MilliporeSigma
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W508454

Sigma-Aldrich

Acetovanillone

≥98%, FG

Synonym(s):
Apocynin, 4′-Hydroxy-3′-methoxyacetophenone, Acetovanillone
Linear Formula:
HOC6H3(OCH3)COCH3
CAS Number:
Molecular Weight:
166.17
Beilstein:
637373
EC Number:
MDL number:
PubChem Substance ID:
Flavis number:
7.142
NACRES:
NA.21

Quality Level

biological source

synthetic

grade

FG
Halal

Agency

follows IFRA guidelines

reg. compliance

EU Regulation 1223/2009
EU Regulation 1334/2008 & 872/2012
FDA 21 CFR 110

assay

≥98%

bp

263-265 °C/17 mmHg (lit.)

mp

112-115 °C (lit.)

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

fragrance allergen

no known allergens

Organoleptic

vanilla

SMILES string

COc1cc(ccc1O)C(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

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General description

Acetovanillone is a structural analog of vanillin that occurs mainly in wine aged in oak barrels. It is a potent NADPH oxidase inhibitor.

Packaging

10 kg in composite drum
100 g in poly bottle
1 kg in poly bottle
25 kg in fiber drum

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

Volatile composition of aged wine in used barrels of French oak and of American oak.
Cerdan TG, et al.
Food Research International, 35(7), 603-610 (2002)
Determination of volatile oak compounds in wine by headspace solid-phase microextraction and gas chromatography?mass spectrometry.
Carrillo JD, et al.
Journal of Chromatography A, 1102(1), 25-36 (2006)
The NADPH oxidase inhibitor apocynin (acetovanillone) induces oxidative stress.
Riganti C, et al.
Toxicology and Applied Pharmacology, 212(3), 179-187 (2006)
Stephen J Kentish et al.
The Journal of physiology, 592(15), 3287-3301 (2014-06-01)
Neuronal nitric oxide (NO) plays an important role in gastric motor activity and modulates the mechanosensitivity of gastro-oesophageal vagal afferents. Effects of NO on food intake are dependent on feeding status. We sought to determine the effect of NO on
Ji Chen et al.
Hypertension (Dallas, Tex. : 1979), 61(3), 681-689 (2012-12-26)
Angiotensin-converting enzyme 2 (ACE2) is a lately discovered enzyme catalyzing Angiotensin II into Angiotensin 1-7. Angiotensin II has been reported to impair endothelial progenitor cell (EPC) function and is detrimental to stroke. Here, we studied the role of ACE2 in

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