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512732

Sigma-Aldrich

Parthenolide, Tanacetum parthenium

A cell-permeable sesquiterpene lactone with anti-inflammatory, antisecretory, and spasmolytic properties.

Synonym(s):

Parthenolide, Tanacetum parthenium

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About This Item

Empirical Formula (Hill Notation):
C15H20O3
CAS Number:
20554-84-1
Molecular Weight:
248.32
MDL number:
MFCD00134592
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

Assay

≥97% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

white

solubility

DMSO: 100 mg/mL
ethanol: 20 mg/mL

shipped in

ambient

storage temp.

−20°C

InChI

1S/C15H20O3/c1-9-5-4-8-15(3)13(18-15)12-11(7-6-9)10(2)14(16)17-12/h5,11-13H,2,4,6-8H2,1,3H3/b9-5-/t11-,12-,13-,15+/m0/s1

InChI key

KTEXNACQROZXEV-QLIGOWBFSA-N

General description

A cell-permeable sesquiterpene lactone with anti-inflammatory, antisecretory, and spasmolytic properties. Inhibits the expression of COX-2 and proinflammatory cytokines (TNF-α and IL-1) in LPS-stimulated macrophages. Also inhibits NF-κB and activation of MAP kinase.
A sesquiterpene lactone with anti-inflammatory, antisecretory, and spasmolytic properties. Inhibits the expression of COX-2 and proinflammatory cytokines (TNF-α and IL-1) in LPS-stimulated macrophages. Also inhibits NF-κB and activation of MAP kinase.

Biochem/physiol Actions

Cell permeable: yes
Primary Target
the expression of COX-2 and proinflammatory cytokines (TNF-α and IL-1) in LPS-stimulated macrophages
Product does not compete with ATP.
Reversible: no

Warning

Toxicity: Harmful & Carcinogenic / Teratogenic (E)

Other Notes

Wong, H.R., et al. 1999. Biochem. Biophys. Res. Comm.262, 375.
Bork, P.M., et al. 1997. FEBS Lett. 402, 85.
Hwang, D., et al. 1996. Biochem. Biophys. Res. Commun. 226, 810.
Barsby, R.W., et al. 1992. J. Pharm. Pharmacol. 44, 737.
Sumner, H., et al. 1992. Biochem. Pharmacol. 43, 2313.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H317

Hazard Classifications

Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Chlamydia trachomatis, an obligate intracellular bacterial species, is known to inhibit host cell apoptosis. However, the chlamydial antiapoptotic mechanism is still not clear. Because NF-kappaB activation is antiapoptotic, we tested the potential role of NF-kappaB activation in chlamydial antiapoptotic activity
M Marquina et al.
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