Isoscoparin

CAS# 20013-23-4

Isoscoparin

Catalog No. BCN7845----Order now to get a substantial discount!

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Isoscoparin: 5mg $127 In Stock
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Quality Control of Isoscoparin

Number of papers citing our products

Chemical structure

Isoscoparin

3D structure

Chemical Properties of Isoscoparin

Cas No. 20013-23-4 SDF Download SDF
PubChem ID 442611 Appearance Powder
Formula C22H22O11 M.Wt 462.40
Type of Compound Flavonoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one
SMILES COC1=C(C=CC(=C1)C2=CC(=O)C3=C(C(=C(C=C3O2)O)C4C(C(C(C(O4)CO)O)O)O)O)O
Standard InChIKey KOMUHHCFAXYRPO-DGHBBABESA-N
Standard InChI InChI=1S/C22H22O11/c1-31-13-4-8(2-3-9(13)24)12-5-10(25)16-14(32-12)6-11(26)17(19(16)28)22-21(30)20(29)18(27)15(7-23)33-22/h2-6,15,18,20-24,26-30H,7H2,1H3/t15-,18-,20+,21-,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 Isoscoparin

The seeds of Alliaria petiolata.

Biological Activity of Isoscoparin

Description1. Isoscoparin has antioxidant activity. 2 . Isoscoparin has potential anti-adipogenic effects, it may be a potential therapeutic agent for the prevention and treatment of obesity. 3. Isoscoparin can significantly inhibit the production of both NO and TNF-α at a concentration of 2.0 uM.
TargetsFatty Acid Synthase | NO | TNF-α

Isoscoparin Dilution Calculator

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Isoscoparin Molarity Calculator

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Preparing Stock Solutions of Isoscoparin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.1626 mL 10.8131 mL 21.6263 mL 43.2526 mL 54.0657 mL
5 mM 0.4325 mL 2.1626 mL 4.3253 mL 8.6505 mL 10.8131 mL
10 mM 0.2163 mL 1.0813 mL 2.1626 mL 4.3253 mL 5.4066 mL
50 mM 0.0433 mL 0.2163 mL 0.4325 mL 0.8651 mL 1.0813 mL
100 mM 0.0216 mL 0.1081 mL 0.2163 mL 0.4325 mL 0.5407 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 Isoscoparin

Identification and evaluation of flavone-glucosides isolated from barley sprouts and their inhibitory activity against bacterial neuraminidase.[Pubmed:25522538]

Nat Prod Commun. 2014 Oct;9(10):1469-72.

Neuraminidase (NA) is one of the key enzymes responsible for bacterial infection and pathogenesis. This study aimed to gain deeper insights into the inhibitory effects of flavone-glucosides (1-9) isolated from barley sprouts (BS) on neuraminidase activity. The isolated compounds were identified as, lutonarin (1), saponarin (2), isoorientin (3), orientin (4), isovitexin (5), Isoscoparin-7-O-[6-sinapoyl]-glucoside (6), Isoscoparin-7-O-[6-feruloyl]-glucoside (7), isovitexin-7-O-[6-sinapoyl]-glucoside (8), and isovitexin-7-O-[6-feruloyl]-glucoside (9). Among them, compounds 1-5 exhibited neuraminidase-inhibitory activities in a dose-dependent manner, with IC50 values ranging from 20.1 to 32.7 muM, in a non-competitive inhibition mode according to kinetic studies. Moreover, the individual flavone-glucoside levels differed notably, in particular, lutonarin (1) and saponarin (2) were shown to be present in the greatest amounts, according to UPLC analysis. Consequently, our results suggest that BS may be utilized as an effective NA inhibitor in human health food, additives, and feed.

A new phenolic component from Triticum aestivum sprouts and its effects on LPS-stimulated production of nitric oxide and TNF-alpha in RAW 264.7 cells.[Pubmed:25165783]

Phytother Res. 2014 Jul;28(7):1064-70.

An unusual new phenolic component, triticumoside (1), and eight known compounds, isoorientin (2), Isoscoparin (3), (2R)-2-O-beta-D-glucopyranosyloxy-4,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one (4), adenosine (5), beta-sitosterol (6), daucosterol (7), 6'-O-linolenoyl daucosterol (8), alpha-tocopherol (9), were isolated fromTriticum aestivum sprouts. The hybrid structure of 1, which is a hybrid between a flavone and a polyoxygenated benzene, is rarely found in natural sources. In addition, the effects of these compounds on LPS-induced NO and TNF-alpha production in RAW 264.7 cells were evaluated. At a concentration of 2.0 muM, compounds 2-4 significantly inhibited the production of both NO and TNF-alpha. Compound 1 exhibited inhibitory activity on the secretion of TNF-alpha at concentrations as low as 2.0 muM, but it did not reduce NO levels at any of the tested concentrations.

Flavonoids from Triticum aestivum inhibit adipogenesis in 3T3-L1 cells by upregulating the insig pathway.[Pubmed:25936595]

Mol Med Rep. 2015 Aug;12(2):3139-45.

The present study aimed to compare the potential anti-adipogenic effects and underlying mechanisms of the luteolin, Isoscoparin and isoorientin flavonoids, purified from Triticum aestivum sprout (TA) in 3T3-L1 cells. The cells were treated with different concentrations of flavonoids for 8 days and the lipid accumulation was assessed using Oil-Red-O staining. The expression levels of the transcription factors and the genes involved in adipogenesis in the cells were assessed by reverse transcription-quantitative polymerase chain reaction and western blotting. The results demonstrated that 10 muM luteolin, Isoscoparin or isoorientin inhibited lipid deposition in the cells by 74, 63 and 65%, respectively. The flavonoids also significantly inhibited the transcriptional regulators of adipogenesis, including peroxisome proliferator-activated receptor-gamma, CAAT/enhancer binding protein-alpha and sterol regulatory element binding protein (SREBP)-1c, compared with the control cells. Similarly, there was a significant downregulation of the adipocyte specific markers associated with lipid metabolism, including activating protein-2, fatty acid synthase, hormone-sensitive lipase and lipoprotein lipase, in the flavonoid treated cells. Notably, the cells treated with the flavonoids demonstrated increased expression levels of the insulin-induced genes, insig-1 and insig-2, which may have inhibited the activation of the adipogenic transcription factor, SREBP, eventually leading to the inhibition of adipogenesis. Taken together, these results revealed that the flavonoids from TA possessed an inhibitory effect on adipogenesis through downregulation of adipogenic transcription factors and genes associated with lipid metabolism, and the upregulation of insig 1 and 2, suggesting that the flavonoids from TA may be potential therapeutic agents for the prevention and treatment of obesity.

Identification and quantification of flavonoids in yellow grain mutant of rice (Oryza sativa L.).[Pubmed:28958514]

Food Chem. 2018 Feb 15;241:154-162.

Flavonoids are naturally occurring phenolic compounds with potential health-promoting activities. Although anthocyanins and phenolic acids in coloured rice have been investigated, few studies have focused on flavonoids. Herein, we analysed flavonoids in a yellow grain rice mutant using UHPLC-DAD-ESI-Q-TOF-MS, and identified 19 flavonoids by comparing retention times and accurate mass measurements. Among them, six flavonoids, isoorientin, isoorientin 2''-O-glucoside, vitexin 2''-O-glucoside, isovitexin, Isoscoparin 2''-O-glucoside and Isoscoparin, were isolated and fully identified from the yellow grain rice mutant, and the levels were significantly higher than wild-type, with isoorientin particularly abundant in mutant embryo. Significant differences in total phenolic compounds and antioxidant activity were observed in mutant rice by DPPH, FRAP and TEAC assays. The results suggest that the representative six flavonoids may play an important role in colouration and antioxidant activity of embryo and endosperm tissue. The findings provide insight into flavonoid biosynthesis and the possibility of improving functionality in rice.

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