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SML0051

Sigma-Aldrich

E-Resveratrol Trimethyl Ether

≥98% (HPLC)

Synonym(s):

1,3-dimethoxy-5-[(1E)-2-(4-methoxyphenyl)ethenyl]-benzene; Tri-O-methylresveratrol; Trimethoxy-trans-stilbene

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About This Item

Empirical Formula (Hill Notation):
C17H18O3
CAS Number:
22255-22-7
Molecular Weight:
270.32
UNSPSC Code:
12352200

assay

≥98% (HPLC)

form

powder

color

white to tan

solubility

DMSO: ≥34 mg/mL

shipped in

wet ice

storage temp.

−20°C

Application

E-Resveratrol Trimethyl Ether was used to study the effect of trans- and cis-stilbene polyphenols on mitochondrial clustering and p53-dependent apoptosis of cancer cells.

Biochem/physiol Actions

E-Resveratrol Trimethyl Ether inhibits the activation of SAPK/c-Jun N-terminal kinase (JNK), and reduces the levels of NF-κB and AP-1 in the nucleus. It acts as anti-migratory, anti-adhesive and anti-invasive agent.
E-Resveratrol Trimethyl Ether is a Resveratrol analog, SIRT activator
E-Resveratrol Trimethyl Ether, also known as trimethoxy-trans-stilbene, has been shown to inhibit migration and invasion of tumor cell lines such as HepG2 and A549 by a mechanism that involves the reduction of matrix metalloproteinase (MMP) expression.

signalword

Danger

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Ya-Ting Yang et al.
Molecular nutrition & food research, 53(3), 407-416 (2008-12-17)
Resveratrol (3,5,4'-trihydroxystilbene) is a natural polyphenol that presents various physiological activities. It has been reported that the methylated derivatives of resveratrol show better potential antifungal and antiproliferative activities than resveratrol. In the present study, we investigated the inhibitory effect of
Alexander Gosslau et al.
European journal of pharmacology, 587(1-3), 25-34 (2008-05-20)
We previously reported that 3,4,5,4'-tetramethoxy-trans-stilbene (MR-4) induces p53 and perinuclear mitochondrial clustering in cancer cells [Gosslau, A., Chen, M., Ho, C.-T., Chen, K.Y., 2005, A methoxy derivative of resveratrol analogue selectively induced activation of the mitochondrial apoptotic pathway in transformed

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