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About This Item
Empirical Formula (Hill Notation):
C9H10O3
CAS Number:
Molecular Weight:
166.17
UNSPSC Code:
51111800
NACRES:
NA.77
MDL number:
Assay:
≥98% (GC)
Form:
powder
Storage condition:
OK to freeze, protect from light
Product Name
Apocynin, A cell-permeable, anti-inflammatory phenolic compound that acts as a potent and selective inhibitor of NADPH oxidase.
Quality Segment
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
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
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.
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)
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signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 2
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