Acetovanillone

Names

[ CAS No. ]:
498-02-2

[ Name ]:
Acetovanillone

[Synonym ]:
4'-hydroxy-3'-methoxyacetophenone
MFCD00008747
Acetovanillone
Apocynin
Ethanone, 1-(4-hydroxy-3-methoxyphenyl)-
1-(4-Hydroxy-3-methoxyphenyl)ethanone
EINECS 207-854-5

Biological Activity

[Description]:

Apocynin is a selective NADPH-oxidase inhibitor with an IC50 of 10 μM.

[Related Catalog]:

Signaling Pathways >> Autophagy >> Autophagy

Natural Products >> Phenols

Research Areas >> Cancer

[References]

[1]. Stolk J,et al. Am J Respir Cell Mol Biol, 1994, 11(1), 95-102.

[2]. Stefanska J, et al. Mediators Inflamm, 2008, 106507.

[3]. Impellizzeri D et al. Effect of apocynin, a NADPH oxidase inhibitor, on acute lung inflammation. Biochem Pharmacol. 2011 Mar 1;81(5):636-48.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
297.5±0.0 °C at 760 mmHg

[ Melting Point ]:
112-115 °C(lit.)

[ Molecular Formula ]:
C₉H₁₀O₃

[ Molecular Weight ]:
166.174

[ Flash Point ]:
125.5±15.8 °C

[ Exact Mass ]:
166.062988

[ PSA ]:
46.53000

[ LogP ]:
1.39

[ Vapour Pressure ]:
0.0±0.6 mmHg at 25°C

[ Index of Refraction ]:
1.538

[ Storage condition ]:
Refrigerator

[ Water Solubility ]:
soluble in hot water

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: AM8800000

CHEMICAL NAME :: Acetophenone, 4'-hydroxy-3'-methoxy-

CAS REGISTRY NUMBER :: 498-02-2

BEILSTEIN REFERENCE NO. :: 0637373

LAST UPDATED :: 199701

DATA ITEMS CITED :: 4

MOLECULAR FORMULA :: C9-H10-O3

MOLECULAR WEIGHT :: 166.19

WISWESSER LINE NOTATION :: 1VR DQ CO1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 9 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 650 mg/kg

TOXIC EFFECTS :: Behavioral - altered sleep time (including change in righting reflex)

MUTATION DATA

TYPE OF TEST :: Mutation in microorganisms

TEST SYSTEM :: Yeast - Saccharomyces cerevisiae

DOSE/DURATION :: 400 mg/L

REFERENCE :: MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 119,273,1983

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi:Irritant;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26-S36

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
2

[ RTECS ]:
AM8800000

[ HS Code ]:
2942000000

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2914509090

[ Summary ]:
HS:2914509090 other ketones with other oxygen function VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:5.5% General tariff:30.0%

Articles

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The expression of the proinflammatory cytokine high-mobility group box-1 (HMGB1) is upregulated in epiretinal membranes and vitreous fluid from patients with proliferative diabetic retinopathy (PDR) a...

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Biochim. Biophys. Acta 1851(3) , 290-8, (2015)

We recently demonstrated that 12/15-lipoxygenase (LOX) derived metabolites, hydroxyeicosatetraenoic acids (HETEs), contribute to diabetic retinopathy (DR) via NADPH oxidase (NOX) and disruption of the...

Carbamazepine attenuates inducible nitric oxide synthase expression through Akt inhibition in activated microglial cells.

Pharm. Biol. 52(11) , 1451-9, (2014)

Abstract Background: Carbamazepine, which was developed primarily for the treatment of epilepsy, is now also useful for the treatment of non-epileptic disorders and inflammatory hyperalgesia. However,...