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Key Documents

SML1078

Sigma-Aldrich

4-Bromo-Resveratrol

≥98% (HPLC)

Synonym(s):

5-[(1E)-2-(4-Bromophenyl)ethenyl]-1,3-benzenediol

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About This Item

Empirical Formula (Hill Notation):
C14H11BrO2
CAS Number:
Molecular Weight:
291.14
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

storage condition

protect from light

color

, white to yellow to brown

solubility

DMSO: 20 mg/mL, clear

storage temp.

2-8°C

SMILES string

OC1=CC(/C=C/C2=CC=C(Br)C=C2)=CC(O)=C1

InChI

1S/C14H11BrO2/c15-12-5-3-10(4-6-12)1-2-11-7-13(16)9-14(17)8-11/h1-9,16-17H/b2-1+

InChI key

NCJVLKFAQIWASE-OWOJBTEDSA-N

General description

4-Bromo-Resveratrol blocks the activity of human sirtuin 1 (sirt1) and sirt3 by binding to C-site and another active site pocket.

Biochem/physiol Actions

4-Bromo-Resveratrol is a resveratrol analog that potently inhibits Sirt1 and Sirt3.

Features and Benefits

This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Other Notes

light sensitive

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

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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Giang Thi Tuyet Nguyen et al.
Chemistry & biology, 20(11), 1375-1385 (2013-11-12)
Sirtuins are protein deacetylases regulating aging processes and various physiological functions. Resveratrol, a polyphenol found in red wine, activates human Sirt1 and inhibits Sirt3, and it can mimic calorie restriction effects, such as lifespan extension in lower organisms. The mechanism
Mengling Li et al.
Redox biology, 36, 101632-101632 (2020-08-31)
Recent research suggests that melatonin (Mel), an endogenous hormone and natural supplement, possesses anti-proliferative effects and can sensitise cells to anti-cancer therapies. Although shikonin (SHK) also possesses potential anti-cancer properties, the poor solubility and severe systemic toxicity of this compound
Liang-Jun Wang et al.
Biochemical pharmacology, 162, 154-168 (2018-11-11)
Albendazole (ABZ) is a microtubule-targeting anthelmintic that acts against a variety of human cancer cells, but the dependence of its cytotoxicity on non-mitotic effect remains elusive. Thus, we aimed to explore the mechanistic pathway underlying the cytotoxicity of ABZ in

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