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About This Item
Empirical Formula (Hill Notation):
C14H12O3
CAS Number:
Molecular Weight:
228.24
UNSPSC Code:
12191503
NACRES:
NA.77
MDL number:
Assay:
≥98% (HPLC)
Form:
solid
Storage condition:
OK to freeze, protect from light
Product Name
Resveratrol, A phenolic product found in both grape skins and wines.
Quality Segment
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
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
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.
Biochem/physiol Actions
Cell permeable: no
ED50 = 15 µM against COX-1
Primary Target
COX-1
COX-1
Product does not compete with ATP.
Reversible: no
Preparation Note
Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.
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.
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.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Disclaimer
Toxicity: Standard Handling (A)
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signalword
Warning
hcodes
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)
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