ChiisanosideCAS# 89354-01-8 |
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 89354-01-8 | SDF | Download SDF |
| PubChem ID | 21626427 | Appearance | White powder |
| Formula | C48H74O19 | M.Wt | 955.10 |
| Type of Compound | Triterpenoids | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| SMILES | CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OCC3C(C(C(C(O3)OC(=O)C45CCC(C4C6CC7C8C(C6(CC5)C)(CCC(C8(C(CC(=O)O7)O)C)C(=C)C)C)C(=C)C)O)O)O)CO)O)O)O | ||
| Standard InChIKey | JVLBOZIUMGNKQW-JBPVHNHLSA-N | ||
| Standard InChI | InChI=1S/C48H74O19/c1-19(2)22-9-12-48(14-13-45(6)24(30(22)48)15-25-40-46(45,7)11-10-23(20(3)4)47(40,8)28(50)16-29(51)63-25)44(60)67-43-37(58)34(55)32(53)27(65-43)18-61-41-38(59)35(56)39(26(17-49)64-41)66-42-36(57)33(54)31(52)21(5)62-42/h21-28,30-43,49-50,52-59H,1,3,9-18H2,2,4-8H3/t21-,22-,23-,24+,25+,26+,27+,28+,30+,31-,32+,33+,34-,35+,36+,37+,38+,39+,40-,41+,42-,43-,45+,46+,47+,48-/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. |
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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. Chiisanoside has anti-rotaviral activity. 2. Chiisanoside inhibits NO and PGE2 production. 3. Chiisanoside has the potential to prevent obesity as a lipase inhibitor which suppresses fat absorption in vivo. 4. Chiisanoside has anti-oxidant activity, can inhibit xanthine oxidase activity and increase superoxide dismutase (SOD), glutathione peroxidase and catalase . 5. Chiisanoside has anti-inflammatory property, might be the result from the inhibition of iNOS, COX-2, TNF-alpha and IL-1beta expression through the down-regulation of NF-kappaB binding activity. |
| Targets | NO | PGE | TNF-α | NOS | COX | NF-kB | IL Receptor | p65 | ERK | JNK | ATPase | Potassium Channel | SOD | ROS |
Chiisanoside Dilution Calculator
Chiisanoside Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 1.047 mL | 5.2351 mL | 10.4701 mL | 20.9402 mL | 26.1753 mL |
| 5 mM | 0.2094 mL | 1.047 mL | 2.094 mL | 4.188 mL | 5.2351 mL |
| 10 mM | 0.1047 mL | 0.5235 mL | 1.047 mL | 2.094 mL | 2.6175 mL |
| 50 mM | 0.0209 mL | 0.1047 mL | 0.2094 mL | 0.4188 mL | 0.5235 mL |
| 100 mM | 0.0105 mL | 0.0524 mL | 0.1047 mL | 0.2094 mL | 0.2618 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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Antiinflammatory effects of chiisanoside and chiisanogenin obtained from the leaves of Acanthopanax chiisanensis in the carrageenan- and Freund's complete adjuvant-induced rats.[Pubmed:15707776]
J Ethnopharmacol. 2005 Feb 28;97(2):359-67.
To find the antiinflammtory constituents of Acanthopanax chiisanensis (Araliaceae) leaves, phytochemical isolation procedures were performed by activity-guided fractionation in carrageenan- and Freund's complete adjuvant (FCA) reagent-induced rat models, respectively. In the two assay system, the MeOH extract (100 and 250 mg/kg, p.o.) showed significant antiinflammtory effects. Since BuOH extract among the fractionated extracts exhibited the most potent effect, it was subjected to column chromatography to yield a main triterpene glycoside, Chiisanoside (1). This compound was hydrolyzed in alkaline solution to find the biological activity of produced aglycone, chiisanogenin (1a). Oral treatment with compounds 1 and 1a produced significant antiinflammtory effects at 10 and 30 mg/kg dose, and 1a was more potent than 1. The antiiflammtory effects of the two compounds were supported by the reduction of carrageenan-induced lipid peroxidation and hydroxy radical in serum. Furthermore, treatment with 1 and 1a significantly reduced rheumatoid arthritis (RA) and C-reactive protein (CRP) factors in the rat induced by Freund's complete adjuvant reagent. Compounds, 1 and 1a, inhibited xanthine oxidase activity and increased superoxide dismutase (SOD), glutathione peroxidase and catalase indicating that both compounds scavenged reactive oxygen species (ROS).
Inhibition of lipopolysaccharide-induced expression of inducible nitric oxide and cyclooxygenase-2 by chiisanoside via suppression of nuclear factor-kappaB activation in RAW 264.7 macrophage cells.[Pubmed:16204946]
Biol Pharm Bull. 2005 Oct;28(10):1919-24.
In the present study, the effects of several triterpenes isolated from the leaves of Acanthopanax chiisanensis (Araliaceae), namely, Chiisanoside, isoChiisanoside, 22-hydroxyChiisanoside and chiisanogenin (the aglycone of Chiisanoside) were evaluated on lipopolysaccharide (LPS)-induced nitric oxide (NO) and prostaglandin E2 (PGE2) production by the RAW 264.7 macrophage cell line. Of the triterpenes tested, Chiisanoside was found to most potently inhibit NO and PGE2 production. In addition, Chiisanoside significantly reduced the release of inflammatory cytokines like TNF-alpha and IL-1beta. Consistent with these observations, the protein and mRNA expression levels of iNOS and COX-2 enzyme were found to be inhibited by Chiisanoside in a concentration-dependent manner. Furthermore, Chiisanoside inhibited the nuclear factor-kappaB (NF-kappaB) activation induced by LPS and this was associated with a reduction in p65 protein in the nucleus and with the phosphorylations of ERK1/2 and JNK MAP kinases. Taken together, our data indicate that the anti-inflammatory properties of Chiisanoside might be the result from the inhibition of iNOS, COX-2, TNF-alpha and IL-1beta expression through the down-regulation of NF-kappaB binding activity.
Metabolism of chiisanoside from Acanthopanax divaricatus var. albeofructus by human intestinal bacteria and its relation to some biological activities.[Pubmed:11379786]
Biol Pharm Bull. 2001 May;24(5):582-5.
The metabolic pathway of Chiisanoside isolated from leaves of Acanthopanax divaricatus var. albeofructus (Araliaceae) by human intestinal bacteria and by the protein fraction of leaves of this plant were investigated, and the cytotoxic and anti-rotaviral activities of Chiisanoside and its metabolite, chiisanogenin, were assayed. Chiisanogenin was produced as a main metabolite, when Chiisanoside were incubated for 15 h with human intestinal bacteria. This metabolic pathway proceeded more potently with the protein fraction than with human intestinal bacteria. The in vitro cytotoxicity of chiisanogenin was superior to that of Chiisanoside. H+/K+ ATPase was more potently inhibited by chiisanogenin than by Chiisanoside. However, the anti-rotaviral activity of Chiisanoside was more potent than that of chiisanogenin.
Chiisanoside is not absorbed but inhibits oil absorption in the small intestine of rodents.[Pubmed:18391464]
Biosci Biotechnol Biochem. 2008 Apr;72(4):1126-9.
Chiisanoside is the main component of Acanthopanax sessiliflorus leaves. Simultaneous administration of Chiisanoside resulted in a decrease in the plasma TG level and increase of undigested TG in the intestinal lumen after oil gavage to mice. This suggests that Chiisanoside has the potential to prevent obesity as a lipase inhibitor which suppresses fat absorption in vivo.
