PHL83418

Zerumbone

phyproof^® Reference Substance

• Synonym(s): (2E,6E,10E)-2,6,9,9-tetramethylcycloundeca-2,6,10-trien-1-one, Zerumbone (6CI,7CI)
• Empirical Formula (Hill Notation): C₁₅H₂₂O
• CAS Number: 471-05-6
• Molecular Weight: 218.33
• MDL number: MFCD03700769
• UNSPSC Code: 41116107
• NACRES: NA.24

Properties

• grade: primary reference standard
• product line: phyproof^® Reference Substance
• Assay: ≥90.0% (GC)
• manufacturer/tradename: PhytoLab
• application(s): food and beverages
• format: neat
• storage temp.: 2-8°C
• SMILES string: C\C1=C/CC(C)(C)\C=C\C(=O)\C(C)=C\CC1
• 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+
• InChI key: GIHNTRQPEMKFKO-SKTNYSRSSA-N

Description

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

TRAIL-induced apoptosis potentiator; DR4 and DR5 inducer

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).

Other Notes

This compound is commonly found in plants of the genus: curcuma zingiber

Legal Information

phyproof is a registered trademark of PhytoLab GmbH & Co. KG

Safety Information

• Pictograms: GHS07,GHS09
• Signal Word: Warning
• Hazard Statements: H317,H400
• Precautionary Statements: P273 - P280 - P302 + P352
• Hazard Classifications: Aquatic Acute 1 - Skin Sens. 1
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable