Brevilin A

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For Research Use Only.

Size	Price	Stock	Quantity
5 mg	$299	In stock
50 mg	$839	In stock

Category

Sesquiterpene

Cat.No.

NP5612

CAS

16503-32-5

Product Name

Brevilin A

Structure

Product Details

Description

Brevilin A, also called 6-O-Angeloylplenolina, is a natural sesquiterpenoid found in the herbs of Centipeda minima, it exhibits the antigiardial activity (IC50 = 16.1 μM) and is similarly active in vitro against Entamoeba histolytica (IC50 between 4.5 and 9 μM) and against Plasmodium falciparum (IC50 = 9.42 μM).
Brevilin A inhibits janus kinase activity and exhibits both strong STAT3 signal inhibition and STAT3 signal dependent cell growth inhibition.

Synonyms

6-O-Angeloylplenolin

IUPAC Name

[(1S,3aR,5R,5aR,8aR,9S,9aR)-1,5,8a-trimethyl-2,8-dioxo-3a,4,5,5a,9,9a-hexahydro-1H-azuleno[6,5-b]furan-9-yl] (Z)-2-methylbut-2-enoate

Molecular Weight

346.4

Molecular Formula

C20H26O5

Canonical SMILES

CC=C(C)C(=O)OC1C2C(C(=O)OC2CC(C3C1(C(=O)C=C3)C)C)C

InChI

1S/C20H26O5/c1-6-10(2)18(22)25-17-16-12(4)19(23)24-14(16)9-11(3)13-7-8-15(21)20(13,17)5/h6-8,11-14,16-17H,9H2,1-5H3/b10-6-/t11-,12+,13+,14-,16-,17+,20+/m1/s1

InChIKey

KUPPZVXLWANEJJ-UXPPPGSFSA-N

Boiling Point

494.0±45.0 °C(Predicted)

Flash Point

216.0±28.8 °C

Purity

>91%

Density

1.17±0.1 g/cm3(Predicted)

Appearance

Powder

Application

anti-giardial

Storage

2-8°C

Enzyme Inhibitor

This naturally occurring sesquiterpenoid (FW = 346.40 g/mol; CAS 16503- 32-5) from the volatile oils of the plant Centipeda minima inhibits (IC50 = 10 μg/mL) STAT3 phosphorylation in the Jak/STAT signal transduction pathway of A549R cells. Brevilin A showed high specificity on Janus Kinase activity and following STAT3 signaling without directly affecting some other signals, including p65, AKT and GSK-3β phosphorylation, as well as Src kinase activity. Brevilin A is also an antibiotic with activity against Giardia (IC50 = 16 μM) and Entamoeba histolitica (IC50 = 4-9 μM).

Refractive Index

1.535

Uses

Brevilin A can be used using a selective extraction method to obtain natural substances, and can also be applied to prepare derivatives to use for anti-cancer activity.

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