P0667
Parthenolide
≥98% (HPLC), NF-κB activation inhibitor, powder
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About This Item
Empirical Formula (Hill Notation):
C15H20O3
CAS Number:
Molecular Weight:
248.32
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Product Name
Parthenolide, ≥98% (HPLC)
Quality Level
assay
≥98% (HPLC)
form
powder
mp
115-116 °C (lit.)
storage temp.
2-8°C
SMILES string
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
InChI key
KTEXNACQROZXEV-ZRPLFPEYSA-N
Gene Information
human ... ELA2(1991), IKBKG(8517), NFKB1(4790), NKAP(79576), NKRF(55922)
Application
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
Biochem/physiol Actions
Anti-inflammatory agent that inhibits NF-κB activation.
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.
Other Notes
Sesquiterpene lactone found in feverfew (Tanacetum parthenium) and other plants.
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signalword
Warning
hcodes
pcodes
Hazard Classifications
Skin Sens. 1
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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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.
Eri Takai et al.
Fertility and sterility, 100(4), 1170-1178 (2013-07-24)
To evaluate the effects of parthenolide on human endometriotic cells and murine endometriotic lesions. Experimental study. University hospital and laboratory of animal science. Twenty women with ovarian endometrioma and 30 mice. Ectopic endometrial tissue from the endometrioma was collected. Human
P A Spagnuolo et al.
Leukemia, 27(6), 1236-1244 (2013-01-16)
Parthenolide is selectively toxic to leukemia cells; however, it also activates cell protective responses that may limit its clinical application. Therefore, we sought to identify agents that synergistically enhance parthenolide's cytotoxicity. Using a high-throughput combination drug screen, we identified the