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W398802

Sigma-Aldrich

Vanillic acid

≥97%, FG

Synonym(s):
4-Hydroxy-3-methoxybenzoic acid
Linear Formula:
HOC6H3(OCH3)CO2H
CAS Number:
Molecular Weight:
168.15
FEMA Number:
3988
Beilstein:
2208364
EC Number:
MDL number:
PubChem Substance ID:
Flavis number:
8.043
NACRES:
NA.21

Quality Level

biological source

synthetic

grade

FG
Halal
Kosher

reg. compliance

EU Regulation 1334/2008 & 178/2002

assay

≥97%

mp

208-210 °C (lit.)

Documentation

see Safety & Documentation for available documents

Organoleptic

creamy; milk; sweet; vanilla

application(s)

flavors and fragrances

food allergen

no known allergens

SMILES string

COc1cc(ccc1O)C(O)=O

InChI

1S/C8H8O4/c1-12-7-4-5(8(10)11)2-3-6(7)9/h2-4,9H,1H3,(H,10,11)

InChI key

WKOLLVMJNQIZCI-UHFFFAOYSA-N

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General description

Vanillic acid is one of the key aromatic volatile compounds of vanilla beans.
Natural occurrence: Guava, grape, brandy, rum, whiskey, sherry, red and white wines, Scotch and Canadian whiskey.

Application

Vanillic acid is a phenolic derivative, which is generally used as a flavoring agent in foods and drug products. It can be used in the synthesis of a well-known flavoring agent vanillin.

Packaging

100 g in poly bottle
5, 10 kg in fiber drum
1 kg in poly bottle

Biochem/physiol Actions

Taste at 100 ppm
Odor at 5%

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Solid-liquid phase equilibrium and thermodynamic properties of vanillic acid in different pure solvents
Noubigh A and Abderrabba M
Journal of Molecular Liquids, 223, 261-266 (2016)
Vanillin and related flavor compounds in vanilla extracts made from beans of various global origins
Ranadive AS.
Journal of Agricultural and Food Chemistry, 40(10), 1922-1924 (1992)
Rafael Llorach et al.
Journal of proteome research, 8(11), 5060-5068 (2009-09-17)
Cocoa-phytochemicals have been related to the health-benefits of cocoa consumption. Metabolomics has been proposed as a powerful tool to characterize both the intake and the effects on the metabolism of dietary components. Human urine metabolome modifications after single cocoa intake
Delphine Lamoral-Theys et al.
Bioorganic & medicinal chemistry, 18(11), 3823-3833 (2010-05-15)
A series of 33 novel divanillates and trivanillates were synthesized and found to possess promising cytostatic rather than cytotoxic properties. Several compounds under study decreased by >50% the activity of Aurora A, B, and C, and WEE1 kinase activity at
F A Muskiet et al.
Clinical chemistry, 25(7), 1281-1284 (1979-07-01)
We report quantitative data on beta-glucuronidase- and sulfatase-hydrolyzable conjugates of homovanillic acid, 3,4-dihydroxyphenylacetic acid, p-hydroxyphenylacetic acid, and vanillic acid in the urine of 20 apparently normal and healthy control persons and of three patients with neuroblastoma. We used organic solvent

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