vanillic acid (CHEBI:30816)

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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	eMolecules:636962, ZINC000100044649

Download	Molfile XML SDF

Formula

C8H8O4

Net Charge

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)

InChIKey

WKOLLVMJNQIZCI-UHFFFAOYSA-N

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.

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)

IUPAC Name

4-hydroxy-3-methoxybenzoic acid

Synonyms	Sources
4-Hydroxy-3-methoxybenzoic acid	KEGG COMPOUND
Vanillic acid	KEGG COMPOUND

Last Modified

19 July 2022