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Kaempferol 3-sophoroside-7-rhamnoside

CAS# 93098-79-4

Kaempferol 3-sophoroside-7-rhamnoside

2D Structure

Catalog No. BCN1306----Order now to get a substantial discount!

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Quality Control of Kaempferol 3-sophoroside-7-rhamnoside

3D structure

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Kaempferol 3-sophoroside-7-rhamnoside

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Chemical Properties of Kaempferol 3-sophoroside-7-rhamnoside

Cas No. 93098-79-4 SDF Download SDF
PubChem ID 102004842 Appearance Yellow powder
Formula C33H40O20 M.Wt 756.66
Type of Compound Flavonoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one
SMILES CC1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)OC4C(C(C(C(O4)CO)O)O)OC5C(C(C(C(O5)CO)O)O)O)C6=CC=C(C=C6)O)O)O)O)O
Standard InChIKey VRYWDBDPXMHHGE-IAYTZLMWSA-N
Standard InChI InChI=1S/C33H40O20/c1-10-19(38)23(42)26(45)31(47-10)48-13-6-14(37)18-15(7-13)49-28(11-2-4-12(36)5-3-11)29(22(18)41)52-33-30(25(44)21(40)17(9-35)51-33)53-32-27(46)24(43)20(39)16(8-34)50-32/h2-7,10,16-17,19-21,23-27,30-40,42-46H,8-9H2,1H3/t10-,16+,17+,19-,20+,21+,23+,24-,25-,26+,27+,30+,31-,32-,33-/m0/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 Kaempferol 3-sophoroside-7-rhamnoside

The herbs of Elaeagnus multiflora Thunb.

Protocol of Kaempferol 3-sophoroside-7-rhamnoside

Structure Identification
Egyptian Journal of Pharmaceutical Sciences, 2006, 48(1):37-0.

Flavonoids of Lotus hebranicus and Ulceroprotective Effect of Lotus hebranicus and Lotus corniculatus.[Reference: WebLink]


METHODS AND RESULTS:
ROM the aerial parts of Lotus hebranicus L. Hochst ex Brand a total of seven flavonoid compounds were isolated and identified as: Kaempferol- 3-O- sophoroside -7-G-rhamnoside(Kaempferol 3-sophoroside-7-rhamnoside), kaempferol-3-O-sophoroside, isorhamnetin-3-O-giucoside-7-O-rhamnoside kaempferol-3,7-di-O-rhamnoside, kaempferol-7-O-rhamnoside, isorhamnetin and kaempfero!. A study of toxicological and ulceroprotective effects was performed for both Lotus hebranicus L. Hochst ex Brand and Lotus corniculatus L.

Kaempferol 3-sophoroside-7-rhamnoside Dilution Calculator

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Preparing Stock Solutions of Kaempferol 3-sophoroside-7-rhamnoside

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.3216 mL 6.608 mL 13.216 mL 26.432 mL 33.0399 mL
5 mM 0.2643 mL 1.3216 mL 2.6432 mL 5.2864 mL 6.608 mL
10 mM 0.1322 mL 0.6608 mL 1.3216 mL 2.6432 mL 3.304 mL
50 mM 0.0264 mL 0.1322 mL 0.2643 mL 0.5286 mL 0.6608 mL
100 mM 0.0132 mL 0.0661 mL 0.1322 mL 0.2643 mL 0.3304 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 Kaempferol 3-sophoroside-7-rhamnoside

Enzymatic Synthesis of a Novel Kaempferol-3-O-beta-d-glucopyranosyl-(1-->4)-O-alpha-d-glucopyranoside Using Cyclodextrin Glucanotransferase and Its Inhibitory Effects on Aldose Reductase, Inflammation, and Oxidative Stress.[Pubmed:28300406]

J Agric Food Chem. 2017 Apr 5;65(13):2760-2767.

Kaempferol-3-O-beta-d-glucopyranoside (astragalin, AS), a major flavonoid that exists in various plants, exerts antioxidant, antitumor, anti-human immunodeficiency virus (HIV), and anti-inflammatory effects. However, the low water solubility of AS limits its use. In this study, we used cyclodextrin glucanotransferase (CGTase) with maltose (G2) as a donor molecule to enzymatically modify AS to improve its water solubility and physiochemical properties. We isolated the glycosylated astragalin (G1-AS) and identified the structure of G1-AS as kaempferol-3-O-beta-d-glucopyranosyl-(1-->4)-O-alpha-d-glucopyranoside, where one glucose residue was transferred to AS. G1-AS retained the antioxidative activity of the original AS compound; however, the solubility of G1-AS was 65-fold higher than that of AS. In addition, G1-AS showed enhanced anti-inflammatory effects and aldose reductase inhibitory activity compared to AS when applied to rat lenses.

Kaempferol inhibited VEGF and PGF expression and in vitro angiogenesis of HRECs under diabetic-like environment.[Pubmed:28273207]

Braz J Med Biol Res. 2017 Mar 2;50(3):e5396.

Diabetic retinopathy (DR) is one of the common and specific microvascular complications of diabetes. This study aimed to investigate the anti-angiogenic effect of kaempferol and explore its underlying molecular mechanisms. The mRNA expression level of vascular endothelial growth factor (VEGF) and placenta growth factor (PGF) and the concentrations of secreted VEGF and PGF were measured by qTR-PCR and ELISA assay, respectively. Human retinal endothelial cells (HRECs) proliferation, migration, and sprouting were measured by CCK-8 and transwell, scratching wound, and tube formation assays, respectively. Protein levels were determined by western blot. High glucose (25 mM) increased the mRNA expression levels of VEGF and PGF as well as the concentrations of secreted VEGF and PGF in HRECs, which can be antagonized by kaempferol (25 microM). Kaempferol (5-25 microM) significantly suppressed cell proliferation, migration, migration distance and sprouting of HRECs under high glucose condition. The anti-angiogenic effect of kaempferol was mediated via downregulating the expression of PI3K and inhibiting the activation of Erk1/2, Src, and Akt1. This study indicates that kaempferol suppressed angiogenesis of HRECs via targeting VEGF and PGF to inhibit the activation of Src-Akt1-Erk1/2 signaling pathway. The results suggest that kaempferol may be a potential drug for better management of DR.

Kaempferol Modulates DNA Methylation and Downregulates DNMT3B in Bladder Cancer.[Pubmed:28278502]

Cell Physiol Biochem. 2017;41(4):1325-1335.

BACKGROUND: Genomic DNA methylation plays an important role in both the occurrence and development of bladder cancer. Kaempferol (Kae), a natural flavonoid that is present in many fruits and vegetables, exhibits potent anti-cancer effects in bladder cancer. Similar to other flavonoids, Kae possesses a flavan nucleus in its structure. This structure was reported to inhibit DNA methylation by suppressing DNA methyltransferases (DNMTs). However, whether Kae can inhibit DNA methylation remains unclear. METHODS: Nude mice bearing bladder cancer were treated with Kae for 31 days. The genomic DNA was extracted from xenografts and the methylation changes was determined using an Illumina Infinium HumanMethylation 450 BeadChip Array. The ubiquitination was detected using immuno-precipitation assay. RESULTS: Our data indicated that Kae modulated DNA methylation in bladder cancer, inducing 103 differential DNA methylation positions (dDMPs) associated with genes (50 hyper-methylated and 53 hypo-methylated). DNA methylation is mostly relied on the levels of DNMTs. We observed that Kae specifically inhibited the protein levels of DNMT3B without altering the expression of DNMT1 or DNMT3A. However, Kae did not downregulate the transcription of DNMT3B. Interestingly, we observed that Kae induced a premature degradation of DNMT3B by inhibiting protein synthesis with cycloheximide (CHX). By blocking proteasome with MG132, we observed that Kae induced an increased ubiquitination of DNMT3B. These results suggested that Kae could induce the degradation of DNMT3B through ubiquitin-proteasome pathway. CONCLUSION: Our data indicated that Kae is a novel DNMT3B inhibitor, which may promote the degradation of DNMT3B in bladder cancer.

Development and Validation of a Rapid LC-MS/MS Method for Simultaneous Determination of Kaempferol and Quercetin in Thespesia populnea Extract.[Pubmed:28300024]

J AOAC Int. 2017 Jul 1;100(4):971-975.

In this study, a simple and rapid LC with tandem MS method was developed and validated for the simultaneous determination of kaempferol and quercetin in Thespesia populnea extract. The compounds were eluted using a Gemini C18 column (50 x 2.0 mm, 3 mum), with the mobile phase consisting of acetonitrile-0.3% formic acid in water at the flow rate of 0.400 mL/min. The assay exhibited a linear dynamic range of 25-2500 ng/mL for both kaempferol and quercetin. The values for intra- and interday precision and accuracy were well within the generally accepted criteria for analytical methods (<15%). Selectivity, linearity, LOD, LOQ, accuracy, and precision were evaluated for both analytes. The proposed method is accurate and sensitive and can be used for the routine quantification of kaempferol and quercetin in the herbal extract and in polyherbal formulations.

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