178385

Apocynin

≥98% (GC), powder, NADPH oxidase inhibitor, Calbiochem^®

• Synonym(s): Apocynin, 4-Hydroxy-3-methoxyacetophenone, Acetovanillone, NADPH Oxidase Inhibitor V, NOX Inhibitor V
• Empirical Formula (Hill Notation): C₉H₁₀O₃
• CAS Number: 498-02-2
• Molecular Weight: 166.17
• MDL number: MFCD00008747
• UNSPSC Code: 51111800
• NACRES: NA.77

Properties

• product name: Apocynin, A cell-permeable, anti-inflammatory phenolic compound that acts as a potent and selective inhibitor of NADPH oxidase.
• Quality Level: 100
• assay: ≥98% (GC)
• form: powder
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; protect from light
• color: white to off-white
• solubility: DMSO: 10 mg/mL; ethanol: 20 mg/mL
• shipped in: ambient
• storage temp.: −20°C
• InChI: 1S/C9H10O3/c1-6(10)7-3-4-8(11)9(5-7)12-2/h3-5,11H,1-2H3
• InChI key: DFYRUELUNQRZTB-UHFFFAOYSA-N

Description

General description

A cell-permeable, anti-inflammatory phenol that acts as a potent and selective inhibitor of NADPH oxidase. Also blocks peroxynitrite formation in murine macrophages. Reported to increase glutathione synthesis through the activation of AP-1. Shown to prevent phagocytosis of myelin by macrophages (10 mM).

A cell-permeable, anti-inflammatory phenolic compound that acts as a potent and selective inhibitor of NADPH oxidase. Shown to block peroxynitrite formation in murine macrophages. Reported to increase glutathione synthesis through activation of AP-1. Also reported to prevent phagocytosis of myelin by macrophages (10 mM).

Biochem/physiol Actions

Cell permeable: yes

Primary Target
NADPH oxidase

Product does not compete with ATP.

Reversible: no

Packaging

Packaged under inert gas

Warning

Toxicity: Irritant (B)

Reconstitution

Following reconstitution aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.

Other Notes

Abid, M.R., et al. 2000. FEBS Lett.486, 252.
Muijsers, R.B., et al. 2000. Br. J. Pharmacol.130, 932.
Lapperre, T.S., et al. 1999. FEBS Lett.443, 235.
Supinski, G., et al. 1999, J. Appl. Physiol.87, 776.
van der Goes, A., et al. 1998. J. Neuroimmunol.92, 67.
Hart, B.A., and Simmons, J.M. 1992. Biotechnol. Ther.3, 3.

Legal Information

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

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 2