178385

Apocynin

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

• Synonyme(s) : Apocynin, 4-Hydroxy-3-methoxyacetophenone, Acetovanillone, NADPH Oxidase Inhibitor V, NOX Inhibitor V
• Formule empirique (notation de Hill) : C₉H₁₀O₃
• Numéro CAS: 498-02-2
• Poids moléculaire : 166.17
• UNSPSC Code: 51111800
• NACRES: NA.77
• MDL number: MFCD00008747
• Assay: ≥98% (GC)
• Form: powder
• Storage condition: OK to freeze, protect from light

Propriétés

• Nom du produit: Apocynin, A cell-permeable, anti-inflammatory phenolic compound that acts as a potent and selective inhibitor of NADPH oxidase.
• Quality Segment: 100
• description: Merck USA index - 14, 741
• assay: ≥98% (GC)
• form: powder
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze, protect from light
• color: off-white to brown
• solubility: DMSO: 10 mg/mL, ethanol: 20 mg/mL
• shipped in: ambient
• storage temp.: −20°C
• SMILES string: O(C)c1c(ccc(c1)C(=O)C)O
• 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 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

Preparation Note

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

Disclaimer

Toxicity: Irritant (B)

Informations sur la sécurité

• 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
• Classe de stockage: 11 - Combustible Solids
• wgk: WGK 2