Suffruticosol CCAS# 220936-94-7 |
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 220936-94-7 | SDF | Download SDF |
| PubChem ID | 102277186 | Appearance | Powder |
| Formula | C42H32O9 | M.Wt | 680.7 |
| Type of Compound | Phenols | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | (2S,9R,10R,17R,18R,25S)-10,18,25-tris(4-hydroxyphenyl)-19-oxahexacyclo[15.6.1.12,9.03,8.011,16.020,24]pentacosa-1(24),3(8),4,6,11(16),12,14,20,22-nonaene-4,6,12,14,22-pentol | ||
| SMILES | C1=CC(=CC=C1C2C3C(C4=C(C=C(C=C4O)O)C5C(OC6=CC(=CC(=C56)C2C7=C3C=C(C=C7O)O)O)C8=CC=C(C=C8)O)C9=CC=C(C=C9)O)O | ||
| Standard InChIKey | NYJCVXUMBPZNJJ-MKFGTGJNSA-N | ||
| Standard InChI | InChI=1S/C42H32O9/c43-22-7-1-19(2-8-22)34-36-29(14-26(47)16-31(36)49)41-38-30(15-27(48)18-33(38)51-42(41)21-5-11-24(45)12-6-21)40-35(20-3-9-23(44)10-4-20)39(34)28-13-25(46)17-32(50)37(28)40/h1-18,34-35,39-50H/t34-,35+,39+,40-,41-,42+/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. |
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| 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. |
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| 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. | ||
Suffruticosol C Dilution Calculator
Suffruticosol C Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 1.4691 mL | 7.3454 mL | 14.6908 mL | 29.3815 mL | 36.7269 mL |
| 5 mM | 0.2938 mL | 1.4691 mL | 2.9382 mL | 5.8763 mL | 7.3454 mL |
| 10 mM | 0.1469 mL | 0.7345 mL | 1.4691 mL | 2.9382 mL | 3.6727 mL |
| 50 mM | 0.0294 mL | 0.1469 mL | 0.2938 mL | 0.5876 mL | 0.7345 mL |
| 100 mM | 0.0147 mL | 0.0735 mL | 0.1469 mL | 0.2938 mL | 0.3673 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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Suffruticosol C-Mediated Autophagy and Cell Cycle Arrest via Inhibition of mTORC1 Signaling.[Pubmed:36501031]
Nutrients. 2022 Nov 24;14(23):5000.
Paeonia species are well-known ornamental plants that are used in traditional Chinese medicines. The seeds of these species are rich in stilbenes, which have wide-ranging health-promoting effects. In particular, resveratrol, which is a common stilbene, is widely known for its anticancer properties. Suffruticosol C, which is a trimer of resveratrol, is the most dominant stilbene found in peony seeds. However, it is not clear whether Suffruticosol C has cancer regulating properties. Therefore, in the present study, we aimed to determine the effect of Suffruticosol C against various cancer cell lines. Our findings showed that Suffruticosol C induces autophagy and cell cycle arrest instead of cell apoptosis and ferroptosis. Mechanistically, Suffruticosol C regulates autophagy and cell cycle via inhibiting the mechanistic target of rapamycin complex 1 (mTORC1) signaling. Thus, our findings imply that Suffruticosol C regulates cancer cell viability by inducing autophagy and cell cycle arrest via the inhibition of mTORC1 signaling.
Inhibitory Effect of Monoterpenoid Glycosides Extracts from Peony Seed Meal on Streptococcus suis LuxS/AI-2 Quorum Sensing System and Biofilm.[Pubmed:36498098]
Int J Environ Res Public Health. 2022 Nov 30;19(23):16024.
Streptococcus suis LuxS/AI-2 quorum sensing system regulates biofilm formation, resulting in increased pathogenicity and drug resistance, and diminished efficacy of antibiotic treatment. The remaining peony seed cake after oil extraction is rich in monoterpenoid glycosides, which can inhibit the formation of bacterial biofilm. In this study, we investigated the effect of seven major monocomponents (suffruticosol A, suffruticosol B, Suffruticosol C, paeonifloin, albiflorin, trans-epsilon-viniferin, gnetin H) of peony seed meal on minimum inhibitory concentration (MIC) and minimum bactericidal concentration (MBC) of S. suis. The results showed that the MICs of the seven single components were all greater than 200 mug/mL, with no significant bacteriostatic and bactericidal advantages. Crystal violet staining and scanning electron microscope observation showed that the seven single components had a certain inhibitory effect on the biofilm formation ability of S. suis at sub-MIC concentration. Among them, the ability of paeoniflorin to inhibit biofilm was significantly higher than that of the other six single components. AI-2 signaling molecules were detected by bioreporter strain Vibrio harvey BB170. The detection results of AI-2 signal molecules found that at 1/2 MIC concentration, paeoniflorin significantly inhibited the production of S. suis AI-2 signal, and the inhibitory effect was better than that of the other six single components. In addition, molecular docking analysis revealed that paeoniflorin had a significant binding activity with LuxS protein compared with the other six single components. The present study provides evidence that paeoniflorin plays a key role in the regulation of the inhibition of S. suis LuxS/AI-2 system and biofilm formation in peony seed meal.
[Simultaneous rapid detection of ten stilbenes in serum of mice by UPLC-MS/MS].[Pubmed:32495569]
Zhongguo Zhong Yao Za Zhi. 2020 May;45(9):2180-2185.
Stilbenes is a class of natural polyphenols with 1,2-diphenylethylene as the skeleton structure which have structural and active diversity. However, there are fewer studies on their metabolic process, which limits the in-depth research and development of such components. An UPLC-MS/MS method simultaneously determining contents of ten stilbenes was firstly established in this study and applied to study the ten stilbenes of peony seed coats in the serum of C57 mice.Piceatannol was the internal standard, and methanol was used for protein precipitation, UPLC-MS/MS with negative ion mode was used for analysis, and the method was validated.The serum samples were collected and detected after mice being oral administered with 800 mg.kg~(-1) peony seed coat extracts for 8 weeks. The results showed that suffruticosol A, suffruticosol B, Suffruticosol C, trans-epsilon-viniferin, cis-gnetin H, trans-suffruticosol D and trans-gnetin H were detected in serum samples, and the highest is suffruticosol A. The method is simple and quick with high specificity and sensitivity, and it is suitable for quantitative determination of ten stilbenes in the serum of mice.
A Fragmentation Study on Four Oligostilbenes by Electrospray Tandem Mass Spectrometry.[Pubmed:31119499]
Nat Prod Bioprospect. 2019 Aug;9(4):279-286.
Oligostilbenes have attracted much interest due to their intricate structures and diverse bioactivities. In this study, two stilbene dimers, (-)-7,8-cis-epsilon-viniferin (1) and carasiphenol A (2), and two trimers, suffruticosol A (3) and Suffruticosol C (4), were investigated by electrospray ionization ion-trap time-of-flight multistage mass spectrometry (ESI-IT-TOF-MS(n)). Based on the MS(n) study, the fragmentation pathways and diagnostic ions of four oligostilbenes in both positive and negative modes were proposed. The consecutive elimination of phenol (C(6)H(6)O) and resorcinol (C(6)H(6)O(2)) moieties were the particular dissociation for oligostilbenes due to the presence of 1,2-diphenylethylene nucleus. The present MS(n) fragmentation study will provide valuable information for the fast characterization of oligostilbenes from complicated natural mixtures.
[Determination of ten stilbenes and their antioxidant activity of peony seed coat, seed kernel and seed coat extracts].[Pubmed:28875674]
Zhongguo Zhong Yao Za Zhi. 2016 Mar;41(6):1081-1086.
The seed of tree peony and herbaceous peony contained a variety of stilbenes which possess many pharmacological activities, such as antitumor, anti-inflammatory, allergy and neuraminidase inhibition. In order to develop and use peony seed resources, a simple and sensitive HPLC-DAD was developed for simultaneous determination of 10 stilbenes in peony samples, i.e.,suffruticosol A,suffruticosol B,Suffruticosol C,trans-resveratrol,cis-epsilon-viniferin,trans-epsilon-viniferin,cis-suffruticosol D,cis-gnetin H,trans-suffruticosol D and trans-gnetin H. At the same time, the scavenging activity of DPPH free radicals was employed to evaluate their antioxidant effect. The results showed that the 10 stilbenes are mainly present in peony seed coat (total content of more than 16.7%) compared to peony seed kernel (total content less than 0.3%), and can be enriched in the extract of peony seed coat (total content of more than 75%) The extract of peony seed coat and 10 stilbenes exhibited significant antioxidant properties. This work provides a foundation for comprehensive utilization of the tree peony and herbaceous peony seed resources.
Resveratrol trimers from seed cake of Paeonia rockii.[Pubmed:25532833]
Molecules. 2014 Nov 26;19(12):19549-56.
In the course of screening natural products for antibacterial activities, a total acetone extract of the seed cake of Paeonia rockii showed significant effects against bacterial strains. Bioactivity-guided fractionation of the EtOAc-soluble fraction of the total acetone extract resulted in the isolation and identification of five resveratrol trimers, including rockiiol C (1), gnetin H (2), suffruticosol A (3), suffruticosol B (4) and Suffruticosol C (5). The relative configuration of these compounds was elucidated mainly by comprehensive 1D and 2D-NMR experiments. Compound 1 was a new compound. All isolated compounds exhibited strong antibacterial activities against Gram-positive bacteria.
Three new oligostilbenes from the seeds of Paeonia suffruticosa.[Pubmed:20522997]
Chem Pharm Bull (Tokyo). 2010 Jun;58(6):843-7.
Three new oligostilbenes, trans-suffruticosol D (1), cis-suffruticosol D (2), and cis-gnetin H (7), were isolated along with the eight known stilbenes, trans-resveratrol (3), trans-epsilon-viniferin (4), cis-epsilon-viniferin (5), gnetin H (6), suffruticosol A (8), suffruticosol B (9), Suffruticosol C (10), and cis-ampelopsin E (11) from the seeds of Paeonia suffruticosa. Compounds 3-6 were isolated for the first time from this plant species, and compound 11 was isolated for the first time from the genus Paeonia. The structures of the new compounds were elucidated based on spectral analyses, including 1D and 2D NMR experiments. The absolute configuration of compound 1 was determined by quantum chemical calculation of the electronic circular dichroism and comparison with the experimental circular dichroism spectrum.
