Glabranin

CAS# 41983-91-9

Glabranin

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Quality Control of Glabranin

Number of papers citing our products

Chemical structure

Glabranin

3D structure

Chemical Properties of Glabranin

Cas No. 41983-91-9 SDF Download SDF
PubChem ID 124049 Appearance Powder
Formula C20H20O4 M.Wt 324.4
Type of Compound Flavonoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (2S)-5,7-dihydroxy-8-(3-methylbut-2-enyl)-2-phenyl-2,3-dihydrochromen-4-one
SMILES CC(=CCC1=C(C=C(C2=C1OC(CC2=O)C3=CC=CC=C3)O)O)C
Standard InChIKey DAWSYIQAGQMLFS-SFHVURJKSA-N
Standard InChI InChI=1S/C20H20O4/c1-12(2)8-9-14-15(21)10-16(22)19-17(23)11-18(24-20(14)19)13-6-4-3-5-7-13/h3-8,10,18,21-22H,9,11H2,1-2H3/t18-/m0/s1
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 Glabranin

The roots of Glycyrrhiza uralensis Fisch

Biological Activity of Glabranin

Description1. Glabranine exerts a dose-dependent inhibitory effect in vitro on the dengue virus, it presents 70% inhibition on the dengue virus at a concentration of 25 microM. 2. Glabranin shows significant activities on DPPH free radical with the IC50 value of 240.20 ug/ml. 3. Glabranin or a derivative thereof could be used to stimulate hair growth. 4. Glabranin has antimicrobial activity.
TargetsAntifection

Glabranin Dilution Calculator

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Glabranin Molarity Calculator

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Preparing Stock Solutions of Glabranin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.0826 mL 15.4131 mL 30.8261 mL 61.6523 mL 77.0654 mL
5 mM 0.6165 mL 3.0826 mL 6.1652 mL 12.3305 mL 15.4131 mL
10 mM 0.3083 mL 1.5413 mL 3.0826 mL 6.1652 mL 7.7065 mL
50 mM 0.0617 mL 0.3083 mL 0.6165 mL 1.233 mL 1.5413 mL
100 mM 0.0308 mL 0.1541 mL 0.3083 mL 0.6165 mL 0.7707 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 Glabranin

Antiviral effect of flavonoids on the dengue virus.[Pubmed:10685103]

Phytother Res. 2000 Mar;14(2):89-92.

In the present study we analysed the possible antiviral effect on dengue viruses of different flavonoids extracted and identified at the Chemistry Institute, UNAM, from the Mexican plants Tephrosia madrensis, Tephrosia viridiflora and Tephrosia crassifolia. The flavonoids Glabranine and 7-O-methyl-Glabranine presented 70% inhibition on the dengue virus at a concentration of 25 microM, while methyl-hildgardtol A, hildgardtol A and elongatine had no effect on viral growth. Our results show that Glabranine and 7-O-methyl-Glabranine isolated from Tephrosia s.p. exert a dose-dependent inhibitory effect in vitro on the dengue virus.

Inhibition of Oxidative Stress and Skin Aging-Related Enzymes by Prenylated Chalcones and Other Flavonoids from Helichrysum teretifolium.[Pubmed:25903365]

Molecules. 2015 Apr 20;20(4):7143-55.

Ten flavonoid-related structures viz. heliteretifolin (1), isoxanthohumol (2), 2',4',6'-trihydroxy-3'-prenylchalcone (3), isoGlabranin (4), Glabranin (5), 7-methoxy-isoGlabranin (6), quercetin (7), 4'-methoxyquercetin (8), 4'-methoxykaempferol (9) and mosloflavone (10) were isolated from a H. teretifolium methanolic extract and identified. One of them (compound 1) is reported for the first time from a natural source, while compounds 6, 8-10 were isolated for the first time from the genus Helichrysum. The total extract of H. teretifolium showed potent antioxidant activity. When tested for total antioxidant capacity compound 3 possesses moderate biological activity compared to 2, which displayed some of the highest TEAC values (4529.01 +/- 2.44; 4170.66 +/- 6.72) microM TE/g, respectively. Compounds 7 and 8 demonstrated the highest inhibitory activities on Fe2+-induced lipid peroxidation (IC50 = 2.931; 6.449 microg/mL); tyrosinase (8.092; 27.573) and elastase (43.342; 86.548). Additionally, the total antioxidant capacities measured as FRAP (4816.31 +/- 7.42; 3584.17 +/- 0.54) microM AAE/g, and ORAC for hydroxyl radical (7.265 +/- 0.71; 6.779 +/- 3.40) x 106 and peroxyl radical (17.836 +/- 2.90; 12.545 +/- 5.07) x 103 microM TE/g were also observed for compounds 7 and 8, respectively. In conclusion, H. teretifolium total extract represents a rich source of bioactive constituents with potent antioxidant and moderate anti-tyrosinase and anti-elastase activities that can help to avert accumulation of free radicals in the body, and could therefore be good candidates for the prevention and/or treatment of skin-related conditions, such as aging. This is the first scientific report on the chemical and biological profile of H. teretifolium.

Antioxidant activity-guided separation of coumarins and lignan from Melicope glabra (Rutaceae).[Pubmed:23561082]

Food Chem. 2013 Aug 15;139(1-4):87-92.

The ethyl acetate and methanol bark extracts of Melicope glabra were evaluated for their antioxidant capacities by 1,1-diphenyl-2-picrylhydrazyl (DPPH) free radical scavenging activity and beta-carotene bleaching/linoleic acid system. Both extracts exhibited strong inhibition against the DPPH radical (IC50 values of 24.81 and 13.01 mug ml(-1), respectively) and strong antioxidant activity in beta-carotene bleaching assay. Both samples were found to have high phenolic content with values of 39 and 44 mg GAE/g as indicated by Follin-Ciocalteau's reagent. Antioxidant TLC assay-guided isolation on the methanol extract led to the isolation of a new pyranocoumarin, Glabranin (1), umbelliferone (2), scopoletin (3) and sesamin (4), and their structures were determined by spectroscopy. Compounds (1-3) showed significant activities on DPPH free radical with the IC50 of 240.20, 810.02 and 413.19 mug ml(-1), respectively. However, in beta-carotene bleaching assay, sesamin (4) showed higher inhibitory activity (1 mg ml(-1), 95%) than Glabranin (1) (1 mg ml(-1), 74%), whilst umbelliferone (2) and scopoletin (3) were slightly pro-oxidant.

Dihydrostilbene derivatives from Glycyrrhiza glabra leaves.[Pubmed:16038558]

J Nat Prod. 2005 Jul;68(7):1099-102.

Four new dihydrostilbenes, alpha,alpha'-dihydro-3,5-dihydroxy-4'-acetoxy-5'-isopentenylstilbene (1), alpha,alpha'-dihydro-3,3',4'-trihydroxy-5-O-isopentenyl-6-isopentenylstilbene (2), alpha,alpha'-dihydro-3,5,3'-trihydroxy-4'-methoxystilbene (3), and alpha,alpha'-dihydro-3,3'-dihydroxy-5beta-d-O-glucopyranosyloxy-4'-methoxystilben e (4), together with seven known flavonoids, Glabranin isomer, naringenin, lupiwighteone, pinocembrin 7-O-glucoside, astragalin, isoquercitrin, vicenin II, and the inositol, pinitol, were isolated from the leaves of Glycyrrhiza glabra grown in Sicily. The structures of 1-4 were elucidated by spectroscopic methods.

Description

Glabranine, an flavonoid, is isolated from Tephrosia s.p, exerts a inhibitory effect in vitro on the dengue virus. Glabranine forms interaction with the soluble ectodomain of DENV type 2 (DENV2) E protein.

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