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ProductsBack/Cucurbitacin B [6199-67-3]
Chemical Structure
Chemical Structure
Chemical Structure

Cucurbitacin B [6199-67-3]

Research Use Only
AG-CN2-0472
AdipoGen Life Sciences
CAS Number6199-67-3
DownloadMSDS
Product group Chemicals
Estimated Purity>98%
Molecular Weight558.7
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Overview

  • Supplier
    AdipoGen Life Sciences
  • Product Name
    Cucurbitacin B [6199-67-3]
  • Delivery Days Customer
    10
  • ADR Class
    6.1
  • CAS Number
    6199-67-3
  • Certification
    Research Use Only
  • Estimated Purity
    >98%
  • Hazard Information
    Danger,Excepted quantity
  • Molecular Formula
    C32H46O8
  • Molecular Weight
    558.7
  • Scientific Description
    Chemical. CAS: 6199-67-3. Formula: C32H46O8. MW: 558.7. Isolated from Cucumis melo L. Microtubule polymerization inhibitor. Disrupts F-actin and induces nucleophosmin/B23 translocation. Immunomodulator with antimicrobial, anti-inflammatory and antitumorigenic properties. Induces apoptosis, autophagy and cell cycle arrest at G2/M phase in a range of cancer cell lines. Shown to inhibit STAT 3 phosphorylation and expression levels and blocks JAK2 activity, as well as the transcriptional activity of HIF1alpha and NF-kappaB. Antioxidant. Serves as an ecdysteroid receptor antagonist in Drosophila. - Microtubule polymerization inhibitor. Disrupts F-actin and induces nucleophosmin/B23 translocation. Immunomodulator with antimicrobial, anti-inflammatory and antitumorigenic properties. Induces apoptosis, autophagy and cell cycle arrest at G2/M phase in a range of cancer cell lines. Shown to inhibit STAT 3 phosphorylation and expression levels and blocks JAK2 activity, as well as the transcriptional activity of HIF1alpha and NF-kappaB. Antioxidant. Serves as an ecdysteroid receptor antagonist in Drosophila.
  • SMILES
    [H][C@@]1([C@H](O)C[C@@]2(C)[C@]3([H])CC=C4[C@@]([H])(C[C@H](O)C(=O)C4(C)C)[C@]3(C)C(=O)C[C@]12C)[C@@](C)(O)C(=O)\C=C\C(C)(C)OC(C)=O
  • Storage Instruction
    -20°C,2°C to 8°C
  • UN Number
    UN 2811
  • UNSPSC
    12352200

References

  • Cucurbitacins are insect steroid hormone antagonists acting at the ecdysteroid receptor: L. Dinan, et al.; Biochem. J. 327, 643 (1997)
  • Cucurbitacin glucosides: antioxidant and free-radical scavenging activities: T. Tannin-Spitz, et al.; BBRC 364, 181 (2007)
  • Cucurbitacin B induces differentiation, cell cycle arrest, and actin cytoskeletal alterations in myeloid leukemia cells: T. Haritunians, et al.; Leuk. Res. 32, 1366 (2008)
  • Cucurbitacin B markedly inhibits growth and rapidly affects the cytoskeleton in glioblastoma multiforme: D. Yin, et al.; Int. J. Cancer 123, 1364 (2008)
  • Cucurbitacin B has a potent antiproliferative effect on breast cancer cells in vitro and in vivo: N. Wakimoto, et al.; Cancer Sci. 99, 1793 (2008)
  • Cucurbitacin B inhibits STAT3 and the Raf/MEK/ERK pathway in leukemia cell line K562: K.T. Chan, et al.; Cancer Lett. 289, 46 (2010)
  • Cucurbitacin B induces rapid depletion of the G-actin pool through reactive oxygen species-dependent actin aggregation in melanoma cells: Y. Zhang, et al.; Acta Biochim. Biophys. Sin. (Shanghai) 43, 556 (2011)
  • Inhibition of Wnt signaling by cucurbitacin B in breast cancer cells: reduction of Wnt-associated proteins and reduced translocation of galectin-3-mediated beta-catenin to the nucleus: S. Dakeng, et al.; J. Cell Biochem. 113, 49 (2012)
  • Cucurbitacin induces autophagy through mitochondrial ROS production which counteracts to limit caspase-dependent apoptosis: T. Zhang, et al.; Autophagy 8, 559 (2012)
  • Cucurbitacin B inhibits human breast cancer cell proliferation through disruption of microtubule polymerization and nucleophosmin/B23 translocation: S. Duangmano, et al.; BMC Complement. Altern. Med. 12, 185 (2012)