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W508454

Sigma-Aldrich

Acetovanillone

≥98%, FG

Synonym(s):

4′-Hydroxy-3′-methoxyacetophenone, Acetovanillone, Apocynin

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About This Item

Linear Formula:
HOC6H3(OCH3)COCH3
CAS Number:
498-02-2
Molecular Weight:
166.17
Beilstein:
637373
EC Number:
207-854-5
MDL number:
MFCD00008747
UNSPSC Code:
12164502
PubChem Substance ID:
24902039
Flavis number:
7.142
NACRES:
NA.21

biological source

synthetic

Quality Level

400

grade

FG
Fragrance grade
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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

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

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’.

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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)
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)
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
Marilena Colaianna et al.
Antioxidants & redox signaling, 18(12), 1385-1399 (2013-01-17)
Psychosocial stress alters the hypothalamic-pituitary-adrenal axis (HPA-axis). Increasing evidence shows a link between these alterations and oxidant elevation. Oxidative stress is implicated in the stress response and in the pathogenesis of neurologic and psychiatric diseases. NADPH oxidases (NOXs) are a
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