Cimiside ECAS# 154822-57-8 |
- 25-Anhydrocimigenol 3-O-beta-D-xyloside
Catalog No.:BCN3436
CAS No.:181765-11-7
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 154822-57-8 | SDF | Download SDF |
| PubChem ID | 102147078 | Appearance | Powder |
| Formula | C35H54O8 | M.Wt | 602.80 |
| Type of Compound | Triterpenoids | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| SMILES | CC1CC2C(OC3(C1C4(CCC56CC57CCC(C(C7CCC6C4(C3O)C)(C)C)OC8C(C(C(CO8)O)O)O)C)O2)C(=C)C | ||
| Standard InChIKey | CVBALRXHSITZGC-VLHBPTQJSA-N | ||
| Standard InChI | InChI=1S/C35H54O8/c1-17(2)26-20-14-18(3)27-31(6)12-13-34-16-33(34)11-10-23(41-28-25(38)24(37)19(36)15-40-28)30(4,5)21(33)8-9-22(34)32(31,7)29(39)35(27,42-20)43-26/h18-29,36-39H,1,8-16H2,2-7H3/t18-,19-,20-,21+,22+,23+,24+,25-,26+,27-,28+,29-,31-,32-,33-,34+,35+/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. | ||
| Description | 1. Cimiside E has anti-inflammatory activity, it selectively inhibits TNF-α-induced expression of VCAM-1 at least by upregulation of PPAR-γ, and signals for ERK1/2, PI3K, and PKC are involved in this effect. 2. Cimiside E arrests cell cycle and induces cell apoptosis in gastric cancer cells, it may be an effective chemopreventive agent against cancer. |
| Targets | TNF-α | PPAR | ERK | PI3K | PKC | ROS | Akt |
Cimiside E Dilution Calculator
Cimiside E Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 1.6589 mL | 8.2946 mL | 16.5893 mL | 33.1785 mL | 41.4731 mL |
| 5 mM | 0.3318 mL | 1.6589 mL | 3.3179 mL | 6.6357 mL | 8.2946 mL |
| 10 mM | 0.1659 mL | 0.8295 mL | 1.6589 mL | 3.3179 mL | 4.1473 mL |
| 50 mM | 0.0332 mL | 0.1659 mL | 0.3318 mL | 0.6636 mL | 0.8295 mL |
| 100 mM | 0.0166 mL | 0.0829 mL | 0.1659 mL | 0.3318 mL | 0.4147 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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Isoimperatorin, cimiside E and 23-O-acetylshengmanol-3-xyloside from Cimicifugae rhizome inhibit TNF-alpha-induced VCAM-1 expression in human endothelial cells: involvement of PPAR-gamma upregulation and PI3K, ERK1/2, and PKC signal pathways.[Pubmed:20937376]
J Ethnopharmacol. 2011 Jan 27;133(2):336-44.
ETHNOPHARMACOLOGICAL RELEVANCE: The methanol extract of Cimicifugae Rhizome has been traditionally used in various disorders including inflammation. AIM OF THE STUDY: The aim of the study is to explore whether anti-inflammatory action of 3 active compounds, two triterpenoid glycosides (Cimiside E, 23-O-actylshengmanol-3-xyloside) and one furanocoumarin (isoimperatorin), isolated from Cimicifugae Rhizome is related with peroxisome proliferator-activated receptor-gamma (PPAR-gamma) expression in human umbilical endothelial cell line, EA.hy926 cells. MATERIALS AND METHODS: Cell viability and production of reactive oxygen species were performed. In addition, adhesion of monocyte into endothelial cells and western blot for expression of adhesion molecules and signal proteins were investigated in tumor necrosis factor-alpha (TNF-alpha)-activated cells. RESULTS: Pretreatment of test compounds significantly reduced reactive oxygen species (ROS) production and expression of vascular cell adhesion molecule-1 (VCAM-1), but not intercellular cell adhesion molecule-1 (ICAM-1). Three compounds all dose-dependently increased not only PPAR-gamma expression in EA.hy926 cells but inhibited TNF-alpha-induced phosphorylation of Akt, extracellular-signal-regulated kinase (ERK) and protein kinase C (PKC) with different specificity. Finally, they prevented TNF-alpha-induced adhesion of U937 monocytic cells to EA.hy926 cells. CONCLUSIONS: The present results show that Cimiside E, 23-O-actylshengmanol-3-xyloside, isoimperatorin isolated from Cimicifugae Rhizome selectively inhibits TNF-alpha-induced expression of VCAM-1 at least by upregulation of PPAR-gamma, and signals for ERK1/2, PI3K, and PKC are involved in this effect.
Cimiside E arrests cell cycle and induces cell apoptosis in gastric cancer cells.[Pubmed:19898801]
Arch Pharm Res. 2009 Oct;32(10):1385-92.
Cimiside E was isolated from the Cimicifuga heracleifolia Komarov extract, which has been previously demonstrated to possess apoptotic action on gastric cancer cells. The IC(50) value of Cimiside E on gastric cancer cells for 24 h was 14.58 microM. The mechanism of apoptosis was further elucidated through western blot, RT-PCR, morphology, Annexin V-FITC/PI staining and cell cycle analysis. Cell cycle arrest was induced by Cimiside E in S phase at a lower concentration (30 microM) and G2/M phase at higher concentrations (60 and 90 microM). Cimiside E mediated apoptosis through the induction of the caspase cascade for both the extrinsic and intrinsic pathways. These findings suggest that Cimiside E may be an effective chemopreventive agent against cancer.
