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Undulatoside A

CAS# 58108-99-9

Undulatoside A

2D Structure

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Quality Control of Undulatoside A

3D structure

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Undulatoside A

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Chemical Properties of Undulatoside A

Cas No. 58108-99-9 SDF Download SDF
PubChem ID 5321494 Appearance Powder
Formula C16H18O9 M.Wt 354.31
Type of Compound Phenols Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 5-hydroxy-2-methyl-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
SMILES CC1=CC(=O)C2=C(C=C(C=C2O1)OC3C(C(C(C(O3)CO)O)O)O)O
Standard InChIKey BYYDEEAJCDGLER-YMILTQATSA-N
Standard InChI InChI=1S/C16H18O9/c1-6-2-8(18)12-9(19)3-7(4-10(12)23-6)24-16-15(22)14(21)13(20)11(5-17)25-16/h2-4,11,13-17,19-22H,5H2,1H3/t11-,13-,14+,15-,16-/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 Undulatoside A

The herbs of Knoxia corymbosa

Biological Activity of Undulatoside A

Description1. Undulatoside A has anti-inflammatory activity, it exhibits inhibition on nitric oxide production in lipopolysaccharide induced RAW 264.7 macrophages with the IC50 value of 49.8 uM.
TargetsNO | Immunology & Inflammation related

Undulatoside A Dilution Calculator

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Undulatoside A Molarity Calculator

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Preparing Stock Solutions of Undulatoside A

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.8224 mL 14.1119 mL 28.2239 mL 56.4477 mL 70.5597 mL
5 mM 0.5645 mL 2.8224 mL 5.6448 mL 11.2895 mL 14.1119 mL
10 mM 0.2822 mL 1.4112 mL 2.8224 mL 5.6448 mL 7.056 mL
50 mM 0.0564 mL 0.2822 mL 0.5645 mL 1.129 mL 1.4112 mL
100 mM 0.0282 mL 0.1411 mL 0.2822 mL 0.5645 mL 0.7056 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 Undulatoside A

Chromone glycosides from Knoxia corymbosa.[Pubmed:17135054]

J Asian Nat Prod Res. 2006 Oct-Nov;8(7):663-70.

Four new chromone glycosides, corymbosins K1-K4 (3-6), together with two known compounds, noreugenin (1) and Undulatoside A (2), were isolated from the whole plant of Knoxiacorymbosa (Rubiaceae). The structures of the new compounds were established through extensive NMR or X-ray spectroscopic analysis as 7-O-beta-D-allopyranosyl-5-hydroxy-2-methylchromone (corymbosin K1, 3), 7-O-beta-D-6-acetylglucopyranosyl-5-hydroxy-2-methylchromone (corymbosin K2, 4), 7-O-[6-O-(4-O-trans-caffeoyl-beta-D-allopyranosyl)]-beta-D-glucopyranosyl-5-hydro xy-2-methylchromone (corymbosin K3, 5) and 7-O-[6-O-(4-O-trans-feruloyl-beta-D-allopyranosyl)]-beta-D-glucopyranosyl-5-hydro xy-2- methylchromone (corymbosin K4, 6). Compounds 2-5 were subjected to test their immunomodulatory activity invitro.

Anti-adipogenic chromone glycosides from Cnidium monnieri fruits in 3T3-L1 cells.[Pubmed:22932311]

Bioorg Med Chem Lett. 2012 Oct 1;22(19):6267-71.

Seven new chromone glycosides, monnierisides A (3), B (10), C (11), D (12), E (13), F (15) and G (16) were isolated from Cnidium. monnieri, together with ten known chromone derivatives, Undulatoside A (1), cnidimol C (2), saikochromoside A (4), cnidimoside A (5), cnidimoside B (6), 2-methyl-5-hydroxy-6-(2-butenyl-3-hydroxymethyl)-7-(beta-d-glucopyranosyloxy)-4H- 1-benzopyran-4-one (7), cnidimol D (8), hydroxycnidimoside A (9), umtatin (14) and 6'-hydroxylangelicain (17). The structures of isolated compounds were determined on the basis of spectroscopic analysis including 1D, 2D NMR and HR-MS. Among the compounds isolated, compounds 5, 6, 9 and 10 significantly inhibited adipocyte differentiation as measured by fat accumulation in 3T3-L1 cells using Oil Red O staining.

Two new glycosides from Dryopteris fragrans with anti-inflammatory activities.[Pubmed:26700189]

J Asian Nat Prod Res. 2016;18(1):59-64.

Phytochemical investigation on the aqueous extract from Dryopteris fragrans led to the isolation of one new chromone glycoside, frachromone C (1), and one new coumarin glycoside, dryofracoulin A (2), together with one known Undulatoside A (3). Their structures were elucidated by a combination of 1D and 2D NMR, HRMS, and chemical analysis. Compounds 1-3 exhibited inhibition on nitric oxide production in lipopolysaccharide induced RAW 264.7 macrophages with their IC50 values of 45.8, 65.8, and 49.8 muM, respectively.

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