1-O-Acetyl britannilactoneCAS# 681457-46-5 |
- 1-O-Acetylbritannilactone
Catalog No.:BCN7715
CAS No.:33627-41-7
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
Cas No. | 681457-46-5 | SDF | Download SDF |
PubChem ID | 102004923 | Appearance | Cryst. |
Formula | C17H24O5 | M.Wt | 308.4 |
Type of Compound | Sesquiterpenoids | Storage | Desiccate at -20°C |
Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
Chemical Name | 4-[(3aS,4R,7aR)-4-hydroxy-6-methyl-3-methylidene-2-oxo-3a,4,7,7a-tetrahydro-1-benzofuran-5-yl]pentyl acetate | ||
SMILES | CC1=C(C(C2C(C1)OC(=O)C2=C)O)C(C)CCCOC(=O)C | ||
Standard InChIKey | QKUFZFLZBUSEHN-MCJOIMHTSA-N | ||
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-O-Acetyl britannilactone shows antifungal, and anti-cancer activities, it suppresses angiogenesis and lung cancer cell growth possibly via regulating the VEGFR-Src-FAK signaling. 1-O-Acetyl britannilactone may be one anti-inflammatory drug which inhibits the expression of COX-2 gene by blocking NF-κB activation and thus suppresses the inflammatory response to LPS in vascular smooth muscle cells. |
Targets | p65 | NF-kB | COX | IkB | VEGFR | Src | FAK | IKK |
In vitro | Separation and analysis of 1-O-acetylbritannilactone from Inula japonica and determination of antifungal activity[Reference: WebLink]Acta Phytophylacica Sinica, 2008 , 35 (6) :551-6.In order to clarify the main antifungal compound of Inula japonica,the chloroform extraction of crude extract from I.japonica flowers was separated and compound 1-O-Acetyl britannilactone (ABL) was obtained.
1-o-acetylbritannilactone Inhibits Inflammatory Response by Suppressing NF-κB Activation[Reference: WebLink]Chinese Journal of Cell Biology, 2007 , 29 (2) :267-71.Immunocytochemistry and Western blot analysis were adopted to measure the nuclear translo-cation of NF-κB p65 and the expression of IκB-α, cyclo-oxygenase-2 (COX-2).
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Kinase Assay | 1-o-acetylbritannilactone (ABL) inhibits angiogenesis and lung cancer cell growth through regulating VEGF-Src-FAK signaling.[Pubmed: 26102035]Biochem Biophys Res Commun. 2015 Aug 21;464(2):422-7.The search for safe, effective and affordable therapeutics against non-small cell lung cancer (NSCLC) and other lung cancers is important. |
Structure Identification | Se Pu. 2005 Nov;23(6):573-6.Preparation and determination of 1-O-acetylbritannilactone in Inula Britannica L.[Pubmed: 16498983]To prepare reference substance for quality control of Inula Britannica L., 1-O-Acetyl britannilactone was extracted and separated from chloroform extraction of Inula Britannica L.
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1-O-Acetyl britannilactone Dilution Calculator
1-O-Acetyl britannilactone Molarity Calculator
1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
1 mM | 3.2425 mL | 16.2127 mL | 32.4254 mL | 64.8508 mL | 81.0636 mL |
5 mM | 0.6485 mL | 3.2425 mL | 6.4851 mL | 12.9702 mL | 16.2127 mL |
10 mM | 0.3243 mL | 1.6213 mL | 3.2425 mL | 6.4851 mL | 8.1064 mL |
50 mM | 0.0649 mL | 0.3243 mL | 0.6485 mL | 1.297 mL | 1.6213 mL |
100 mM | 0.0324 mL | 0.1621 mL | 0.3243 mL | 0.6485 mL | 0.8106 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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[Preparation and determination of 1-O-acetylbritannilactone in Inula Britannica L].[Pubmed:16498983]
Se Pu. 2005 Nov;23(6):573-6.
To prepare reference substance for quality control of Inula Britannica L., 1-O-acetylbritannilactone was extracted and separated from chloroform extraction of Inula Britannica L. Chemical structure of the 1-O-acetylbritannilactone product was elucidated by ultraviolet spectrometry (UV), infrared spectroscopy (IR), nuclear magnetic resonance (NMR) and mass spectrometry (MS), and the results were in agreement with the reference. The purity of the 1-O-acetylbritannilactone product was 99.5%, which satisfies the need of reference substances of traditional Chinese medicines. A method of high performance liquid chromatography-evaporative light scattering detection (HPLC-ELSD) is described for the determination of 1-O-acetylbritannilactone in Inula Britannica L. The chromatographic conditions include Hypersil ODS-2 column, a mixture of methanol-water (52: 48, v/v) with the flow rate of 1.0 mL/min used as mobile phase. The temperature of drift tube of the ELSD was 90 degrees C. Flow rate of carrier gas was 2.5 L/min. Linear range of 1-O-acetylbritannilactone was 1.37 - 8.21 microLg (r = 0.999 8). The average recovery of 1-O-acetylbritannilactone was 100.2% with the relative standard deviation (RSD) of 1.3% (n = 6). The method is simple, accurate, time saving and reproducible.
1-o-acetylbritannilactone (ABL) inhibits angiogenesis and lung cancer cell growth through regulating VEGF-Src-FAK signaling.[Pubmed:26102035]
Biochem Biophys Res Commun. 2015 Aug 21;464(2):422-7.
The search for safe, effective and affordable therapeutics against non-small cell lung cancer (NSCLC) and other lung cancers is important. Here we explored the potential effect of 1-o-acetylbritannilactone (ABL), a novel extract from Inula britannica-F, on angiogenesis and lung cancer cell growth. We demonstrated that ABL dose-dependently inhibited vascular endothelial growth factor (VEGF)-induced proliferation, migration, and capillary structure formation of cultured human umbilical vascular endothelial cells (HUVECs). In vivo, ABL administration suppressed VEGF-induced new vasculature formation in Matrigel plugs. For the mechanism investigations, we found that ABL largely inhibited VEGF-mediated activation of Src kinase and focal adhesion kinase (FAK) in HUVECs. Furthermore, treatment of A549 NSCLC cells with ABL resulted in cell growth inhibition and Src-FAK in-activation. Significantly, administration of a single dose of ABL (12 mg/kg/day) remarkably suppressed growth of A549 xenografts in nude mice. In vivo microvessels formation and Src activation were also significantly inhibited in ABL-treated xenograft tumors. Taken together, our findings suggest that ABL suppresses angiogenesis and lung cancer cell growth possibly via regulating the VEGFR-Src-FAK signaling.