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vanillic acid; 4-hydroxy-3-methoxybenzoic acid


Name(s) vanillic acid; 4-hydroxy-3-methoxybenzoic acid
Scientific name(s)
Formula C8H8O4
Molecular mass 168.148
IUPAC name 4-hydroxy-3-methoxybenzoic acid
INCHI InChI=1S/C8H8O4/c1-12-7-4-5(8(10)11)2-3-6(7)9/h2-4,9H,1H3,(H,10,11)
SMILE COC1=C(O)C=CC(=C1)C(O)=O
CAS ID 121-34-6
PubChem ID 8468
DrugBank ID DB02130
CHEBI ID 16632
Description Vanillic acid is a phenolic acid found in some forms of vanilla and many other plant extracts. It is a flavoring and scent agent that produces a pleasant, creamy odor. It is the intermediate product in the two-step bioconversion of ferulic acid to vanillin. (J Biotechnol 1996;50(2-3):107-13). Vanillic acid, which is a chlorogenic acid, is an oxidized form of vanillin. It is also an intermediate in the production of vanillin from ferulic acid. Vanillic acid is a metabolic byproduct of caffeic acid and is often found in the urine of humans who have consumed coffee, chocolate, tea and vanilla-flavored confectionary. Vanillic acid selectively and specifically inhibits 5'nucleotidase activity. (PMID: 16899266).