Skip to Content
MilliporeSigma

178385

Sigma-Aldrich

Apocynin

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

Synonym(s):

Apocynin, 4-Hydroxy-3-methoxyacetophenone, Acetovanillone, NADPH Oxidase Inhibitor V, NOX Inhibitor V

Sign Into View Organizational & Contract Pricing

Select a Size


About This Item

Empirical Formula (Hill Notation):
C9H10O3
CAS Number:
Molecular Weight:
166.17
MDL number:
UNSPSC Code:
51111800
NACRES:
NA.77
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

Apocynin, A cell-permeable, anti-inflammatory phenolic compound that acts as a potent and selective inhibitor of NADPH oxidase.

Quality Level

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
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)

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Ye Yingze et al.
Journal of neuroinflammation, 19(1), 184-184 (2022-07-15)
Reactive oxygen species (ROS) often promote acute brain injury after stroke, but their roles in the recovery phase have not been well studied. We tested the hypothesis that ROS activity mediated by NADPH oxidase 2 (NOX2) contributes to acute brain
Young Hyun Jung et al.
Journal of biomedical science, 29(1), 17-17 (2022-03-09)
Androgenetic alopecia (AGA) is a genetic disorder caused by dihydrotestosterone (DHT), accompanied by the senescence of androgen-sensitive dermal papilla cells (DPCs) located in the base of hair follicles. DHT causes DPC senescence in AGA through mitochondrial dysfunction. However, the mechanism
Tomoya Sasahara et al.
iScience, 24(9), 102936-102936 (2021-08-31)
Amyloid β-protein (Aβ) may contribute to worsening of Alzheimer's disease (AD) through vascular dysfunction, but the molecular mechanism involved is unknown. Using ex vivo blood vessels and primary endothelial cells from human brain microvessels, we show that patient-derived Aβ assemblies, termed

Related Content

"Aging: getting older, exhibiting the signs of age, the decline in the physical (and mental) well-being over time, leading to death. Since the beginning of time, man has been obsessed with trying to slow down, stop, or even reverse the signs of aging. Many have gone as far as experimenting with nutritional regimens, eccentric exercises, fantastic rituals, and naturally occurring or synthetic wonder-elements to evade the signs of normal aging. Biologically speaking, what is aging? And what does the latest research tell us about the possibility of discovering the elusive “fountain of youth”? Many advances in our understanding of aging have come from systematic scientific research, and perhaps it holds the key to immortality. Scientifically, aging can be defined as a systems-wide decline in organismal function that occurs over time. This decline occurs as a result of numerous events in the organism, and these events can be classified into nine “hallmarks” of aging, as proposed by López-Otin et al. (2013). Several of the pathologies associated with aging are a direct result of these events going to extremes and may also involve aberrant activation of proliferation signals or hyperactivity. The hallmarks of aging have been defined based on their fulfillment of specific aging related criteria, such as manifestation during normal aging, acceleration of aging if experimentally induced or aggravated, and retardation of aging if prevented or blocked, resulting in increased lifespan. The nine hallmarks of aging are genomic instability, telomere attrition, epigenetic alterations, loss of proteostasis, deregulated nutrient sensing, mitochondrial dysfunction, cellular senescence, stem cell exhaustion, and altered intercellular communication. The biological processes underlying aging are complex. By understanding the hallmarks in greater detail, we can get closer to developing intervention strategies that can make the aging process less of a decline, and more of a recline."

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service