zerumbone
- CAS No.
- 471-05-6
- Chemical Name:
- zerumbone
- Synonyms
- zerumbone;ZeruMbone (6CI,7CI);Zingiber zerumbe extract;GIHNTRQPEMKFKO-SKTNYSRSSA-N;(2E,6E,10E)-2,6,9,9-Tetramethylcycloundeca-2,6,10-trienone;(2E,6E,10E)-2,6,9,9-tetramethylcycloundeca-2,6,10-trien-1-one;(2E,6E,10E)-2,6,9,9-Tetramethyl-2,6,10-cycloundecatrien-1-one;2,6,10-Cycloundecatrien-1-one, 2,6,9,9-tetramethyl-, (2E,6E,10E)-
- CBNumber:
- CB41346756
- Molecular Formula:
- C15H22O
- Molecular Weight:
- 218.33
- MDL Number:
- MFCD03700769
- MOL File:
- 471-05-6.mol
- MSDS File:
- SDS
Melting point | 67-69℃ |
---|---|
Boiling point | 321.6±42.0 °C(Predicted) |
Density | 0.887±0.06 g/cm3(Predicted) |
storage temp. | 2-8°C |
solubility | DMSO: ≥10mg/mL |
form | powder |
color | white to off-white |
Stability | Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 1 month. |
LogP | 4.168 (est) |
SAFETY
Risk and Safety Statements
Symbol(GHS) | GHS07,GHS09 |
---|---|
Signal word | Warning |
Hazard statements | H317-H400 |
Precautionary statements | P273-P280-P302+P352 |
Hazard Codes | Xi,N |
Risk Statements | 43-50 |
Safety Statements | 36/37-60-61 |
RIDADR | UN 3077 9 / PGIII |
WGK Germany | 3 |
zerumbone price More Price(23)
Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
---|---|---|---|---|---|---|---|
Sigma-Aldrich | Z3902 | Zerumbone ≥98% (HPLC) | 471-05-6 | 10mg | $84.1 | 2024-03-01 | Buy |
Sigma-Aldrich | Z3902 | Zerumbone ≥98% (HPLC) | 471-05-6 | 50mg | $171 | 2024-03-01 | Buy |
Cayman Chemical | 15400 | Zerumbone ≥99% | 471-05-6 | 5mg | $38 | 2024-03-01 | Buy |
Cayman Chemical | 15400 | Zerumbone ≥99% | 471-05-6 | 10mg | $61 | 2024-03-01 | Buy |
Cayman Chemical | 15400 | Zerumbone ≥99% | 471-05-6 | 50mg | $234 | 2024-03-01 | Buy |
zerumbone Chemical Properties,Uses,Production
Description
Zerumbone (471-05-6) is a natural sesquiterpene ketone isolated from Zingiber sp. Potentiates TRAIL-induced apoptosis via upregulation of death receptor DR4 and DR5 expression. Zerumbone induces apoptosis in T-acute lymphoblastic leukemia cells but has no cytotoxic effect on normal cells. Cell permeable.
Uses
Zerumbone has been used:
- for liquid chromatography with mass spectrometry (LC-MS-MS)
- to investigate its potential application in the prevention
- treatment of esophageal squamous cell carcinomas (ESCC)
Definition
ChEBI: A sesquiterpenoid and cyclic ketone that is (1E,4E,8E)-alpha-humulene which is substituted by an oxo group at the carbon atom attached to two double bonds. It is obtained by steam distillati n from a type of edible ginger, Zingiber zerumbet Smith, grown particularly in southeast Asia.
General Description
This substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG
Biochem/physiol Actions
Zerumbone is a TRAIL-induced apoptosis potentiator. It potentiates TRAIL-induced apoptosis through the up-regulation of DR4 and DR5 expression and the down-regulation of cFLIP. Zerumbone has very little or no cytotoxic effect on the normal human endothelial cells and dermal fibroblasts. Zerumbone is a sesquiterpene isolated from in Zingiber zerumbet Smith (wild ginger).
Anticancer Research
Zerumbone is isolated from the rhizomes of the wild ginger Zingiber zerumbet. It isfound to suppress the proliferation of breast cancer and colon cancer cells and alsoto prevent initiation and promotion of skin cancer in mice. It also suppresses theNF-κB activation and its sequential suppression of IκBα kinase activity, IκBαphosphorylation, IκBα degradation, p65 phosphorylation, nuclear translocation,and acylation. It downregulates the NF-κB-regulated gene products like FLIP, cyclinD1, TRAF1, COX2, Bfl-1/A1, MMP-9, Bcl-xL, ICAM-1, Bcl-2, c-myc, XIAP,survivin, IAP1, and IAP2, and thus, it potentiates apoptosis (Murakami et al. 2002;Sakinah et al. 2007).
References
1) Leu et al. (2009), A small molecule inhibitor of inducible heat shock protein 70; Mol. Cell, 36 15 2) Abdelwahab et al. (2011), Zerumbone induces apoptosis in T-acute lymphoblastic leukemia cells; Leuk. Res., 35 268
zerumbone Preparation Products And Raw materials
Raw materials
Preparation Products
Supplier | Tel | Country | ProdList | Advantage | |
---|---|---|---|---|---|
Shanghai Zheyan Biotech Co., Ltd. | 18017610038 | zheyansh@163.com | CHINA | 3620 | 58 |
Chengdu Biopurify Phytochemicals Ltd. | +8618080483897 | sales@biopurify.com | China | 3424 | 58 |
Shaanxi Pioneer Biotech Co., Ltd . | +8613259417953 | sales@pioneerbiotech.com | China | 3000 | 58 |
Wuhan ChemNorm Biotech Co.,Ltd. | +86-27-8439 4403 18971486879 | sales@chemnorm.com | CHINA | 2935 | 58 |
Hubei Ipure Biology Co., Ltd | +8613367258412 | ada@ipurechemical.com | China | 10326 | 58 |
Career Henan Chemica Co | +86-0371-86658258 15093356674; | laboratory@coreychem.com | China | 30255 | 58 |
Aktin Chemicals, Inc. | 028-85159085 | info@aktinchem.com | CHINA | 1025 | 58 |
Changsha Staherb Natural Ingredients Co., Ltd. | +86-0731-84213302 +8618374838656 | sales@staherb.cn | China | 1025 | 58 |
Shaanxi Didu New Materials Co. Ltd | +86-89586680 +86-13289823923 | 1026@dideu.com | China | 9116 | 58 |
TargetMol Chemicals Inc. | +1-781-999-5354 | support@targetmol.com | United States | 19973 | 58 |
View Lastest Price from zerumbone manufacturers
Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
---|---|---|---|---|---|---|---|---|
2024-04-23 | Zerumbone; Zingiber zerumbe extract
471-05-6
|
US $0.00 / kg | 1kg | ≥98% HPLC | 1000kg | Changsha Staherb Natural Ingredients Co., Ltd. |
- Zerumbone; Zingiber zerumbe extract
471-05-6
- US $0.00 / kg
- ≥98% HPLC
- Changsha Staherb Natural Ingredients Co., Ltd.