Glyasperin C

CAS# 142474-53-1

Glyasperin C

Catalog No. BCN8587----Order now to get a substantial discount!

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Quality Control of Glyasperin C

Number of papers citing our products

Chemical structure

Glyasperin C

3D structure

Chemical Properties of Glyasperin C

Cas No. 142474-53-1 SDF Download SDF
PubChem ID 480859 Appearance Powder
Formula C21H24O5 M.Wt 356.4
Type of Compound Flavonoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 4-[(3R)-7-hydroxy-5-methoxy-6-(3-methylbut-2-enyl)-3,4-dihydro-2H-chromen-3-yl]benzene-1,3-diol
SMILES CC(=CCC1=C(C=C2C(=C1OC)CC(CO2)C3=C(C=C(C=C3)O)O)O)C
Standard InChIKey RCZMWVKBVFOCEE-ZDUSSCGKSA-N
Standard InChI InChI=1S/C21H24O5/c1-12(2)4-6-16-19(24)10-20-17(21(16)25-3)8-13(11-26-20)15-7-5-14(22)9-18(15)23/h4-5,7,9-10,13,22-24H,6,8,11H2,1-3H3/t13-/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 Glyasperin C

The roots of Glycyrrhiza aspera Pall.

Biological Activity of Glyasperin C

Description1. Glyasperin C acts as a partial estrogen antagonist. 2. Glyasperin C shows potent anti-vancomycin-resistant Enterococci effects (MIC 1.9 × 10-5-4.5 × 10-5 M for E. faecium and E. faecalis). 3. Glyasperin C shows tyrosinase inhibitory activity (IC (50) = 0.13 +/- 0.01 microg/mL), it could be a promising candidate in the design of skin-whitening agents.
TargetsEstrogen receptor | Tyrosinase | Antifection | Progestogen receptor

Glyasperin C Dilution Calculator

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Glyasperin C Molarity Calculator

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Preparing Stock Solutions of Glyasperin C

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.8058 mL 14.0292 mL 28.0584 mL 56.1167 mL 70.1459 mL
5 mM 0.5612 mL 2.8058 mL 5.6117 mL 11.2233 mL 14.0292 mL
10 mM 0.2806 mL 1.4029 mL 2.8058 mL 5.6117 mL 7.0146 mL
50 mM 0.0561 mL 0.2806 mL 0.5612 mL 1.1223 mL 1.4029 mL
100 mM 0.0281 mL 0.1403 mL 0.2806 mL 0.5612 mL 0.7015 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 Glyasperin C

Structures of new phenolics isolated from licorice, and the effectiveness of licorice phenolics on vancomycin-resistant Enterococci.[Pubmed:25157467]

Molecules. 2014 Aug 25;19(9):13027-41.

Licorice, which is the underground part of Glycyrrhiza species, has been used widely in Asian and Western countries as a traditional medicine and as a food additive. Our continuous investigation on the constituents of roots and stolons of Glycyrrhiza uralensis led to the isolation of two new phenolics, in addition to 14 known compounds. Structural studies including spectroscopic and simple chemical derivatizations revealed that both of the new compounds had 2-aryl-3-methylbenzofuran structures. An examination of the effectiveness of licorice phenolics obtained in this study on vancomycin-resistant strains Enterococcus faecium FN-1 and Enterococcus faecalis NCTC12201 revealed that licoricidin showed the most potent antibacterial effects against both of E. faecalis and E. faecium with a minimum inhibitory concentration (MIC) of 1.9 x 10-5 M. 8-(gamma,gamma-Dimethylallyl)-wighteone, isoangustone A, 3'-(gamma,gamma-dimethylallyl)-kievitone, Glyasperin C, and one of the new 3-methyl-2-phenylbenzofuran named neoglycybenzofuran also showed potent anti-vancomycin-resistant Enterococci effects (MIC 1.9 x 10-5-4.5 x 10-5 M for E. faecium and E. faecalis). The HPLC condition for simultaneous detection of the phenolics in the extract was investigated to assess the quality control of the natural antibacterial resource, and quantitative estimation of several major phenolics in the extract with the established HPLC condition was also performed. The results showed individual contents of 0.08%-0.57% w/w of EtOAc extract for the major phenolics in the materials examined.

Identification of tyrosinase inhibitors from Glycyrrhiza uralensis.[Pubmed:16142649]

Planta Med. 2005 Aug;71(8):785-7.

Tyrosinase is a key enzyme in the production of melanins. Phytochemical studies of a Glycyrrhiza uralensis extract were performed by measuring the tyrosinase and melanin synthesis inhibitory activity. Glycyrrhisoflavone and Glyasperin C were identified as tyrosinase inhibitors for the first time. Glyasperin C showed a stronger tyrosinase inhibitory activity (IC (50) = 0.13 +/- 0.01 microg/mL) than glabridin (IC (50) = 0.25 +/- 0.01 microg/mL) and a moderate inhibition of melanin production (17.65 +/- 8.8 % at 5 microg/mL). Glycyrrhisoflavone showed a strong melanin synthesis inhibitory activity (63.73 +/- 6.8 % inhibition at 5 microg/mL). These results suggest that Glyasperin C and glycyrrhisoflavone could be promising candidates in the design of skin-whitening agents.

Licorice root components in dietary supplements are selective estrogen receptor modulators with a spectrum of estrogenic and anti-estrogenic activities.[Pubmed:26631549]

Steroids. 2016 Jan;105:42-9.

Licorice root extracts are often consumed as botanical dietary supplements by menopausal women as a natural alternative to pharmaceutical hormone replacement therapy. In addition to their components liquiritigenin (Liq) and isoliquiritigenin (Iso-Liq), known to have estrogenic activity, licorice root extracts also contain a number of other flavonoids, isoflavonoids, and chalcones. We have investigated the estrogenic activity of 7 of these components, obtained from an extract of Glycyrrhiza glabra powder, namely Glabridin (L1), Calycosin (L2), Methoxychalcone (L3), Vestitol (L4), Glyasperin C (L5), Glycycoumarin (L6), and Glicoricone (L7), and compared them with Liq, Iso-Liq, and estradiol (E2). All components, including Liq and Iso-Liq, have low binding affinity for estrogen receptors (ERs). Their potency and efficacy in stimulating the expression of estrogen-regulated genes reveal that Liq and Iso-Liq and L2, L3, L4, and L6 are estrogen agonists. Interestingly, L3 and L4 have an efficacy nearly equivalent to E2 but with a potency ca. 10,000-fold less. The other components, L1, L5 and L7, acted as partial estrogen antagonists. All agonist activities were reversed by the antiestrogen, ICI 182,780, or by knockdown of ERalpha with siRNA, indicating that they are ER dependent. In HepG2 hepatoma cells stably expressing ERalpha, only Liq, Iso-Liq, and L3 stimulated estrogen-regulated gene expression, and in all cases gene stimulation did not occur in HepG2 cells lacking ERalpha. Collectively, these findings classify the components of licorice root extracts as low potency, mixed ER agonists and antagonists, having a character akin to that of selective estrogen receptor modulators or SERMs.

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