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Rubrofusarin-6-O-beta-D-gentiobioside

CAS# 24577-90-0

Rubrofusarin-6-O-beta-D-gentiobioside

Catalog No. BCN1476----Order now to get a substantial discount!

Product Name & Size Price Stock
Rubrofusarin-6-O-beta-D-gentiobioside: 5mg $178 In Stock
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Quality Control of Rubrofusarin-6-O-beta-D-gentiobioside

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Chemical structure

Rubrofusarin-6-O-beta-D-gentiobioside

3D structure

Chemical Properties of Rubrofusarin-6-O-beta-D-gentiobioside

Cas No. 24577-90-0 SDF Download SDF
PubChem ID 503733 Appearance Powder
Formula C27H32O15 M.Wt 596.5
Type of Compound Phenols Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 5-hydroxy-8-methoxy-2-methyl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxybenzo[g]chromen-4-one
SMILES CC1=CC(=O)C2=C(O1)C=C3C=C(C=C(C3=C2O)OC4C(C(C(C(O4)COC5C(C(C(C(O5)CO)O)O)O)O)O)O)OC
Standard InChIKey JIBJMBHKGBDCPN-IJTBWITGSA-N
Standard InChI InChI=1S/C27H32O15/c1-9-3-12(29)18-13(39-9)5-10-4-11(37-2)6-14(17(10)21(18)32)40-27-25(36)23(34)20(31)16(42-27)8-38-26-24(35)22(33)19(30)15(7-28)41-26/h3-6,15-16,19-20,22-28,30-36H,7-8H2,1-2H3/t15-,16-,19-,20-,22+,23+,24-,25-,26-,27-/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 Rubrofusarin-6-O-beta-D-gentiobioside

The seeds of Cassia obtusifolia L.

Biological Activity of Rubrofusarin-6-O-beta-D-gentiobioside

Description1. Rubrofusarin-6-O-beta-D-gentiobioside can significantly decrease the expression of TGF-beta1 and fibronectin and NF-kappaB DNA binding activity, suggests that it has potential as a preventive agent for advanced glycation end products-related diabetic complications.
TargetsTGF-β/Smad | NF-kB | ERK | MAPK

Rubrofusarin-6-O-beta-D-gentiobioside Dilution Calculator

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Preparing Stock Solutions of Rubrofusarin-6-O-beta-D-gentiobioside

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.6764 mL 8.3822 mL 16.7645 mL 33.5289 mL 41.9111 mL
5 mM 0.3353 mL 1.6764 mL 3.3529 mL 6.7058 mL 8.3822 mL
10 mM 0.1676 mL 0.8382 mL 1.6764 mL 3.3529 mL 4.1911 mL
50 mM 0.0335 mL 0.1676 mL 0.3353 mL 0.6706 mL 0.8382 mL
100 mM 0.0168 mL 0.0838 mL 0.1676 mL 0.3353 mL 0.4191 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 Rubrofusarin-6-O-beta-D-gentiobioside

Naphthopyrone glucosides from the seeds of Cassia tora with inhibitory activity on advanced glycation end products (AGEs) formation.[Pubmed:16903080]

Arch Pharm Res. 2006 Jul;29(7):587-90.

Three naphthopyrone glucosides, cassiaside (1), Rubrofusarin-6-O-beta-D-gentiobioside (2), and toralactone-9-O-beta-D-gentiobioside (3), were isolated from the BuOH-soluble extract of the seeds of Cassia tora as active constituents, using an in vitro bioassay based on the inhibition of advanced glycation end products (AGEs) to monitor chromatographic fractionation. The structures of 1-3 were determined by spectroscopic data interpretation, particularly by extensive 1D and 2D NMR studies. All the isolates (1-3) were evaluated for the inhibitory activity on AGEs formation in vitro.

Extract of Cassiae Semen and its major compound inhibit S100b-induced TGF-beta1 and fibronectin expression in mouse glomerular mesangial cells.[Pubmed:20483351]

Eur J Pharmacol. 2010 Sep 1;641(1):7-14.

Non-enzymatic glycation reactions between reducing sugar and free reactive amino groups of protein lead to the formation of advanced glycation end products, which increase under conditions of aging or diabetes. A previous study showed that extracts of Cassiae Semen (CS), the seed of Cassia tora, had inhibitory activity on advanced glycation end products formation in vitro. To examine the pharmacological effects of a butanol-soluble extract of CS under conditions of diabetic nephropathy, we evaluated the expression of transforming growth factor-beta1 (TGF-beta1) and fibronectin, key mediators of diabetic nephropathy, in mouse glomerular mesangial cells cultured in the presence of S100b (a specific ligand for receptor of advanced glycation end products). CS inhibited S100b-induced TGF-beta1 and fibronectin expression in mouse mesangial cells by suppressing activation of Smad2/3, extracellular signal-regulated kinase (ERK)/mitogen-activated protein kinase (MAPK), and oxidative stress. Moreover, CS suppressed nuclear factor-kappa B (NF-kappaB) activation in S100b-stimulated mouse mesangial cells. To identify the active compounds of CS, three major compounds, Rubrofusarin-6-O-beta-D-gentiobioside (CS-A), toralactone-9-O-beta-d-gentiobioside (CS-B), and cassiaside (CS-C), were tested in cells. Of these compounds, CS-A significantly decreased the expression of TGF-beta1 and fibronectin and NF-kappaB DNA binding activity. These findings suggest that CS, especially CS-A, has potential as a preventive agent for advanced glycation end products-related diabetic complications.

Description

Rubrofusarin gentiobioside is isolated from the seeds of Cassia tora L. Rubrofusarin gentiobioside has a radical scavenging effect.

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