Cimicifugoside

CAS# 66176-93-0

Cimicifugoside

Catalog No. BCN2623----Order now to get a substantial discount!

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Cimicifugoside: 5mg $81 In Stock
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Quality Control of Cimicifugoside

Number of papers citing our products

Chemical structure

Cimicifugoside

3D structure

Chemical Properties of Cimicifugoside

Cas No. 66176-93-0 SDF Download SDF
PubChem ID 441913 Appearance Powder
Formula C37H54O11 M.Wt 674.81
Type of Compound Triterpenoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
SMILES CC1CC2(C3C(O3)(C(O2)O)C)OC4C1C5(C(CC67CC68CCC(C(C8CC=C7C5(C4)C)(C)C)OC9C(C(C(CO9)O)O)O)OC(=O)C)C
Standard InChIKey XUJMHSCMPCZWOV-UJAIUVFWSA-N
Standard InChI InChI=1S/C37H54O11/c1-17-12-37(29-34(7,47-29)30(42)48-37)46-20-13-32(5)22-9-8-21-31(3,4)23(45-28-27(41)26(40)19(39)15-43-28)10-11-35(21)16-36(22,35)14-24(44-18(2)38)33(32,6)25(17)20/h9,17,19-21,23-30,39-42H,8,10-16H2,1-7H3/t17-,19-,20+,21+,23+,24-,25+,26+,27-,28+,29?,30?,32+,33-,34?,35-,36+,37?/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 Cimicifugoside

The roots of Saposhnikovia divaricata

Biological Activity of Cimicifugoside

Description1. Cimicifugoside is a novel specific nucleoside transport inhibitor that displays synergistic potentiation of methotrexate cytotoxicity. 2. Cimicifugoside is a phytoestrogen, it can selectively inhibit nicotinic acetylcholine receptor (nAChR) -mediated response in bovine chromaffin cells. 3. Cimicifugoside shows immunosuppressive activity, which is preferentially directed toward B-cell function with larger doses being required for suppression of T-cell function.
TargetsAChR | Potassium Channel

Cimicifugoside Dilution Calculator

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Cimicifugoside Molarity Calculator

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Preparing Stock Solutions of Cimicifugoside

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.4819 mL 7.4095 mL 14.819 mL 29.638 mL 37.0475 mL
5 mM 0.2964 mL 1.4819 mL 2.9638 mL 5.9276 mL 7.4095 mL
10 mM 0.1482 mL 0.7409 mL 1.4819 mL 2.9638 mL 3.7047 mL
50 mM 0.0296 mL 0.1482 mL 0.2964 mL 0.5928 mL 0.7409 mL
100 mM 0.0148 mL 0.0741 mL 0.1482 mL 0.2964 mL 0.3705 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 Cimicifugoside

Inhibition of nucleoside transport and synergistic potentiation of methotrexate cytotoxicity by cimicifugoside, a triterpenoid from Cimicifuga simplex.[Pubmed:19748575]

Eur J Pharm Sci. 2009 Nov 5;38(4):355-61.

Cimicifugoside, a triterpenoid isolated from Cimicifuga simplex, which has been used as a traditional Chinese medicine due to its anti-inflammatory, analgesic or anti-pyretic action, was examined for inhibition of nucleoside transport and synergistic potentiation of methotrexate cytotoxicity. Cimicifugoside inhibited uptake of uridine, thymidine and adenosine in human leukemia U937 cells with the low nanomolar IC(50) values, but did not affect that of uracil, leucine or 2-deoxyglucose at Cimicifugoside analogs differentially inhibited uridine uptake in the order Cimicifugoside>cimicifugenin (aglycon of Cimicifugoside)>bugbanoside B>cimicifugenin A, O-methyl cimicifugenin and bugbanoside A. Cimicifugoside had less affinity for the binding site of nitrobenzylthioinosine (typical high-affinity inhibitor of equilibrative nucleoside transporter-1) in U937 cells, K562 cells and human erythrocyte membranes compared with the prototype nucleoside transport inhibitor dipyridamole. Cimicifugoside markedly potentiated methotrexate cytotoxicity in a culture of U937 cells and human carcinoma KB cells. Potentiation of methotrexate cytotoxicity by Cimicifugoside analogs in U937 cells was in proportion to their inhibitory activity against uridine uptake. The present study demonstrates that Cimicifugoside is a novel specific nucleoside transport inhibitor that displays synergistic potentiation of methotrexate cytotoxicity.

Phytoestrogen cimicifugoside-mediated inhibition of catecholamine secretion by blocking nicotinic acetylcholine receptor in bovine adrenal chromaffin cells.[Pubmed:14757852]

J Pharmacol Exp Ther. 2004 May;309(2):641-9.

We investigated the effect of the phytoestrogen Cimicifugoside, one of the pharmacologically active ingredients of the medicinal plant Cimicifuga racemosa (black cohosh) that has been used to treat many kinds of neuronal and menopausal symptoms, such as arthritis, menopausal depression, and nerve pain. Cimicifugoside inhibited calcium increase induced by 1,1-dimethyl-4-phenylpiperazinium iodide (DMPP), a nicotinic acetylcholine receptor (nAChR) agonist in bovine adrenal chromaffin cells with a half-maximal inhibitory concentration (IC(50)) of 18 +/- 2 microM. In contrast, Cimicifugoside did not affect the calcium increases evoked by high K(+), veratridine, and bradykinin. The DMPP-induced sodium increase was also inhibited by Cimicifugoside with an IC(50) of 2 +/- 0.3 microM, suggesting that the activity of nAChRs is inhibited by Cimicifugoside. Cimicifugoside did not affect the KCl-induced secretion but markedly inhibited the DMPP-induced catecholamine secretion that was monitored by carbon-fiber amperometry in real time and high-performance liquid chromatography through electrochemical detection. The results suggest that Cimicifugoside selectively inhibits nAChR-mediated response in bovine chromaffin cells.

Differential cytotoxicity of cytosine arabinoside toward murine leukemia L1210 cells and murine bone marrow progenitor cells inhibited in nucleoside transport by cimicifugoside.[Pubmed:6791252]

Res Commun Chem Pathol Pharmacol. 1981 Jun;32(3):565-8.

Cytotoxicities of cytosine arabinoside (Ara C) and showdomycin to murine L1210 leukemia cells was prevented by a nucleoside transport inhibitor, Cimicifugoside. Ara C toxicity to bone marrow progenitor cells, however, was observed even in the presence of Cimicifugoside. The difference of Ara C toxicity toward L1210 cells and bone marrow cells pretreated with Cimicifugoside may be originated in the different characteristics of membrane transport site of nucleosides.

The immune response of splenic lymphocytes after cimicifugoside treatment in vitro and pretreatment in vivo.[Pubmed:7277179]

J Pharmacobiodyn. 1980 Dec;3(12):643-8.

Pretreatment of mouse splenocytes with Shigella lipopolysaccharide and concanavalin A followed by 50 ng/ml of Cimicifugoside resulted in a 69% and 31% inhibition of blastogenesis compared to controls. The plaque forming colony assay using sheep erythrocytes (SRBC) showed a decreased number of plaque forming colonies after exposure of the splenic cells to 1 microgram/ml of Cimicifugoside. Cimicifugoside, 0.1 mg/mouse i.p. suppressed the anti-SRBC response in the plaque forming assay. The major inhibition of the antibody response occurred when Cimicifugoside was administered 1 day before the primary immunization with SRBC. The delayed type hypersensitivity to picryl chloride was suppressed after i.v. administration of Cimicifugoside, 1.0-2.0 mg/mouse. The immunosuppressive activity of Cimicifugoside is preferentially directed toward B-cell function with larger doses being required for suppression of T-cell function.

Description

Cimicifugoside, a triterpenoid isolated from Cimicifuga simplex, is a novel specific nucleoside transport inhibitor that displays synergistic potentiation of methotrexate cytotoxicity. Cimicifugoside shows immunosuppressive activity, which is preferentially directed toward B-cell function with larger doses being required for suppression of T-cell function.

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