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Merck
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P0667

Sigma-Aldrich

Parthenolide

≥98% (HPLC)

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About This Item

Fórmula empírica (notación de Hill):
C15H20O3
Número de CAS:
20554-84-1
Peso molecular:
248.32
Número MDL:
MFCD00134592
Código UNSPSC:
12352200
ID de la sustancia en PubChem:
24278621
NACRES:
NA.77

Análisis

≥98% (HPLC)

formulario

powder

mp

115-116 °C (lit.)

temp. de almacenamiento

2-8°C

cadena SMILES

C/C(CC[C@]12[H])=C/CC[C@]3(C)[C@H](O3)[C@]1(OC(C2=C)=O)[H]

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

Clave InChI

KTEXNACQROZXEV-ZRPLFPEYSA-N

Información sobre el gen

human ... ELA2(1991) , IKBKG(8517) , NFKB1(4790) , NKAP(79576) , NKRF(55922)

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Aplicación

Parthenolide has been used:
  • in the crystallization with vasohibin 1 (VASH1) to study tubulin detyrosination inhibition
  • as an inhibitor of nuclear factor κ-light-chain-enhancer of activated B cells (NF-κB) and signal transduction and activation of transcription (STAT) inhibitor to study its effects on the cytoadhesion of CD36-binding Plasmodium falciparum-infected erythrocytes (IECD36)
  • as a lipophilic agent to study its effects on the production of interleukin?13 and interferon?γ by peripheral blood-derived CD8+ T cells

Acciones bioquímicas o fisiológicas

Parthenolide is a sesquiterpene lactone present abundantly in the leaves and flowers of Tanacetum parthenium. It exhibits anti-cancer properties for the treatment of invasive cancers. Parthenolide exhibits therapeutic effects against inflammation and migraine. It plays a role in signal transduction and activation of transcription (STAT)-inhibition-mediated transcriptional repression of pro-apoptotic genes.
Anti-inflammatory agent that inhibits NF-κB activation.

Otras notas

Sesquiterpene lactone found in feverfew (Tanacetum parthenium) and other plants.

Pictogramas

Exclamation mark
GHS07

Palabra de señalización

Warning

Frases de peligro

H317

Consejos de prudencia

P280 - P302 + P352

Clasificaciones de peligro

Skin Sens. 1

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Maria Regina Orofino Kreuger et al.
Anti-cancer drugs, 23(9), 883-896 (2012-07-17)
Sesquiterpene lactones (SLs) constitute a large and diverse group of biologically active plant compounds that possess anti-inflammatory and antitumor activity. The subclass germacranolides is one of the major groups of SLs. It includes parthenolide, a highly cytotoxic SL that is
Wieslaw Kozak et al.
American journal of physiology. Regulatory, integrative and comparative physiology, 290(4), R871-R880 (2005-11-19)
Bacterial DNA containing unmethylated cytosine-phosphate-guanosine motif (CpG-DNA) has been identified as a pathogen-associated molecular pattern, which is recognized by Toll-like receptors and activates immune cells to produce cytokines. The aim of the study was to characterize the ability of CpG-DNA
Akram Ghantous et al.
Drug discovery today, 18(17-18), 894-905 (2013-05-22)
Parthenolide (PTL), a sesquiterpene lactone (SL) originally purified from the shoots of feverfew (Tanacetum parthenium), has shown potent anticancer and anti-inflammatory activities. It is currently being tested in cancer clinical trials. Structure-activity relationship (SAR) studies of parthenolide revealed key chemical
Veera Reddy Konda et al.
Journal of inflammation (London, England), 6, 26-26 (2009-08-29)
Rho iso-alpha acids (RIAA) from hops have been shown to have anti-inflammatory properties. To understand the mechanisms, we evaluated the effect of RIAA in cell signaling pathways and inflammatory markers using various in vitro models. We also investigated their therapeutic
Shanshan Pei et al.
The Journal of biological chemistry, 288(47), 33542-33558 (2013-10-04)
The development of strategies to eradicate primary human acute myelogenous leukemia (AML) cells is a major challenge to the leukemia research field. In particular, primitive leukemia cells, often termed leukemia stem cells, are typically refractory to many forms of therapy.
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