CHEBI:30816 - vanillic acid

Main ChEBI Ontology Automatic Xrefs
ChEBI Name vanillic acid
ChEBI ID CHEBI:30816
Definition A monohydroxybenzoic acid that is 4-hydroxybenzoic acid substituted by a methoxy group at position 3.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:9933, CHEBI:27278
Supplier Information
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Formula C8H8O4
Net Charge 0
Average Mass 168.14672
InChI InChI=1S/C8H8O4/c1-12-7-4-5(8(10)11)2-3-6(7)9/h2-4,9H,1H3,(H,10,11)
InChIKey WKOLLVMJNQIZCI-UHFFFAOYSA-N
SMILES COc1cc(ccc1O)C(O)=O
Metabolite of Species Details
Carthamus oxyacantha (NCBI:122010) Found in aerial part (BTO:0001658). Crude ethanolic extract of aerial parts See: PubMed
Paeonia rockii subsp. rockii (NCBI:459179) Found in root (BTO:0001188). Isolated from chloroform soluble extract of air-dried and powdered roots See: PubMed
Lepisorus contortus (NCBI:699669) Found in whole plant (BTO:0001461). 95% EtOH extract of air-dried, powdered whole plant See: PubMed
Cordyceps sinensis (NCBI:72228) Found in mycelium (BTO:0001436). Ethanolic extract of dried mycelia See: PubMed
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing vanillic acid (CHEBI:30816) has role plant metabolite (CHEBI:76924)
vanillic acid (CHEBI:30816) is a methoxybenzoic acid (CHEBI:25238)
vanillic acid (CHEBI:30816) is a monohydroxybenzoic acid (CHEBI:25389)
vanillic acid (CHEBI:30816) is conjugate acid of vanillate (CHEBI:16632)
Incoming (+)-(7S,8S)-guaiacylglycerol-β-vanillic acid ether (CHEBI:67649) has functional parent vanillic acid (CHEBI:30816)
1-O-vanilloyl-β-D-glucose (CHEBI:71512) has functional parent vanillic acid (CHEBI:30816)
3-O-vanillyceanothic acid (CHEBI:66348) has functional parent vanillic acid (CHEBI:30816)
litseaefoloside C (CHEBI:66582) has functional parent vanillic acid (CHEBI:30816)
methyl vanillate (CHEBI:46477) has functional parent vanillic acid (CHEBI:30816)
vanillate (CHEBI:16632) is conjugate base of vanillic acid (CHEBI:30816)
IUPAC Name
4-hydroxy-3-methoxybenzoic acid
Synonyms Sources
4-Hydroxy-3-methoxybenzoic acid KEGG COMPOUND
Vanillic acid KEGG COMPOUND
Database Links Databases
C00002682 KNApSAcK
C06672 KEGG COMPOUND
DB02130 DrugBank
HMDB00484 HMDB
VNL PDBeChem
YMDB01802 YMDB
View more database links
Registry Numbers Types Sources
121-34-6 CAS Registry Number KEGG COMPOUND
121-34-6 CAS Registry Number ChemIDplus
121-34-6 CAS Registry Number NIST Chemistry WebBook
1472811 Gmelin Registry Number Gmelin
2208364 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
20482617 PubMed citation CiteXplore
24078147 PubMed citation CiteXplore
24314059 PubMed citation CiteXplore
Last Modified
16 July 2015