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Isorhamnetin 7-O-glucoside

CAS# 6743-96-0

Isorhamnetin 7-O-glucoside

2D Structure

Catalog No. BCN8864----Order now to get a substantial discount!

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3D structure

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Isorhamnetin 7-O-glucoside

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Chemical Properties of Isorhamnetin 7-O-glucoside

Cas No. 6743-96-0 SDF Download SDF
PubChem ID 6455477 Appearance Powder
Formula C22H22O12 M.Wt 478.4
Type of Compound Flavonoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 3,5-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
SMILES COC1=C(C=CC(=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)CO)O)O)O)O)O)O
Standard InChIKey YCUNOXSUHVGZRI-XMHBHJPISA-N
Standard InChI InChI=1S/C22H22O12/c1-31-12-4-8(2-3-10(12)24)21-19(29)17(27)15-11(25)5-9(6-13(15)33-21)32-22-20(30)18(28)16(26)14(7-23)34-22/h2-6,14,16,18,20,22-26,28-30H,7H2,1H3/t14-,16-,18+,20-,22-/m1/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 Isorhamnetin 7-O-glucoside

The leaves of Brassica juncea L.

Biological Activity of Isorhamnetin 7-O-glucoside

DescriptionIsorhamnetin 7-O-glucoside has antioxidant activity, it showed the peroxynitrite and DPPH scavenging activities with IC50 values of 2.07 /- 0.17 and 13.3 microM, respectively.
In vitro

Further isolation of peroxynitrite and 1,1-diphenyl-2-picrylhydrazyl radical scavenging isorhamnetin 7-O-glucoside from the leaves of Brassica juncea L.[Pubmed: 12433194 ]

Arch Pharm Res. 2002 Oct;25(5):625-7.


METHODS AND RESULTS:
From the leaves of Brassica juncea, an radical scavenging Isorhamnetin 7-O-glucoside on peroxynitrite and 1,1-diphenyl-2-picrylhydrazyl (DPPH) was isolated and characterized based on the spectroscopic evidence.
CONCLUSIONS:
The compound showed the peroxynitrite and DPPH scavenging activities with IC50 values of 2.07 /- 0.17 and 13.3 microM, respectively. Penicillamine and L-ascorbic acid as positive control exhibited radical scavenging activities with IC50 values of 3.17 /- 0.39 and 12.78 microM, respectively.

Evaluation of the nutraceutical, antioxidant and cytoprotective properties of ripe pistachio (Pistacia vera L., variety Bronte) hulls.[Pubmed: 26593519)]

Food Chemistry, 2016, 196:493-502.

Every year tons of pistachio hulls are separated and eliminated, as waste products, from pistachio seeds.
METHODS AND RESULTS:
In this study the hulls of ripe pistachios were extracted with two organic solvents (ethanol and methanol) and characterized for phenolic composition, antioxidant power and cytoprotective activity. RP-HPLC-DAD-FLU separation enabled us to identify 20 derivatives, including and by far the most abundant gallic acid, 4-hydroxybenzoic acid, protocatechuic acid, naringin, eriodictyol-7-O-glucoside, Isorhamnetin 7-O-glucoside, quercetin-3-O-rutinoside, isorhamnetin-3-O-glucoside and catechin. Methanol extraction gave the highest yields for all classes of compounds and presented a higher scavenging activity in all the antioxidant assays performed. The same was found for cytoprotective activity on lymphocytes, lipid peroxidation and protein degradation.
CONCLUSIONS:
These findings highlight the strong antioxidant and cytoprotective activity of the extract components, and illustrate how a waste product can be used as a source of nutraceuticals to employ in manufacturing industry.

Isorhamnetin 7-O-glucoside Dilution Calculator

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Preparing Stock Solutions of Isorhamnetin 7-O-glucoside

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.0903 mL 10.4515 mL 20.903 mL 41.806 mL 52.2575 mL
5 mM 0.4181 mL 2.0903 mL 4.1806 mL 8.3612 mL 10.4515 mL
10 mM 0.209 mL 1.0452 mL 2.0903 mL 4.1806 mL 5.2258 mL
50 mM 0.0418 mL 0.209 mL 0.4181 mL 0.8361 mL 1.0452 mL
100 mM 0.0209 mL 0.1045 mL 0.209 mL 0.4181 mL 0.5226 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 Isorhamnetin 7-O-glucoside

Bioassay-Guided Isolation, Metabolic Profiling, and Docking Studies of Hyaluronidase Inhibitors from Ravenala madagascariensis.[Pubmed:32276509]

Molecules. 2020 Apr 8;25(7). pii: molecules25071714.

Hyaluronidase enzyme (HAase) has a role in the dissolution or disintegration of hyaluronic acid (HA) and in maintaining the heathy state of skin. Bioassay-guided fractionation of Ravenala madagascariensis (Sonn.) organ extracts (leaf, flower, stem, and root) testing for hyaluronidase inhibition was performed followed by metabolic profiling using LC-HRMS. Additionally, a hyaluronidase docking study was achieved using Molecular Operating Environment (MOE). Results showed that the crude hydroalcoholic (70% EtOH) extract of the leaves as well as its n-butanol (n-BuOH) partition showed higher HAase activity with 64.3% inhibition. Metabolic analysis of R. madagascariensis resulted in the identification of 19 phenolic compounds ranging from different chemical classes (flavone glycosides, flavonol glycosides, and flavanol aglycones). Bioassay-guided purification of the leaf n-BuOH partition led to the isolation of seven compounds that were identified as narcissin, rutin, epiafzelechin, epicatechin, Isorhamnetin 7-O-glucoside, kaempferol, and isorhamnetin-7-O-rutinoside. The docking study showed that narcissin, rutin, and quercetin 3-O-glucoside all interact with HAase through hydrogen bonding with the Asp111, Gln271, and/or Glu113 residues. Our results highlight Ravenala madagascariensis and its flavonoids as promising hyaluronidase inhibitors in natural cosmetology preparations for skin care.

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