A natural inhibitor of NOD2 and NF-κB signaling
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Isomer(s)
25402Micheliolide
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Parthenolide

Item No. 70080

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2,3,6,7,7aS,8,10aS,10bR-octahydro-1aR,5-dimethyl-8-methylene-(4E)-oxireno[9,10]cyclodeca[1,2-b]furan-9(1aH)-one
CAS Number
20554-84-1
Molecular Formula
C15H20O3
Formula Weight
248.3
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMF:PBS(pH 7.2)(1:1): 0.5 mg/mlDMSO: 20 mg/mlEthanol: 30 mg/ml
SMILES
O=C(C1=C)O[C@@]2([H])[C@@]1([H])CC/C(C)=C\CC[C@]3(C)[C@@H]2O3
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    25 mg

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    100 mg

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    Product Description

    Parthenolide is a sesquiterpene lactone from the plant feverfew (T. parthenium). It inhibits the growth of the promastigote form of L. amazonensis (IC50 = 3.6 μg/ml).1 Parthenolide also induces apoptosis in cancer cells, at least in part by inhibiting NF-κB- and STAT-mediated anti-apoptotic gene transcription.2,3 This compound has also been shown to block inflammation by inhibiting signaling through NF-κB.4 Inhibition of NF-κB by parthenolide can be achieved by direct binding of the pattern recognition receptor NOD2 by parthenolide.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Tiuman, T.S., Ueda-Nakamura, T., Cortez, D.A.G., et al. Antileishmanial activity of parthenolide, a sesquiterpene lactone isolated from Tanacetum parthenium. Antimicrob. Agents Chemother. 49(1), 176-182 (2005).

    2. Guzman, M.L., Rossi, R.M., Karnischky, L., et al. The sesquiterpene lactone parthenolide induces apoptosis of human acute myelogenous leukemia stem and progenitor cells. Blood 105, 4163-4169 (2005).

    3. Pajak, B., Orzechowski, A., and Gajkowska, B. Molecular basis of parthenolide-dependent proapoptotic activity in cancer cells. Folia Histochem. Cytobiol. 46(2), 129-135 (2008).

    4. Lopez-Franco, O., Hernandez-Vargas, P., Ortiz-Munoz, G., et al. Parthenolide modulates the NF-κB-mediated inflammatory responses in experimental atherosclerosis. Arterioscler. Thromb. Vasc. Biol. 26, 1864-1870 (2006).

    5. Zhao, L., Lee, J.Y., and Hwang, D.H. Inhibition of pattern recognition receptor-mediated inflammation by bioactive phytochemicals. Nutr. Rev. 69(6), 310-320 (2011).