitive aromatase inhibitor with an IC50 and a Ki of 0.5 and 0.2 μM, respectively.

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