ChicanineCAS# 78919-28-5 |
Quality Control & MSDS
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| Cas No. | 78919-28-5 | SDF | Download SDF |
| PubChem ID | 11078392 | Appearance | Powder |
| Formula | C20H22O5 | M.Wt | 342.39 |
| Type of Compound | Lignans | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | 4-[(2R,3S,4R,5R)-5-(1,3-benzodioxol-5-yl)-3,4-dimethyloxolan-2-yl]-2-methoxyphenol | ||
| SMILES | CC1C(C(OC1C2=CC3=C(C=C2)OCO3)C4=CC(=C(C=C4)O)OC)C | ||
| Standard InChIKey | JPDORDSJPIKURD-OCBHBYCGSA-N | ||
| Standard InChI | InChI=1S/C20H22O5/c1-11-12(2)20(14-5-7-16-18(9-14)24-10-23-16)25-19(11)13-4-6-15(21)17(8-13)22-3/h4-9,11-12,19-21H,10H2,1-3H3/t11-,12+,19+,20+/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. Chicanine has anti-inflammatory activity in macrophages by down-regulating LPS-induced inflammatory cytokines in IκBα/MAPK/ERK signaling pathways. 2. Chicanine has good anti-proliferation (IC₅₀=44.2uM) on prostate cells and antioxidant activities (IC₅₀=26.0 uM,) with no significant toxic effects on normal cells. |
| Targets | NO | PGE | NF-kB | COX | TNF-α | NOS | ERK | p38MAPK | TLR | IkB | IKK |
Chicanine Dilution Calculator
Chicanine Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 2.9206 mL | 14.6032 mL | 29.2065 mL | 58.4129 mL | 73.0162 mL |
| 5 mM | 0.5841 mL | 2.9206 mL | 5.8413 mL | 11.6826 mL | 14.6032 mL |
| 10 mM | 0.2921 mL | 1.4603 mL | 2.9206 mL | 5.8413 mL | 7.3016 mL |
| 50 mM | 0.0584 mL | 0.2921 mL | 0.5841 mL | 1.1683 mL | 1.4603 mL |
| 100 mM | 0.0292 mL | 0.146 mL | 0.2921 mL | 0.5841 mL | 0.7302 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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Anti-inflammatory effects of chicanine on murine macrophage by down-regulating LPS-induced inflammatory cytokines in IkappaBalpha/MAPK/ERK signaling pathways.[Pubmed:24361309]
Eur J Pharmacol. 2014 Feb 5;724:168-74.
Schisandra chinensis Baill is a Chinese traditional medicine with multiple pharmacological activities. In this study, Chicanine, one of the major lignan compounds of S. chinesis, was investigated for suppressive effects on lipopolysaccharide (LPS)-induced inflammatory responses in murine macrophages (RAW 264.7 cells). Chicanine was found to have anti-inflammatory properties with the inhibition of nitric oxide (NO) and Prostaglandin E (2) (PGE2) production and nuclear factor-kappaB (NF-kappaB) signaling in LPS-stimulated RAW 264.7 cells with no cytotoxic effects. Treatment of RAW 264.7 cells with Chicanine down-regulated LPS-induced expression of pro-inflammatory cytokines including TNFalpha, IL-1beta, MCP-1, G-CSF, cyclooxygenase-2 (COX-2) and inducible nitric oxide synthase (iNOS). These inhibitory effects were found with the blockage of p38 mitogen-activated protein kinase (MAPK), extracellular signal-regulated kinases 1 and 2 (ERK 1/2), and also IkappaB-alpha phosphorylation. These results indicated that anti-inflammatory actions of Chicanine in macrophages involved inhibition of LPS-induced TLR4-IkappaBalpha/MAPK/ERK signaling pathways.
[Chemical constituents of Osmanthus fragrans fruits].[Pubmed:24791540]
Zhongguo Zhong Yao Za Zhi. 2013 Dec;38(24):4329-34.
By Silica gel, Sephadex LH-20 and other materials for isolation and purification and by physicochemical methods and spectral analysis for structural identification, 23 compounds were isolated and identified from ethyl acetate portion of alcohol extract solution of Osmanthus fragrans fruits. Their structures were identified as nicotinamide (1), D-allitol (2), 5-hydroxymethyl-2-furancarboxaldehyde (3), acetyloleanolic acid (4), benzoic acid (5), ergosta-7,22-dien-3-one (6), beta-sitosterol (7), borreriagenin (8), cerevistero (9), c-veratroylglycol (10), methyl-2-O-beta-glucopyranosylbenzoate (11), 3', 7-dihydroxy-4'-methoxyisoflavon (12), umbelliferone (13), caffeic acid methyl ester (14), oleanolic acid (15), (-) -Chicanine (16), dillapiol (17), 3beta,5alpha, 9alpha-trihydroxyergosta-7-22-dien-6-one (18), 2alpha-hydroxy-oleanolic acid (19), betulinic acid (20), betulin (21), 3, 3'-bisdemethylpinoresinol (22), and lupeol (23). All compounds were isolated from the osmanthus fruit for the first time. Except for compounds 4, 7, 15, 19, 23, the rest ones were isolated from the this plant for the first time.
