CHEBI:30816 - vanillic acid

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name vanillic acid
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
Download Molfile XML SDF
Formula C8H8O4
Net Charge 0
Average Mass 168.14672
Monoisotopic Mass 168.04226
InChI InChI=1S/C8H8O4/c1-12-7-4-5(8(10)11)2-3-6(7)9/h2-4,9H,1H3,(H,10,11)
SMILES COc1cc(ccc1O)C(O)=O
Metabolite of Species Details
Carthamus oxyacantha (NCBI:txid122010) Found in aerial part (BTO:0001658). Crude ethanolic extract of aerial parts See: PubMed
Paeonia rockii subsp. rockii (NCBI:txid459179) Found in root (BTO:0001188). Isolated from chloroform soluble extract of air-dried and powdered roots See: PubMed
Lepisorus contortus (NCBI:txid699669) Found in whole plant (BTO:0001461). 95% EtOH extract of air-dried, powdered whole plant See: PubMed
Cordyceps sinensis (NCBI:txid72228) 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)
mochimganine (CHEBI:192760) has functional parent vanillic acid (CHEBI:30816)
tschimganine (CHEBI:142517) has functional parent vanillic acid (CHEBI:30816)
vanillate (CHEBI:16632) is conjugate base of vanillic acid (CHEBI:30816)
4-hydroxy-3-methoxybenzoic acid
Synonyms Sources
4-Hydroxy-3-methoxybenzoic acid KEGG COMPOUND
Vanillic acid KEGG COMPOUND
Manual Xrefs Databases
C00002682 KNApSAcK
DB02130 DrugBank
HMDB0000484 HMDB
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 Europe PMC
24078147 PubMed citation Europe PMC
24314059 PubMed citation Europe PMC
Last Modified
19 July 2022