Licoflavonol

CAS# 60197-60-6

Licoflavonol

2D Structure

Catalog No. BCN6828----Order now to get a substantial discount!

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Licoflavonol: 5mg $374 In Stock
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Quality Control of Licoflavonol

3D structure

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Licoflavonol

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Chemical Properties of Licoflavonol

Cas No. 60197-60-6 SDF Download SDF
PubChem ID 5481964 Appearance Powder
Formula C20H18O6 M.Wt 354.35
Type of Compound Flavonoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 3,5,7-trihydroxy-2-(4-hydroxyphenyl)-6-(3-methylbut-2-enyl)chromen-4-one
SMILES CC(=CCC1=C(C=C2C(=C1O)C(=O)C(=C(O2)C3=CC=C(C=C3)O)O)O)C
Standard InChIKey TVMHBSODLWMMMV-UHFFFAOYSA-N
Standard InChI InChI=1S/C20H18O6/c1-10(2)3-8-13-14(22)9-15-16(17(13)23)18(24)19(25)20(26-15)11-4-6-12(21)7-5-11/h3-7,9,21-23,25H,8H2,1-2H3
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 Licoflavonol

The roots of Glycyrrhiza uralensis.

Biological Activity of Licoflavonol

Description1. Licoflavonol exhibits a strong inhibitory effect on the secretion of the SPI-1 effector proteins via regulating the transcription of the SicA/InvF genes, and the transportation of the effector protein SipC, thus, it is a novel natural inhibitor of Salmonella T3SS, could be a promising candidate for novel type of anti-virulence drugs.
TargetsAntifection

Licoflavonol Dilution Calculator

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Licoflavonol Molarity Calculator

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Preparing Stock Solutions of Licoflavonol

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.8221 mL 14.1103 mL 28.2207 mL 56.4414 mL 70.5517 mL
5 mM 0.5644 mL 2.8221 mL 5.6441 mL 11.2883 mL 14.1103 mL
10 mM 0.2822 mL 1.411 mL 2.8221 mL 5.6441 mL 7.0552 mL
50 mM 0.0564 mL 0.2822 mL 0.5644 mL 1.1288 mL 1.411 mL
100 mM 0.0282 mL 0.1411 mL 0.2822 mL 0.5644 mL 0.7055 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 Licoflavonol

Metabolites identification of bioactive licorice compounds in rats.[Pubmed:26311472]

J Pharm Biomed Anal. 2015 Nov 10;115:515-22.

Licorice (Glycyrrhiza uralensis Fisch.) is one of the most popular herbal medicines worldwide. This study aims to identify the metabolites of seven representative bioactive licorice compounds in rats. These compounds include 22beta-acetoxyl glycyrrhizin (1), Licoflavonol (2), licoricidin (3), licoisoflavanone (4), isoglycycoumarin (5), semilicoisoflavone B (6), and 3-methoxy-9-hydroxy-pterocarpan (7). After oral administration of 250mg/kg of 1 or 40mg/kg of 2-7 to rats, a total of 16, 43 and 31 metabolites were detected in the plasma, urine and fecal samples, respectively. The metabolites were characterized by HPLC/DAD/ESI-MS(n) and LC/IT-TOF-MS analyses. Particularly, two metabolites of 1 were unambiguously identified by comparing with reference standards, and 22beta-acetoxyl glycyrrhizin-6''-methyl ester (1-M2) is a new compound. Compound 1 could be readily hydrolyzed to eliminate the glucuronic acid residue. The phenolic compounds (4-7) mainly undertook phase II metabolism (glucuronidation or sulfation). Most phenolic compounds with an isoprenyl group (chain or cyclized, 2-5) could also undertake hydroxylation reaction. This is the first study on in vivo metabolism of these licorice compounds.

Simultaneous determination of five minor coumarins and flavonoids in Glycyrrhiza uralensis by solid-phase extraction and high-performance liquid chromatography/electrospray ionization tandem mass spectrometry.[Pubmed:24496986]

Planta Med. 2014 Feb;80(2-3):237-42.

Minor phenolic compounds in licorice (Glycyrrhiza uralensis) have recently been proved for diverse bioactivities and favorable bioavailability, indicating that they may play an important role in the therapeutic effects or herb-drug interactions of licorice. However, so far, their abundance in licorice remains unknown. In this study, a reliable solid-phase extraction coupled with a high-performance liquid chromatography and diode array detection method was established to determine the minor phenolic compounds in licorice. The analytes were enriched by a three-step solid-phase extraction method, and then separated on a YMC ODS-A column by gradient elution. Five coumarins and flavonoids were identified by electrospray ionization tandem mass spectrometry, and then quantified using high-performance liquid chromatography and diode array detection. The amounts of glycycoumarin, dehydroglyasperin C, glycyrol, Licoflavonol, and glycyrin in G. uralensis were 0.81 +/- 0.28, 1.25 +/- 0.59, 0.20 +/- 0.08, 0.12 +/- 0.04, and 0.17 +/- 0.08 mg/g, respectively. Abundances of these compounds in other Glycyrrhiza species (G. glabra, G. inflata, and G. yunnanesis) were remarkably lower than G. uralensis.

Licoflavonol is an inhibitor of the type three secretion system of Salmonella enterica serovar Typhimurium.[Pubmed:27387231]

Biochem Biophys Res Commun. 2016 Sep 2;477(4):998-1004.

As an important food-borne human pathogen, Salmonella enterica serovar Typhimurium depends on its type III secretion system (T3SS) as a major virulence factor to cause disease all over the world. The T3SS secretes effector proteins to facilitate invasion into host cells. In this study, twenty prenylated flavonoids (1-20) were screened for their anti-T3SS activity, revealing that several analogs exhibited strong inhibitory effects on the secretion of Salmonella pathogenicity island 1 (SPI-1)-associated effector proteins without affecting the growth of bacteria and the secretion of the flagellar protein FliC. Among the flavonoids 1-20, Licoflavonol (20) exhibited a strong inhibitory effect on the secretion of the SPI-1 effector proteins via regulating the transcription of the SicA/InvF genes, and the transportation of the effector protein SipC. In summary, Licoflavonol, a novel natural inhibitor of Salmonella T3SS, could be a promising candidate for novel type of anti-virulence drugs.

Description

Licoflavonol, a minor flavone from the roots of Glycyrrhiza uralensis, is an inhibitor of the Salmonella type III secretion system (T3SS).

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