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Merck

554325

Resveratrol

≥98% (HPLC), solid, COX-1 inhibitor, Calbiochem®

Synonym(s):

Resveratrol, trans-3,4ʹ,5-Trihydroxystilbene

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About This Item

Empirical Formula (Hill Notation):
C14H12O3
CAS Number:
501-36-0
Molecular Weight:
228.24
UNSPSC Code:
12191503
NACRES:
NA.77
MDL number:
MFCD00133799

Product Name

Resveratrol, A phenolic product found in both grape skins and wines.

SMILES string

Oc1cc(cc(c1)\C=C\c2ccc(cc2)O)O

InChI

1S/C14H12O3/c15-12-5-3-10(4-6-12)1-2-11-7-13(16)9-14(17)8-11/h1-9,15-17H/b2-1+

InChI key

LUKBXSAWLPMMSZ-OWOJBTEDSA-N

description

Merck USA index - 14, 8158

assay

≥98% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

off-white

solubility

DMSO: 50 mg/mL

shipped in

ambient

storage temp.

2-8°C

Quality Level

100

Related Categories

Biochem/physiol Actions

Cell permeable: no
ED50 = 15 µM against COX-1
Primary Target
COX-1
Product does not compete with ATP.
Reversible: no

Disclaimer

Toxicity: Standard Handling (A)

General description

A phenolic product found in both grape skins and wines. Has antifungal, antitumor, and antioxidative properties. A specific inhibitor of cyclooxygenase-1 (COX-1; ED50 = 15 µM). Also inhibits the hydroxyperoxidase activity of COX-1 (ED50 = 3.7 µM). Strongly inhibits insoluble transthyretin (TTR) amyloid fibril formation. Inhibits phorbol ester-induced free radical formation in HL-60 cells (ED50 = 27 µM) and acts as an anti-mutagenic agent (ED50 = 15 µM) in TM677 cells treated with DMBA. Also a selective inhibitor of P450 1A1. Reported to activate sirtuins and promote the survival of eukaryotic cells.

Other Notes

Howitz, K.T., et al. 2003. Nature425, 191.
Lin, H.Y., et al. 2002. J. Urol.168, 748.
Klabunde, T., et al. 2000. Nat. Struct. Biol.7, 312.
Chun, Y.J., et al. 1999. Biochem. Biophys. Res. Commun.262, 20.
Jang, M., et al. 1997. Science 275, 218.
Chen, C.K., et al. 1996. Gen. Pharmacol.27, 363.

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H319

Hazard Classifications

Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

>392.0 °F - closed cup - (External MSDS)

flash_point_c

> 200.0 °C - closed cup - (External MSDS)

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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