Effusanin E

CAS# 76470-15-0

Effusanin E

Catalog No. BCN3234----Order now to get a substantial discount!

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Effusanin E: 5mg $851 In Stock
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Chemical structure

Effusanin E

3D structure

Chemical Properties of Effusanin E

Cas No. 76470-15-0 SDF Download SDF
PubChem ID 24721137 Appearance Cryst.
Formula C20H28O6 M.Wt 364.4
Type of Compound Diterpenoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (1S,2S,3R,5S,8S,9S,10S,11R,15S)-3,9,10,15-tetrahydroxy-12,12-dimethyl-6-methylidene-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-7-one
SMILES CC1(CCC(C23C1C(C(C45C2C(CC(C4)C(=C)C5=O)O)(OC3)O)O)O)C
Standard InChIKey HLVWYILWVYNUAJ-LBQBBFOZSA-N
Standard InChI InChI=1S/C20H28O6/c1-9-10-6-11(21)13-18-8-26-20(25,19(13,7-10)15(9)23)16(24)14(18)17(2,3)5-4-12(18)22/h10-14,16,21-22,24-25H,1,4-8H2,2-3H3/t10-,11-,12+,13+,14-,16+,18+,19+,20-/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.

Source of Effusanin E

The herbs of Rabdosia nervosa

Biological Activity of Effusanin E

Description1. Effusanin E shows antibacterial activity. 2. Effusanin E significantly inhibits cell proliferation and induces apoptosis in NPC cells by suppressing p50/p65 proteins to down-regulate COX-2 expression .
TargetsNF-kB | COX | PARP | Caspase | p65 | Antifection

Effusanin E Dilution Calculator

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Effusanin E Molarity Calculator

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Preparing Stock Solutions of Effusanin E

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.7442 mL 13.7212 mL 27.4424 mL 54.8847 mL 68.6059 mL
5 mM 0.5488 mL 2.7442 mL 5.4885 mL 10.9769 mL 13.7212 mL
10 mM 0.2744 mL 1.3721 mL 2.7442 mL 5.4885 mL 6.8606 mL
50 mM 0.0549 mL 0.2744 mL 0.5488 mL 1.0977 mL 1.3721 mL
100 mM 0.0274 mL 0.1372 mL 0.2744 mL 0.5488 mL 0.6861 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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References on Effusanin E

Antibacterial activity-guided purification and identification of a novel C-20 oxygenated ent-kaurane from Rabdosia serra (MAXIM.) HARA.[Pubmed:23561188]

Food Chem. 2013 Aug 15;139(1-4):902-9.

The objective of this work was to conduct an activity-guided isolation of antibacterial compounds from Rabdosia serra. The ethanol extracts of R. serra leaf and stem were partitioned sequentially into petroleum ether, ethyl acetate, butanol and water fractions, respectively. The ethanol extract of leaf evidenced broad-spectrum antibacterial activity against gram-positive bacterial, including Bacillus subtilis, Bacillus cereus, Staphylococcus aureus, and Listeria monocytogenes. The ethyl acetate fractions of leaf and stem exhibited strong inhibition against gram-positive bacteria, and were then purified further. On the basis of antibacterial assay-guided purification, three phenolic compounds (rosmarinic acid, methyl rosmarinate and pedalitin) and four C-20 oxygenated ent-kauranes (Effusanin E, lasiodin, rabdosichuanin D and a new compound namely effusanin F) were obtained, whose contents were determined by HPLC analysis. The broth microdilution method confirmed the important inhibition potential of C-20 oxygenated ent-kauranes with low minimum inhibitory concentration (MIC) values. Effusanin E, lasiodin and effusanin F could be useful for the development of new antibacterial agents.

Effusanin E suppresses nasopharyngeal carcinoma cell growth by inhibiting NF-kappaB and COX-2 signaling.[Pubmed:25333664]

PLoS One. 2014 Oct 21;9(10):e109951.

Rabdosia serra is well known for its antibacterial, anti-inflammatory and antitumor activities, but no information has been available for the active compounds derived from this plant in inhibiting human nasopharyngeal carcinoma (NPC) cell growth. In this study, we isolated and purified a natural diterpenoid from Rabdosia serra and identified its chemical structure as Effusanin E and elucidated its underlying mechanism of action in inhibiting NPC cell growth. Effusanin E significantly inhibited cell proliferation and induced apoptosis in NPC cells. Effusanin E also induced the cleavage of PARP, caspase-3 and -9 proteins and inhibited the nuclear translocation of p65 NF-kappaB proteins. Moreover, Effusanin E abrogated the binding of NF-kappaB to the COX-2 promoter, thereby inhibiting the expression and promoter activity of COX-2. Pretreatment with a COX-2 or NF-kappaB-selective inhibitor (celecoxib or ammonium pyrrolidinedithiocarbamate) had an additive effect on the Effusanin E-mediated inhibition of proliferation, while pretreatment with an activator of NF-kappaB/COX-2 (lipopolysaccharides) abrogated the Effusanin E-mediated inhibition of proliferation. Effusanin E also significantly suppressed tumor growth in a xenograft mouse model without obvious toxicity, furthermore, the expression of p50 NF-kappaB and COX-2 were down-regulated in the tumors of nude mice. These data suggest that Effusanin E suppresses p50/p65 proteins to down-regulate COX-2 expression, thereby inhibiting NPC cell growth. Our findings provide new insights into exploring Effusanin E as a potential therapeutic compound for the treatment of human nasopharyngeal carcinoma.

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