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

Canada 1 China 103 India 1 United Kingdom 2 United States 10 USA 1 Global 118

Nanjing Chemlin Chemical Co., Ltd

Tel: 025-83697070
Fax: +86-25-83453306
Email: info@chemlin.com.cn
Country: China
ProdList: 19172
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: 7059
Advantage: 55

Shanghai EFE Biological Technology Co., Ltd.

Tel: 021-65675885 18964387627
Fax: 021-65675885
Email: info@efebio.com
Country: China
ProdList: 9806
Advantage: 58

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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:

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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