Zerumbone

CHF 65.00
In stock
AG-CN2-0004-M01010 mgCHF 65.00
AG-CN2-0004-M05050 mgCHF 260.00
More Information
Product Details
Synonyms (2E,6E,10E)-2,6,9,9-Tetramethylcycloundeca-2,6,10-trien-1-one
Product Type Chemical
Properties
Formula

C15H22O

MW 218.3
CAS 471-05-6
Source/Host Chemicals Isolated from the underground parts of Curcuma zerumbet.
Purity Chemicals ≥98% (HPLC)
Appearance Solid white crystals or powder.
Solubility Soluble in DMSO or 100% ethanol.
Identity Determined by 1H-NMR.
Other Product Data

Preparation of 1 mM stock solution: Dissolve 0.218 mg zerumbone in 1 ml solvent.

InChi Key GIHNTRQPEMKFKO-SKTNYSRSSA-N
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Use/Stability Stable for at least 2 years after receipt when stored at -20°C.
Documents
MSDS Download PDF
Product Specification Sheet
Datasheet Download PDF
  • Chemopreventive probe.
  • Apoptosis inducer.
  • Potent anti-tumor compound.
  • Sonic hedgehog signaling pathway inhibitor.
  • Anti-inflammatory activity by downregulating COX-2 and iNOS expression via modulation of NF-κB activation.
  • Antinociceptive.
  • Potential therapeutic agent for osteoporosis and cancer-associated bone loss.
  • Stimulator of the ATPase activity of Hsp90.
Product References
  1. Chemoprevention of azoxymethane-induced rat aberrant crypt foci by dietary zerumbone isolated from Zingiber zerumbet: T. Tanaka, et al.; Life Sci. 69, 1935 (2001)
  2. Zerumbone, an anti-inflammatory phytochemical, induces expression of proinflammatory cytokine genes in human colon adenocarcinoma cell lines: A. Murakami, et al.; Biofactors 21, 95 (2004)
  3. Antitumor effects of zerumbone from Zingiber zerumbet in P-388D1 cells in vitro and in vivo: G.C. Huang, et al.; Planta Med. 71, 219 (2005)
  4. Zerumbone abolishes NF-kappaB and IkappaBalpha kinase activation leading to suppression of antiapoptotic and metastatic gene expression, upregulation of apoptosis, and downregulation of invasion: Y. Takada, et al.; Oncogene 24, 6957 (2005)
  5. Zerumbone down-regulates chemokine receptor CXCR4 expression leading to inhibition of CXCL12-induced invasion of breast and pancreatic tumor cells: B. Sung, et al.; Cancer Res. 68, 8938 (2008)
  6. Preliminary analysis of the antinociceptive activity of zerumbone: M. R. Sulaiman, et al.; Fitoterapia 80, 230 (2009)
  7. Zerumbone abolishes RANKL-induced NF-kappaB activation, inhibits osteoclastogenesis, and suppresses human breast cancer-induced bone loss in athymic nude mice: B. Sung, et al.; Cancer Res. 69, 1477 (2009)
  8. Zerumbone enhances TRAIL-induced apoptosis through the induction of death receptors in human colon cancer cells: Evidence for an essential role of reactive oxygen species. S. Yodkeeree, et al.; Cancer Res. 69, 6581 (2009) 
  9. Zerumbone induces apoptosis in T-acute lymphoblastic leukemia cells: S.I. Abdelwahab, et al.; Leuk. Res. 35, 268 (2010)
  10. Small-molecule modulators of the Sonic Hedgehog signaling pathway: B.Z. Stanton & L.F. Peng; Mol. Biosyst. 6, 44 (2010)
  11. Anti-inflammatory effect of zerumbone on acute and chronic inflammation models in mice: M. R. Sulaiman, et al.; Fitoterapia 81, 855 (2010)
  12. Zerumbone, a tropical ginger sesquiterpene, ameliorates streptozotocin-induced diabetic nephropathy in rats by reducing the hyperglycemia-induced inflammatory response: T.F. Tzeng, et al.; Nutr. Metab. 10, 64 (2013)
  13. A Review of the Biomedical Applications of Zerumbone and the Techniques for Its Extraction from Ginger Rhizomes: K. Kalantari, et al.; Molecules 22, 1645 (2017) (Review)
  14. Stimulation of the ATPase activity of Hsp90 by zerumbone modification of its cysteine residues destabilizes its clients and causes cytotoxicity: H. Nakamoto, et al.; Biochem. J. 475, 2559 (2018)
  15. Zerumbone reduces proliferation of HCT116 colon cancer cells by inhibition of TNF-alpha: S.P. Singh, et al.; Sci. Rep. 8, 4090 (2018)
  16. Zerumbone suppresses the potential of growth and metastasis in hepatoma HepG2 cells via the MAPK signaling pathway: T. Lv, et al.; Oncol. Lett. 15, 7603 (2018)
  17. Zerumbone, a Cyclic Sesquiterpene from Zingiber zerumbet Induces Apoptosis, Cell Cycle Arrest, and Antimigratory Effects in SW480 Colorectal Cancer Cells: T. Sithara, et al.; J. Agric. Food Chem. 66, 602 (2018)
© 2017 Adipogen Life Sciences. Pictures: © 2012 Martin Oeggerli. All Rights Reserved.