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zerumbone

Product Name
zerumbone
CAS No.
471-05-6
Chemical Name
zerumbone
Synonyms
zerumbone;Zerumbone-RM;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
Formula Weight
218.33
MOL File
471-05-6.mol
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zerumbone Property

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)
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Safety

Hazard Codes 
Xi,N
Risk Statements 
43-50
Safety Statements 
36/37-60-61
RIDADR 
UN 3077 9 / PGIII
WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H317May cause an allergic skin reaction

H400Very toxic to aquatic life

Precautionary statements

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
Z3902
Product name
Zerumbone
Purity
≥98% (HPLC)
Packaging
10mg
Price
$84.1
Updated
2024/03/01
Sigma-Aldrich
Product number
Z3902
Product name
Zerumbone
Purity
≥98% (HPLC)
Packaging
50mg
Price
$171
Updated
2024/03/01
Cayman Chemical
Product number
15400
Product name
Zerumbone
Purity
≥99%
Packaging
5mg
Price
$38
Updated
2024/03/01
Cayman Chemical
Product number
15400
Product name
Zerumbone
Purity
≥99%
Packaging
10mg
Price
$61
Updated
2024/03/01
Cayman Chemical
Product number
15400
Product name
Zerumbone
Purity
≥99%
Packaging
50mg
Price
$234
Updated
2024/03/01
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zerumbone Chemical Properties,Usage,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

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zerumbone Suppliers

Nanjing bingcheng Biotechnology Co., Ltd.
Tel
18805194892; 18805194892
Email
2727751293@qq.com
Country
China
ProdList
157
Advantage
58
Nanjing Chemlin Chemical Co., Ltd
Tel
025-83697070
Fax
+86-25-83453306
Email
info@chemlin.com.cn
Country
China
ProdList
19179
Advantage
64
Chengdu Biopurify Phytochemicals Ltd.
Tel
+86-028-82633397 18982077548
Fax
+86-28-82633165
Email
cwb1@biopurify.cn
Country
China
ProdList
2376
Advantage
60
Shanghai Tauto Biotech Co., Ltd.
Tel
021-51320588
Fax
0086-21-51320502
Email
tauto@tautobiotech.com
Country
China
ProdList
3989
Advantage
66
TargetMol Chemicals Inc.
Tel
021-021-33632979 15002134094
Fax
021-33632979
Email
marketing@targetmol.com
Country
China
ProdList
7783
Advantage
58
Sichuan Wei Keqi Biological Technology Co., Ltd.
Tel
028-81700200 18116577057
Fax
028-81705658
Email
3003855609@qq.com
Country
China
ProdList
7887
Advantage
56
Wuxi Zhongkun Biochemical Technology Co., Ltd.
Tel
0510-85629785 18013409632
Fax
051085625359
Email
sales@reading-chemicals.com
Country
China
ProdList
15178
Advantage
58
AdooQ Bioscience CHINA
Tel
025-58849295 18951903616;
Fax
025-68650336
Email
info@adooq.cn
Country
China
ProdList
2990
Advantage
60
Sigma-Aldrich
Tel
021-61415566 800-8193336
Email
orderCN@merckgroup.com
Country
China
ProdList
51456
Advantage
80
Wuhan ChemFaces Biochemical Co., Ltd.
Tel
18607101326 15172504745
Fax
+86-27-84254680
Email
aileen@chemfaces.com
Country
China
ProdList
7057
Advantage
55
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View Lastest Price from zerumbone manufacturers

Changsha Staherb Natural Ingredients Co., Ltd.
Product
Zerumbone; Zingiber zerumbe extract 471-05-6
Price
US $0.00/kg
Min. Order
1kg
Purity
≥98% HPLC
Supply Ability
1000kg
Release date
2022-09-19

471-05-6, zerumboneRelated Search:


  • zerumbone
  • (2E,6E,10E)-2,6,9,9-Tetramethyl-2,6,10-cycloundecatrien-1-one
  • ZeruMbone (6CI,7CI)
  • (2E,6E,10E)-2,6,9,9-tetramethylcycloundeca-2,6,10-trien-1-one
  • GIHNTRQPEMKFKO-SKTNYSRSSA-N
  • 2,6,10-Cycloundecatrien-1-one, 2,6,9,9-tetramethyl-, (2E,6E,10E)-
  • Zingiber zerumbe extract
  • (2E,6E,10E)-2,6,9,9-Tetramethylcycloundeca-2,6,10-trienone
  • Zerumbone-RM
  • 471-05-6