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InChI=1S/CH4O/c1-2/h2H,1H3
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> Main
CHEBI:30816 - vanillic acid
Main
ChEBI Ontology
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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
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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)
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 (Br
o
nsted 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
(+)-(7
S
,8
S
)-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
Manual Xrefs
Databases
C00002682
KNApSAcK
C06672
KEGG COMPOUND
DB02130
DrugBank
HMDB0000484
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
Types
Sources
20482617
PubMed citation
Europe PMC
24078147
PubMed citation
Europe PMC
24314059
PubMed citation
Europe PMC
Last Modified
19 July 2022