HelianginCAS# 13323-48-3 |
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 13323-48-3 | SDF | Download SDF |
| PubChem ID | 9998730 | Appearance | Powder |
| Formula | C20H26O6 | M.Wt | 362.4 |
| Type of Compound | Sesquiterpenoids | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| SMILES | CC=C(C)C(=O)OC1CC2(C(O2)CC(C(=CC3C1C(=C)C(=O)O3)C)O)C | ||
| Standard InChIKey | DZTWAOVNNLDWNH-AUWKULLQSA-N | ||
| Standard InChI | InChI=1S/C20H26O6/c1-6-10(2)18(22)25-15-9-20(5)16(26-20)8-13(21)11(3)7-14-17(15)12(4)19(23)24-14/h6-7,13-17,21H,4,8-9H2,1-3,5H3/b10-6-,11-7-/t13-,14+,15+,16+,17-,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. Heliangin shows anti-inflammatory effects, it can inhibit lipopolysaccharide-induced inflammation through signaling NF-κB pathway on LPS-induced RAW 264.7 cells. 2. Heliangin exhibits cytotoxicity against human oral epidermoid (KB), cervical epitheloid (Hela), and liver (hepa59T/VGH) carcinoma cells. |
| Targets | MAPK | NF-kB | TNF-α | IL Receptor | PGE |
Heliangin Dilution Calculator
Heliangin Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 2.7594 mL | 13.7969 mL | 27.5938 mL | 55.1876 mL | 68.9845 mL |
| 5 mM | 0.5519 mL | 2.7594 mL | 5.5188 mL | 11.0375 mL | 13.7969 mL |
| 10 mM | 0.2759 mL | 1.3797 mL | 2.7594 mL | 5.5188 mL | 6.8985 mL |
| 50 mM | 0.0552 mL | 0.2759 mL | 0.5519 mL | 1.1038 mL | 1.3797 mL |
| 100 mM | 0.0276 mL | 0.138 mL | 0.2759 mL | 0.5519 mL | 0.6898 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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Cytotoxic sesquiterpene lactones from Eupatorium kiirunense, a coastal plant of Taiwan.[Pubmed:15921421]
J Nat Prod. 2005 May;68(5):745-50.
Phytochemical investigation of Eupatorium kiirunense has resulted in the isolation of eight new sesquiterpene lactones, constituted by five germacranolides, eupakirunsins A-E (1-5), and three heliangolides, eupaheliangolide A (6), 15-acetoxyHeliangin (7), and 3-epi-Heliangin (8), in addition to the known Heliangin (9) and 8,10-epoxy-9-acetoxythymol angelate (10). The structures of the new compounds were established through detailed analysis of their spectroscopic data. Compounds 6, 8, and 9 exhibited cytotoxicity against human oral epidermoid (KB), cervical epitheloid (Hela), and liver (hepa59T/VGH) carcinoma cells.
Heliangin inhibited lipopolysaccharide-induced inflammation through signaling NF-kappaB pathway on LPS-induced RAW 264.7 cells.[Pubmed:28095354]
Biomed Pharmacother. 2017 Apr;88:102-108.
The Heliangin is a natural agent mainly isolated from Helianthus tuberosus L. (Asteraceae). In order to investigate the anti-inflammatory effect of Heliangin, several typical models in vivo and in vitro were performed. The RAW264.7 mouse macrophages cells were employed in vitro and dexamethasone were conducted as positive. The cytotoxicity results of Heliangin on RAW 264.7 cells provided the safety in vitro for further study. The mRNA of TNF-alpha, IL-6, iNOS and COX-2 were degraded under Heliangin exposure in LPS-stimulated RAW 264.7 cells. The protein expression of iNOS, COX-2 were decreased via Heliangin exposure in a dose-dependent manner. Heliangin inhibited TNF-alpha, NO, IL-6 and PGE2 expression levels in macrophage cells lysate. The immunocytochemistry assay showed the fluorescence image of Heliangin treatment intercepted the p65 translocation process from outside to inside of nuclei triggered by LPS. Moreover, we founded that MAPK and NF-kappaB signaling pathway play important roles in Heliangin's activity on RAW264.7 cells. Secondly, the acute toxic study results of Heliangin manifested the safety in vivo. Heliangin exerted anti-inflammation effect in a xylene-induced ear swelling in BALB/C mice and carrageenan-induced paw edema model in SD rats. The cytokines levels (TNF-alpha, IL-6 and PGE2) were decreased. The paw tissue immunochemistry assay demonstrated the IL-6 protein level changes in carrageenan-induced paw edema model under Heliangin administration.
