ChamigrenalCAS# 19912-84-6 |
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| Cas No. | 19912-84-6 | SDF | Download SDF |
| PubChem ID | 177096 | Appearance | Powder |
| Formula | C15H22O | M.Wt | 218.33 |
| Type of Compound | Sesquiterpenoids | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | 5,5-dimethyl-1-methylidenespiro[5.5]undec-9-ene-9-carbaldehyde | ||
| SMILES | CC1(CCCC(=C)C12CCC(=CC2)C=O)C | ||
| Standard InChIKey | MJSPQLDLFYGVAU-UHFFFAOYSA-N | ||
| Standard InChI | InChI=1S/C15H22O/c1-12-5-4-8-14(2,3)15(12)9-6-13(11-16)7-10-15/h6,11H,1,4-5,7-10H2,2-3H3 | ||
| 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. β-Chamigrenal has anti-inflammatory activity, it has inhibitory effects on lipopolysaccharide-induced nitric oxide and prostaglandin E2 production in RAW 264.7 macrophages. 2. Chamigrenal shows platelet-activating factor antagonistic activity and the IC(50) value of 1.2x10(-4) M. 3. Chamigrenal exhibits weak cytotoxicity towards MCF-7 cells(IC50=30.50 uM). |
| Targets | NO | PGE | NOS | COX | EGFR | PAFR |
Chamigrenal Dilution Calculator
Chamigrenal Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 4.5802 mL | 22.9011 mL | 45.8022 mL | 91.6045 mL | 114.5056 mL |
| 5 mM | 0.916 mL | 4.5802 mL | 9.1604 mL | 18.3209 mL | 22.9011 mL |
| 10 mM | 0.458 mL | 2.2901 mL | 4.5802 mL | 9.1604 mL | 11.4506 mL |
| 50 mM | 0.0916 mL | 0.458 mL | 0.916 mL | 1.8321 mL | 2.2901 mL |
| 100 mM | 0.0458 mL | 0.229 mL | 0.458 mL | 0.916 mL | 1.1451 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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Inhibitory effects of beta-chamigrenal, isolated from the fruits of Schisandra chinensis, on lipopolysaccharide-induced nitric oxide and prostaglandin E2 production in RAW 264.7 macrophages [corrected].[Pubmed:24871206]
Planta Med. 2014 Jun;80(8-9):655-61.
Much is known about the bioactive properties of lignans from the fruits of Schisandra chinensis. However, very little work has been done to determine the properties of sesquiterpenes in the fruits of S. chinensis. The aim of the present study was to investigate the anti-inflammatory potential of new sesquiterpenes (beta-Chamigrenal, beta-chamigrenic acid, alpha-ylangenol, and alpha-ylangenyl acetate) isolated from the fruits of S. chinensis and to explore their effect on macrophages stimulated with lipopolysaccharide. Of these four sesquiterpenes, beta-Chamigrenal most significantly suppressed lipopolysaccharide-induced nitric oxide and prostaglandin E2 production in RAW 264.7 macrophages (47.21 +/- 4.54 % and 51.61 +/- 3.95 % at 50 microM, respectively). Molecularly, the inhibitory activity of beta-Chamigrenal on nitric oxide production was mediated by suppressing inducible nitric oxide synthase activity but not its expression. In the prostaglandin E2 synthesis pathway, beta-Chamigrenal prevented the upregulation of inducible microsomal prostaglandin E synthase-1 expression after stimulation with lipopolysaccharide. Conversely, beta-Chamigrenal had no effect on the expression and enzyme activity of cyclooxygenase-2. In addition, the expression of early growth response factor-1, a key transcription factor of microsomal prostaglandin E synthase-1 expression, was inhibited by beta-Chamigrenal. These results may suggest a possible anti-inflammatory activity of beta-Chamigrenal which has to be proven in in vivo experiments.
Platelet-activating factor antagonistic activity and(13)C NMR assignment of pregomisin and chamigrenal fromSchisandra chinensis.[Pubmed:18982271]
Arch Pharm Res. 1997 Dec;20(6):633-6.
In the course of searching for PAF receptor antagonists, pregomisin (1) and Chamigrenal (2) were isolated from the fruits ofSchizandra chinensis Baill by the bioactivity-guided isolation. Both compounds showed PAF antagonistic activity and the IC(50) values were 4.8x10(-5) M and 1.2x10(-4) M, respectively. In addition, the(13)C NMR assignments of1 and2 using DEPT, HMQC, COLOC and HMBC were reported for the first time.
