554325

Resveratrol

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

• Synonym(s): Resveratrol, trans-3,4ʹ,5-Trihydroxystilbene
• Empirical Formula (Hill Notation): C₁₄H₁₂O₃
• CAS Number: 501-36-0
• Molecular Weight: 228.24
• UNSPSC Code: 12191503
• NACRES: NA.77
• MDL number: MFCD00133799
• Assay: ≥98% (HPLC)
• Form: solid
• Storage condition: OK to freeze, protect from light

Properties

• Product Name: Resveratrol, A phenolic product found in both grape skins and wines.
• Quality Segment: 100
• 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

Description

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

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.

Legal Information

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

Disclaimer

Toxicity: Standard Handling (A)

Safety Information

• hcodes: H412
• pcodes: P273 - P501
• Storage Class: 11 - Combustible Solids
• flash_point_f: >392.0 °F - closed cup - (External MSDS)
• flash_point_c: > 200.0 °C - closed cup - (External MSDS)
• Hazard Classifications: Aquatic Chronic 3