P0667

Parthenolide

≥98% (HPLC)

• Empirical Formula (Hill Notation): C₁₅H₂₀O₃
• CAS Number: 20554-84-1
• Molecular Weight: 248.32
• MDL number: MFCD00134592
• UNSPSC Code: 12352200
• PubChem Substance ID: 24278621
• NACRES: NA.77

Properties

• 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)

Description

Application

Parthenolide has been used:

• in the crystallization with vasohibin 1 (VASH1) to study tubulin detyrosination inhibition[1]
• 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)[2]
• as a lipophilic agent to study its effects on the production of interleukin?13 and interferon?γ by peripheral blood-derived CD8⁺ T cells[3]

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.[4] It exhibits anti-cancer properties for the treatment of invasive cancers.[5] Parthenolide exhibits therapeutic effects against inflammation and migraine.[5] It plays a role in signal transduction and activation of transcription (STAT)-inhibition-mediated transcriptional repression of pro-apoptotic genes.[6]

Other Notes

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

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H317
• Precautionary Statements: P280 - P302 + P352
• Hazard Classifications: Skin Sens. 1
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves