Apocynin CAS: 498-02-2
MF: C9H10O3
MW: 166.17
A methoxy-substituted catechol commonly used as an inhibitor of NADPH oxidase.

Apocynin (CAS 498-02-2)

Apocynin | CAS 498-02-2 is rated 5.0 out of 5 by 2.
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Alternate Names: 4′-Hydroxy-3′-methoxyacetophenone; acetovanillone
Application: Apocynin is a methoxy-substituted catechol commonly used as an inhibitor of NADPH oxidase
CAS Number: 498-02-2
Purity: ≥98%
Molecular Weight: 166.17
Molecular Formula: C9H10O3
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data (including water content).

Apocynin is a methoxy-substituted catechol that is commonly used as an inhibitor of Mox and Nox (NADPH oxidase) (IC50=10 μM). Because of Abocynin′s inhibition of NADPH oxidase, ROS production is also inhibited. Studies show the compound′s ability to decrease superoxide generation in bovine pulmonary arteries as well as neutrophils and macrophages (10 mM). In experimental rats, apocynin has displayed anti-inflammatory activity and can improve endothelial function by reducing oxidative stress and improved NO bioavailability. Reportedly prevents phagocytosis of MBP (myelin) by macrophages. Also has proven to be a useful product for studying NO-regulated processes in plants.


References

1. Stefanska, J., et al. 2008. Mediators Inflamm. 2008: 106507. PMID: 19096513
2. Unger, B.S., et al. 2009. Indian J Pharmacol. 41: 208-212. PMID: 20177490
3. Tossi, V., et al. 2009. Plant Signal Behav. 4: 880-882. PMID: 19847121
4. Ahmad, M., et al. 2010. Am J Physiol Heart Circ Physiol. 298: 1879-1888. PMID: 20304813
5. Castor, L.R., et al. 2010. Free Radic Biol Med. 15: 1636-1643. PMID: 20304045

Appearance :
Crystalline powder
Physical State :
Solid
Solubility :
Soluble in ethanol (100 mM), chloroform, ether, hot water, benzene, ethyl acetate, and DMSO (100 mM). Insoluble in Petroleum ether.
Storage :
Store at -20° C
Melting Point :
112-115° C(lit.)
Boiling Point :
263-265° C at 17 mmHg
Density :
1.16 g/cm3
Refractive Index :
n20D 1.54
IC50 :
NADPH-oxidase: IC50 = 10 µM; Cytochrome b-245 light chain: IC50 = 61000 µM (human); Neutrophil cytosol factor 1: IC50 = 61000 µM (human)
pK Values :
pKa: 8.18
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
2
RTECS :
AM8800000
PubChem CID :
2214
Merck Index :
14:741
MDL Number :
MFCD00008747
EC Number :
207-854-5
Beilstein Registry :
637373
SMILES :
CC(=O)C1=CC(=C(C=C1)O)OC

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Certificate of Analysis

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Apocynin (CAS 498-02-2)  Product Citations

See how others have used Apocynin (CAS 498-02-2). Click on the entry to view the PubMed entry .

Citations 1 to 10 of 56 total

PMID: # 30458137  Arnandis, T. et al. 2018. Dev. Cell. 47: 409-424.e9.

PMID: # 29106395  2018. Lab. Invest. 98: 63-78.

PMID: # 28122935  Lisse, TS. et al. 2017. J. Cell. Sci. 130: 975-988.

PMID: # 28430433  Acharya, S. et al. 2017. J. Agric. Food Chem. 65: 3636-3646.

PMID: # 28186242  Sharma, A. et al. 2017. J. Infect. Dis. 215: 1040-1048.

PMID: # 28697598  Zheng, K. et al. 2017. J. Agric. Food Chem. 65: 6625-6637.

PMID: # 28057038  Huang, Z. et al. 2017. Cell Commun. Signal. 15: 3.

PMID: # 28238401  Schweikl, H. et al. 2017. Dent Mater.

PMID: # 28057718  Gangwar, R. et al. 2017. The Biochemical journal. 474: 731-749.

PMID: # 27310928  Zheng, K. et al. 2016. Autophagy. 0.

Citations 1 to 10 of 56 total
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Rated 5 out of 5 by from works great Worked great for inhibiting NOX2 activity in Dendritic cells
Date published: 2018-05-22
Rated 5 out of 5 by from Villa Villa-Abrille, MC. et al. (PubMed 20231142) used Apocynin, a methoxy-substituted catechol, to inhibit NADPH oxidase in cardiac tissue. -SCBT Publication Review
Date published: 2015-02-10
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