512732

Parthenolide, Tanacetum parthenium

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

• Synonym(s): Parthenolide, Tanacetum parthenium
• Empirical Formula (Hill Notation): C₁₅H₂₀O₃
• CAS Number: 20554-84-1
• Molecular Weight: 248.32
• UNSPSC Code: 12352200
• NACRES: NA.77
• MDL number: MFCD00134592
• Assay: ≥97% (HPLC)
• Form: solid
• Storage condition: OK to freeze, protect from light

Properties

• Quality Segment: 100
• description: RTECS - LY4220000
• 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
• SMILES string: O1[C@H]2[C@H]3OC(=O)C(=C)[C@@H]3CC\C(=C/CC[C@]21C)\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

Description

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

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

Disclaimer

Toxicity: Harmful & Carcinogenic / Teratogenic (E)

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H317
• pcodes: P261 - P272 - P280 - P302 + P352 - P333 + P313 - P362 + P364
• Hazard Classifications: Skin Sens. 1
• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable