Zerumbone
Product Code: AG-CN2-0004
Product Group: Natural Products and Extracts
Supplier: AdipoGen Life Sciences
| Code | Size | Price |
|---|
| AG-CN2-0004-M010 | 10 mg | £60.00 |
Quantity:
| AG-CN2-0004-M050 | 50 mg | £210.00 |
Quantity:
Prices exclude any Taxes / VAT
Overview
Regulatory Status: RUO
Shipping:
Ambient
Storage:
-20°C
Documents
Further Information
Alternate Names/Synonyms:
(2E,6E,10E)-2,6,9,9-Tetramethylcycloundeca-2,6,10-trien-1-one
Appearance:
Solid white crystals or powder.
CAS:
471-05-6
EClass:
32160000
Form (Short):
liquid
GHS Symbol:
GHS07
Hazards:
H315, H317, H319, H335
InChi:
InChI=1S/C15H22O/c1-12-6-5-7-13(2)14(16)9-11-15(3,4)10-8-12/h7-9,11H,5-6,10H2,1-4H3/b11-9+,12-8+,13-7+
InChiKey:
GIHNTRQPEMKFKO-SKTNYSRSSA-N
Long Description:
Chemical. CAS: 471-05-6. Formula: C15H22O. MW: 218.3. Isolated from the underground parts of Curcuma zerumbet. Chemopreventive probe. Apoptosis inducer. Potent anti-tumor compound. Anti-inflammatory activity by downregulating COX-2 and iNOS expression via modulation of NF-kappaB activation. Antinociceptive. Probe to study chemokine receptors functioning. Potential therapeutic agent for osteoporosis and cancer-associated bone loss. Anti diabetic nephropathy
MDL:
MFCD03700769
Molecular Formula:
C15H22O
Molecular Weight:
218.3
Other data:
Preparation of 1 mM stock solution: Dissolve 0.218 mg zerumbone in 1 ml solvent.
Package Type:
Vial
Precautions:
P261, P271, P280, P312
Product Description:
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-kappaB activation. Antinociceptive. Potential therapeutic agent for osteoporosis and cancer-associated bone loss. Stimulator of the ATPase activity of Hsp90.
Purity:
>98% (HPLC)
Signal word:
Warning
SMILES:
CC1=C/CC(C)(C)C=CC(=O)C(C)=CCC1
Solubility Chemicals:
Soluble in DMSO or 100% ethanol.
Source / Host:
Isolated from the underground parts of Curcuma zerumbet.
Transportation:
Non-hazardous
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.
References
Chemoprevention of azoxymethane-induced rat aberrant crypt foci by dietary zerumbone isolated from Zingiber zerumbet: T. Tanaka, et al.; Life Sci. 69, 1935 (2001) | 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) | 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) | 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) | 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) | Preliminary analysis of the antinociceptive activity of zerumbone: M. R. Sulaiman, et al.; Fitoterapia 80, 230 (2009) | 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) | 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) | Zerumbone induces apoptosis in T-acute lymphoblastic leukemia cells: S.I. Abdelwahab, et al.; Leuk. Res. 35, 268 (2010) | Small-molecule modulators of the Sonic Hedgehog signaling pathway: B.Z. Stanton & L.F. Peng; Mol. Biosyst. 6, 44 (2010) | Anti-inflammatory effect of zerumbone on acute and chronic inflammation models in mice: M. R. Sulaiman, et al.; Fitoterapia 81, 855 (2010) | 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) | 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) | 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) | Zerumbone reduces proliferation of HCT116 colon cancer cells by inhibition of TNF-alpha: S.P. Singh, et al.; Sci. Rep. 8, 4090 (2018) | 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) | 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)