BritanninCAS# 33627-28-0 |
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 33627-28-0 | SDF | Download SDF |
| PubChem ID | 14466541 | Appearance | Powder |
| Formula | C19H26O7 | M.Wt | 366.41 |
| Type of Compound | Sesquiterpenoids | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | [(3aS,5R,5aS,6S,8S,8aS,9S,9aR)-9-acetyloxy-8-hydroxy-5,8a-dimethyl-1-methylidene-2-oxo-4,5,5a,6,7,8,9,9a-octahydro-3aH-azuleno[6,5-b]furan-6-yl] acetate | ||
| SMILES | CC1CC2C(C(C3(C1C(CC3O)OC(=O)C)C)OC(=O)C)C(=C)C(=O)O2 | ||
| Standard InChIKey | JXEGMONJOSAULB-IZZBGLMFSA-N | ||
| Standard InChI | InChI=1S/C19H26O7/c1-8-6-12-15(9(2)18(23)26-12)17(25-11(4)21)19(5)14(22)7-13(16(8)19)24-10(3)20/h8,12-17,22H,2,6-7H2,1,3-5H3/t8-,12+,13+,14+,15-,16-,17+,19-/m1/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. |
||
| 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. |
||
| 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 | Britannin has strong cytotoxicity to HepG-2, MCF-7, MDBK and A-549 cells (IC50: 2.2, 5.9, 5.4, and 3.5 microg/mL, respectively). Britannin inhibits growth of MCF-7 and MDA-MB-468 breast cancer cells through the activation of the mitochondrial apoptotic pathway and may potentially serve as an agent for breast cancer therapy. |
| Targets | ROS | Bcl-2/Bax | Caspase | p53 |
| In vitro | Britannin, a sesquiterpene lactone, inhibits proliferation and induces apoptosis through the mitochondrial signaling pathway in human breast cancer cells.[Pubmed: 25342596]Tumour Biol. 2015 Feb;36(2):1191-8.Induction of apoptosis in cancer cells can be a promising treatment method in cancer therapy. Naturally derived products had drawn growing attention as agent in cancer therapy. The main target of anticancer drugs may be distinct, but eventually, they lead to identical cell death pathway, which is apoptosis. Anti-proliferative activity and apoptotic potential of britannin, a sesquiterpene lactone from Inula aucheriana.[Pubmed: 22978209]Nat Prod Commun. 2012 Aug;7(8):979-80.Inula aucheriana n-hexane, CHCl3 and MeOH extracts were evaluated for their anti-proliferative activity against HepG-2, MCF-7, MDBK and A-549 cells. |
Britannin Dilution Calculator
Britannin Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 2.7292 mL | 13.6459 mL | 27.2918 mL | 54.5837 mL | 68.2296 mL |
| 5 mM | 0.5458 mL | 2.7292 mL | 5.4584 mL | 10.9167 mL | 13.6459 mL |
| 10 mM | 0.2729 mL | 1.3646 mL | 2.7292 mL | 5.4584 mL | 6.823 mL |
| 50 mM | 0.0546 mL | 0.2729 mL | 0.5458 mL | 1.0917 mL | 1.3646 mL |
| 100 mM | 0.0273 mL | 0.1365 mL | 0.2729 mL | 0.5458 mL | 0.6823 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. | |||||
Calcutta University
University of Minnesota
University of Maryland School of Medicine
University of Illinois at Chicago
The Ohio State University
University of Zurich
Harvard University
Colorado State University
Auburn University
Yale University
Worcester Polytechnic Institute
Washington State University
Stanford University
University of Leipzig
Universidade da Beira Interior
The Institute of Cancer Research
Heidelberg University
University of Amsterdam
University of Auckland
TsingHua University
The University of Michigan
Miami University
DRURY University
Jilin University
Fudan University
Wuhan University
Sun Yat-sen University
Universite de Paris
Deemed University
Auckland University
The University of Tokyo
Korea University
- Desoxyrhapontigenin
Catalog No.:BCN6479
CAS No.:33626-08-3
- Britannilactone
Catalog No.:BCN3509
CAS No.:33620-72-3
- Ispinesib (SB-715992)
Catalog No.:BCC2509
CAS No.:336113-53-2
- Myricanol
Catalog No.:BCN5258
CAS No.:33606-81-4
- Polpunonic acid
Catalog No.:BCN7136
CAS No.:33600-93-0
- (-)-Bilobalide
Catalog No.:BCN1279
CAS No.:33570-04-6
- Cyclo(Phe-Leu)
Catalog No.:BCN2418
CAS No.:3354-31-2
- Raddeanoside 20
Catalog No.:BCN2796
CAS No.:335354-79-5
- iMAC2
Catalog No.:BCC2396
CAS No.:335166-36-4
- Bax channel blocker
Catalog No.:BCC2392
CAS No.:335165-68-9
- 6'-Iodoresiniferatoxin
Catalog No.:BCC7114
CAS No.:335151-55-8
- Luteinizing Hormone Releasing Hormone (LHRH)
Catalog No.:BCC1049
CAS No.:33515-09-2
- 1-O-Acetylbritannilactone
Catalog No.:BCN7715
CAS No.:33627-41-7
- (S)-(+)-Ketamine hydrochloride
Catalog No.:BCC7930
CAS No.:33643-47-9
- H-Thr-Obzl.HCl
Catalog No.:BCC2674
CAS No.:33645-24-8
- Secnidazole
Catalog No.:BCC4971
CAS No.:3366-95-8
- Hypophyllanthin
Catalog No.:BCN5259
CAS No.:33676-00-5
- 19,20-(E)-Vallesamine
Catalog No.:BCN5260
CAS No.:3368-87-4
- Pachypodol
Catalog No.:BCN5261
CAS No.:33708-72-4
- (-)-Gallocatechin
Catalog No.:BCN5927
CAS No.:3371-27-5
- Voacamine
Catalog No.:BCN8433
CAS No.:3371-85-5
- 4,4'-Di-O-methylellagic acid
Catalog No.:BCN3709
CAS No.:3374-77-4
- Cannabivarin
Catalog No.:BCN7587
CAS No.:33745-21-0
- Abieta-8,11,13-triene-7,15,18-triol
Catalog No.:BCN5262
CAS No.:337527-10-3
Anti-proliferative activity and apoptotic potential of britannin, a sesquiterpene lactone from Inula aucheriana.[Pubmed:22978209]
Nat Prod Commun. 2012 Aug;7(8):979-80.
Inula aucheriana n-hexane, CHCl3 and MeOH extracts were evaluated for their anti-proliferative activity against HepG-2, MCF-7, MDBK and A-549 cells. The CHCl3 extract exhibited cytotoxic activity to the above cell lines with IC50 values of 13.5, 23.4, 10.5, and 26.9 microg/mL, respectively. The sesquiterpene lactone Britannin was isolated from the above extract. This was further evaluated in the MTT assay to demonstrate strong cytotoxicity to the mentioned cell lines (IC50: 2.2, 5.9, 5.4, and 3.5 microg/mL, respectively), and the apoptotic inducing properties of Britannin were evaluated on human breast adenocarcinoma (MCF-7) cells through the terminal deoxynucleotidyl transferase dUTP nick end labeling (TUNEL) assay.
Britannin, a sesquiterpene lactone, inhibits proliferation and induces apoptosis through the mitochondrial signaling pathway in human breast cancer cells.[Pubmed:25342596]
Tumour Biol. 2015 Feb;36(2):1191-8.
Induction of apoptosis in cancer cells can be a promising treatment method in cancer therapy. Naturally derived products had drawn growing attention as agent in cancer therapy. The main target of anticancer drugs may be distinct, but eventually, they lead to identical cell death pathway, which is apoptosis. Here, we indicated that Britannin, a sesquiterpene lactone isolated from Asteraceae family, has antiproliferative activity on the MCF-7 and MDA-MB-468 human breast cancer cells. Annexin V/propidium iodide (PI) staining, Hoechst 33258 staining, and caspase-3/9 activity assay confirmed that Britannin is able to induce apoptosis in MCF-7 and MDA-MB-468 cells. The Western blot analysis showed that the expression of Bcl-2 was noticeably decreased in response to Britannin treatment, while the expression of Bax protein was increased, which were positively correlated with elevated expression of p53. Moreover, Britannin also increased reactive oxygen species (ROS) generation which in turn triggered the loss of mitochondrial transmembrane potential (DeltaPsim) and the subsequent release of cytochrome c from mitochondria into cytosol. Taken together, these results suggest that Britannin inhibits growth of MCF-7 and MDA-MB-468 breast cancer cells through the activation of the mitochondrial apoptotic pathway and may potentially serve as an agent for breast cancer therapy.
