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Rhaponticin 2''-O-gallate

CAS# 94356-24-8

Rhaponticin 2''-O-gallate

2D Structure

Catalog No. BCN8813----Order now to get a substantial discount!

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3D structure

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Rhaponticin 2''-O-gallate

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Chemical Properties of Rhaponticin 2''-O-gallate

Cas No. 94356-24-8 SDF Download SDF
PubChem ID 10325743 Appearance Powder
Formula C28H28O13 M.Wt 572.51
Type of Compound Phenols Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name [(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-[3-hydroxy-5-[(E)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]phenoxy]-6-(hydroxymethyl)oxan-3-yl] 3,4,5-trihydroxybenzoate
SMILES COC1=C(C=C(C=C1)C=CC2=CC(=CC(=C2)OC3C(C(C(C(O3)CO)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O)O)O
Standard InChIKey DBHYLGJAFYCFGS-XJVIDBJFSA-N
Standard InChI InChI=1S/C28H28O13/c1-38-21-5-4-13(8-18(21)31)2-3-14-6-16(30)11-17(7-14)39-28-26(25(36)24(35)22(12-29)40-28)41-27(37)15-9-19(32)23(34)20(33)10-15/h2-11,22,24-26,28-36H,12H2,1H3/b3-2+/t22-,24-,25+,26-,28-/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 Rhaponticin 2''-O-gallate

The roots of Rumex obtusifolius L.

Biological Activity of Rhaponticin 2''-O-gallate

DescriptionRhaponticin 2''-O-gallate showed inhibitory activity of NO production in lipopolysaccharide-activated macrophages, (IC50 = 11-69 microM).
TargetsNO
In vitro

Effects of stilbene constituents from rhubarb on nitric oxide production in lipopolysaccharide-activated macrophages.[Pubmed: 10714491 ]

Bioorg Med Chem Lett. 2000 Feb 21;10(4):323-7.


METHODS AND RESULTS:
Two new anthraquinone glucosides [chrysophanol 8-O-beta-D-(6'-galloyl)-glucopyranoside, aloe-emodin 1-O-beta-D-glucopyranoside] together with various known stilbenes and their glucosides, anthraquinone glucosides, and a naphthalene glucoside were isolated from the rhizome of Rheum undulatum L. Three stilbenes (rhapontigenin, piceatannol, resveratrol), a naphthalene glucoside (torachrysone 8-O-beta-D-glucopyranoside), and two stilbene glucoside gallates (Rhaponticin 2''-O-gallate, Rhaponticin 6''-O-gallate) showed inhibitory activity of NO production in lipopolysaccharide-activated macrophages, (IC50 = 11-69 microM).
CONCLUSIONS:
The oxygen functions (-OH,-OCH3) at the benzene ring were found to be essential to show the activity. Whereas, the glucoside moiety reduced the activity, while the alpha,beta-double bond did not affect the activity. Furthermore, the active stilbenes (rhapontigenin, piceatannol, resveratrol) inhibited iNOS induction.

Rhaponticin 2''-O-gallate Dilution Calculator

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Preparing Stock Solutions of Rhaponticin 2''-O-gallate

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.7467 mL 8.7335 mL 17.4669 mL 34.9339 mL 43.6674 mL
5 mM 0.3493 mL 1.7467 mL 3.4934 mL 6.9868 mL 8.7335 mL
10 mM 0.1747 mL 0.8733 mL 1.7467 mL 3.4934 mL 4.3667 mL
50 mM 0.0349 mL 0.1747 mL 0.3493 mL 0.6987 mL 0.8733 mL
100 mM 0.0175 mL 0.0873 mL 0.1747 mL 0.3493 mL 0.4367 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 Rhaponticin 2''-O-gallate

Effects of stilbene constituents from rhubarb on nitric oxide production in lipopolysaccharide-activated macrophages.[Pubmed:10714491]

Bioorg Med Chem Lett. 2000 Feb 21;10(4):323-7.

Two new anthraquinone glucosides [chrysophanol 8-O-beta-D-(6'-galloyl)-glucopyranoside, aloe-emodin 1-O-beta-D-glucopyranoside] together with various known stilbenes and their glucosides, anthraquinone glucosides, and a naphthalene glucoside were isolated from the rhizome of Rheum undulatum L. Three stilbenes (rhapontigenin, piceatannol, resveratrol), a naphthalene glucoside (torachrysone 8-O-beta-D-glucopyranoside), and two stilbene glucoside gallates (rhaponticin 2''-O-gallate, rhaponticin 6''-O-gallate) showed inhibitory activity of NO production in lipopolysaccharide-activated macrophages, (IC50 = 11-69 microM). The oxygen functions (-OH,-OCH3) at the benzene ring were found to be essential to show the activity. Whereas, the glucoside moiety reduced the activity, while the alpha,beta-double bond did not affect the activity. Furthermore, the active stilbenes (rhapontigenin, piceatannol, resveratrol) inhibited iNOS induction.

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