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Emodin-1-O-glucoside

CAS# 38840-23-2

Emodin-1-O-glucoside

2D Structure

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Quality Control of Emodin-1-O-glucoside

3D structure

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Emodin-1-O-glucoside

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Chemical Properties of Emodin-1-O-glucoside

Cas No. 38840-23-2 SDF Download SDF
PubChem ID 5319333 Appearance Lighr yellow powder
Formula C21H20O10 M.Wt 432.39
Type of Compound Anthraquinones Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 1,3-dihydroxy-6-methyl-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyanthracene-9,10-dione
SMILES CC1=CC(=C2C(=C1)C(=O)C3=CC(=CC(=C3C2=O)O)O)OC4C(C(C(C(O4)CO)O)O)O
Standard InChIKey ZXXFEBMBNPRRSI-JNHRPPPUSA-N
Standard InChI InChI=1S/C21H20O10/c1-7-2-9-15(18(27)14-10(16(9)25)4-8(23)5-11(14)24)12(3-7)30-21-20(29)19(28)17(26)13(6-22)31-21/h2-5,13,17,19-24,26,28-29H,6H2,1H3/t13-,17-,19+,20-,21-/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 Emodin-1-O-glucoside

The roots and rhizomes of Rheum palmatum L.

Biological Activity of Emodin-1-O-glucoside

Description1. Emodin 1-O-beta-D-glucoside has neuroprotective and uncoupling activities, and that it may be the a new uncoupler of nNOS-PSD-95. 2. Emodin 1-O-beta-D-glucoside shows inhibitory effects on various tumor cells proliferation.
TargetsNOS

Emodin-1-O-glucoside Dilution Calculator

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Preparing Stock Solutions of Emodin-1-O-glucoside

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.3127 mL 11.5636 mL 23.1273 mL 46.2545 mL 57.8182 mL
5 mM 0.4625 mL 2.3127 mL 4.6255 mL 9.2509 mL 11.5636 mL
10 mM 0.2313 mL 1.1564 mL 2.3127 mL 4.6255 mL 5.7818 mL
50 mM 0.0463 mL 0.2313 mL 0.4625 mL 0.9251 mL 1.1564 mL
100 mM 0.0231 mL 0.1156 mL 0.2313 mL 0.4625 mL 0.5782 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 Emodin-1-O-glucoside

Comparative analyses of chromatographic fingerprints of the roots of Polygonum multiflorum Thunb. and their processed products using RRLC/DAD/ESI-MS(n).[Pubmed:21674436]

Planta Med. 2011 Nov;77(16):1855-60.

The dried roots of Polygonum multiflorum Thunb. (Heshouwu) and their processed products (Zhi-heshouwu) are widely used in traditional Chinese medicine, yet their therapeutic effects are different. Previous investigations focused mainly on the differences between Heshouwu and Zhi-heshouwu in the contents of several known compounds. In this study, a rapid resolution liquid chromatography-diode array detection/electrospray ionization tandem mass spectrometry (RRLC/DAD/ESI-MS(n)) method was developed for the comparative analysis of the components of Heshouwu and Zhi-heshouwu. A total of 23 compounds were identified or tentatively characterized. We found that 16 batches of Heshouwu and 15 batches of Zhi-heshouwu samples shared eight compounds, including gallic acid; 3,5,4'-tetrahydroxylstilbene-2,3-di-O-glucoside, CIS-2,3,5,4'-tetrahydroxylstilbene-2-O- beta-D-glucoside, trans-2,3,5,4'-tetrahydroxylstilbene-2-O- beta-D-glucoside, emodin-8-O- beta-D-glucoside, physcion-8-O- beta-D-glucoside, emodin, and physcion. Nevertheless, the relative amounts of gallic acid, emodin, and physcion were very high in Zhi-heshouwu samples compared to those in Heshouwu samples. Six compounds disappeared after processing and were unique for Heshouwu: catechin, flavanol gallate dimer, polygonimitin B, Emodin-1-O-glucoside, emodin-8-O-(6'-O-malonyl)-glucoside, and physcion-8-O-(6'-O-malonyl)-glucoside. Three compounds were unique for Zhi-heshouwu: hydroxymaltol, 2,3-dihydro-3,5-dihydroxy-6-methyl-4(H)-pyran-4-one, and 5-hydroxymethyl furfural. These results suggest that the types and relative amounts of the chemical components of Heshouwu and Zhi-heshouwu are different.

[Identification and determination of major constituents in Polygonum cuspidatum Sieb. et Zucc. by high performance liquid chromatography/electrospray ionization-ion trap-time-of-flight mass spectrometry].[Pubmed:19938497]

Se Pu. 2009 Jul;27(4):425-30.

A facile method using high performance liquid chromatography/electrospray ionization-ion trap-time-of-flight mass spectrometry (HPLC/ESI-IT-TOF MS) has been established for the analysis of multiple constituents in Polygonum cuspidatum Sieb. et Zucc. Six chemical standards including emodin, chrysophanol, physcion, rhein, aloe-emodin and polydatin were studied systematically and their fragmentation pathways were concluded. The methanol extract of Polygonum cuspidatum Sieb. et Zucc. was separated and analyzed by HPLC/ESI-QIT-TOF MS system in negative ion mode. A total of 10 constituents were identified or tentatively characterized with supporting results on the fragmentation pathways of 6 chemical standards and relative references. These constituents are mainly anthraquinones, stilbenes, torachryson and their derivatives, including resveratroloside, polydatin, emodin-8-O-glucoside, resveratrol, torachryson-8-O-glucoside, Emodin-1-O-glucoside, torachryson-8-O-(6'-acetyl)glucoside (newly discovered), physcion-8-O-glucoside, physcion-8-O-(6'-acetyl)glucoside (newly discovered) and emodin. It is an extremely simple way by using HPLC/ESI-IT-TOF MS to provide chemical information concerning the constituents in herbal medicines and making the identification results more convinced.

Chinese hamster ovary-sphingomyelin synthase2 biospecific extraction and liquid chromatography with tandem mass spectrometry analysis for the prediction of bioactive components of Rhizoma Polygoni Cuspidati.[Pubmed:26763406]

J Sep Sci. 2016 Mar;39(6):1067-72.

A novel strategy for predicting bioactive components in traditional Chinese medicines using Chinese hamster ovary-sphingomyelin synthase2 (CHO-SMS2 ) cell biospecific extraction and high-performance liquid chromatography with diode array detection and tandem mass spectrometry analysis was proposed. The hypothesis is that when cells are incubated with the extract of traditional Chinese medicines, the potential bioactive components in the traditional Chinese medicines should selectively combine with the cells, while the cell-combining components would be detectable in the extract of denatured cells. The identities of the cell-combining components could be determined by liquid chromatography with tandem mass spectrometry. Using the proposed approach, the potential bioactive components of Rhizoma Polygoni Cuspidati, a commonly used traditional Chinese medicine for atherosclerosis, were detected and identified. Eight compounds in the extract of Rhizoma Polygoni Cuspidati were detected as the components selectively combined with CHO-SMS2 cells, which is a stable cell line that highly expresses sphingomyelin synthases, it was found that piceid, resveratrol, emodin-8-beta-d-glucoside, physcion-8-beta-d-glucoside, emodin, physcion, 3,5,4'-trihydroxystilbene-3-O-(6"-galloyl)-glucoside, and Emodin-1-O-glucoside combined specifically with CHO-SMS2 cells. The results indicate that the proposed approach may be applied to predict the bioactive candidates in traditional Chinese medicines.

Description

Emodin-1-O-β-D-glucopyranoside, isolated from medicinal plant Polygonum cuspidatum Sieb. & Zucc, is a potent and noncompetitive bacterial neuraminidase (BNA) inhibitor with an IC50 of 0.85 μM.

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