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Chemical Structure
Chemical Structure
Chemical Structure

Parthenolide [20554-84-1]

Research Use Only
AG-CN2-0455
AdipoGen Life Sciences
CAS Number20554-84-1
Product group Chemicals
Estimated Purity>98%
Molecular Weight248.3
Price on request
Packing Size
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Overview

  • Supplier
    AdipoGen Life Sciences
  • Product Name
    Parthenolide [20554-84-1]
  • Delivery Days Customer
    10
  • CAS Number
    20554-84-1
  • Certification
    Research Use Only
  • Estimated Purity
    >98%
  • Hazard Information
    Non-hazardous,Warning
  • Molecular Formula
    C15H20O3
  • Molecular Weight
    248.3
  • Scientific Description
    Anticancer and antiangiogenic compound. Induces apoptosis, cell cycle arrest and autophagy in various cancer cell lines. At low concentrations acts as antioxidant reducing oxidative stress generated through the TCR signaling pathway. At high concentration induces O2- and causes oxidative-stress-mediated apoptosis. Potent anti-inflammatory and anti-atherosclerotic agent. NF-kappaB inhibitor by directly targeting IkappaB kinase. Inhibits STAT-mediated anti-apoptotic gene transcription. NLRP3 inflammasome inhibitor. Inhibits ATPase activity of NLRP3 and protease activity of caspase 1. Directly binds the pattern recognition receptor NOD2. Specifically inhibits HDAC1 without affecting other class I/II HDACs. DNA methyltransferase 1 (DNMT1) inhibitor. Induces ubiquitination of MDM2 resulting in the activation of p53 and other MDM2-regulated tumor suppressor proteins. VEGF inhibitor. Reduces the expression of VEGF and its receptors VEGRF1 and 2. Inhibits tubulin carboxypeptidase (TCP) activity. Microtubule-interfering compound, inhibiting cell migration and tubule formation. Anti-leishmanial and anti-trypanosomal agent. Partial TRPA1 agonist. - Chemical. CAS: 20554-84-1. Formula: C15H20O3. MW: 248.3. Isolated from Magnolia grandiflora. Anticancer and antiangiogenic compound. Induces apoptosis, cell cycle arrest and autophagy in various cancer cell lines. At low concentrations acts as antioxidant reducing oxidative stress generated through the TCR signaling pathway. At high concentration induces O2- and causes oxidative-stress-mediated apoptosis. Potent anti-inflammatory and anti-atherosclerotic agent. NF-kappaB inhibitor by directly targeting IkappaB kinase. Inhibits STAT-mediated anti-apoptotic gene transcription. NLRP3 inflammasome inhibitor. Inhibits ATPase activity of NLRP3 and protease activity of caspase 1. Directly binds the pattern recognition receptor NOD2. Specifically inhibits HDAC1 without affecting other class I/II HDACs. DNA methyltransferase 1 (DNMT1) inhibitor. Induces ubiquitination of MDM2 resulting in the activation of p53 and other MDM2-regulated tumor suppressor proteins. VEGF inhibitor. Reduces the expression of VEGF and its receptors VEGRF1 and 2. Inhibits tubulin carboxypeptidase (TCP) activity. Microtubule-interfering compound, inhibiting cell migration and tubule formation. Anti-leishmanial and anti-trypanosomal agent. Partial TRPA1 agonist.
  • SMILES
    C\C1=C/CC[C@@]2(C)O[C@@H]2[C@H]2OC(=O)C(=C)[C@@H]2CC1
  • Storage Instruction
    2°C to 8°C,RT
  • UNSPSC
    12352200

References

  • Tumor inhibitory agent from Magnolia grandiflora (Magnoliaceae). I. Parthenolide: R.M. Wiedhopf, et al.; J. Pharm. Sci. 62, 345 (1973)
  • The anti-inflammatory natural product parthenolide from the medicinal herb Feverfew directly binds to and inhibits IkappaB kinase: B.H. Kwok, et al.; Chem. Biol. 8, 759 (2001)
  • Cell cycle effects and caspase-dependent and independent death of HL-60 and Jurkat cells treated with the inhibitor of NF-kappaB parthenolide: P. Pozarowski, et al.; Cell Cycle 2, 377 (2003)
  • Antileishmanial activity of parthenolide, a sesquiterpene lactone isolated from Tanacetum parthenium: T.S. Tiuman, et al.; Antimicrob. Agents Chemother. 49, 176 (2005)
  • Dual role of the anti-inflammatory sesquiterpene lactone: regulation of life and death by parthenolide: M. Li-Weber, et al.; Cell Death Differ. 12, 408 (2005)
  • Parthenolide inhibits tubulin carboxypeptidase activity: X. Fonrose, et al.; Cancer Res. 67, 3371 (2007)
  • Parthenolide specifically depletes histone deacetylase 1 protein and induces cell death through ataxia telangiectasia mutated: Y.N. Gopal, et al.; Chem. Biol. 14, 813 (2007)
  • Trypanosoma cruzi: antiprotozoal activity of parthenolide obtained from Tanacetum parthenium (L.) Schultz Bip. (Asteraceae, Compositae) against epimastigote and amastigote forms: E. Izumi, et al.; Exp. Parasitol. 118, 324 (2008)
  • Modulation of DNA methylation by a sesquiterpene lactone parthenolide: Z. Liu, et al.; J. Pharmacol. Exp. Ther. 329, 505 (2009)
  • Parthenolide promotes the ubiquitination of MDM2 and activates p53 cellular functions: Y.N. Gopal, et al.; Mol. Cancer Ther. 8, 552 (2009)