CHEBI:20106 - vanillylmandelic acid

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ChEBI Name vanillylmandelic acid
ChEBI ID CHEBI:20106
Definition An aromatic ether that is the 3-O-methyl ether of 3,4-dihydroxymandelic acid.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C9H10O5
Net Charge 0
Average Mass 198.17270
Monoisotopic Mass 198.053
InChI InChI=1S/C9H10O5/c1-14-7-4-5(2-3-6(7)10)8(11)9(12)13/h2-4,8,10-11H,1H3,(H,12,13)
InChIKey CGQCWMIAEPEHNQ-UHFFFAOYSA-N
SMILES COc1cc(ccc1O)C(O)C(O)=O
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): human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
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ChEBI Ontology
Outgoing vanillylmandelic acid (CHEBI:20106) has functional parent mandelic acid (CHEBI:35825)
vanillylmandelic acid (CHEBI:20106) has role human metabolite (CHEBI:77746)
vanillylmandelic acid (CHEBI:20106) is a 2-hydroxy monocarboxylic acid (CHEBI:49302)
vanillylmandelic acid (CHEBI:20106) is a aromatic ether (CHEBI:35618)
vanillylmandelic acid (CHEBI:20106) is a phenols (CHEBI:33853)
vanillylmandelic acid (CHEBI:20106) is conjugate acid of vanillylmandelate (CHEBI:27622)
Incoming vanillylmandelate (CHEBI:27622) is conjugate base of vanillylmandelic acid (CHEBI:20106)
IUPAC Name
2-hydroxy-2-(4-hydroxy-3-methoxyphenyl)acetic acid
Synonyms Sources
3-methoxy-4-hydroxymandelic acid ChEBI
hydroxy(4-hydroxy-3-methoxyphenyl)acetic acid IUPAC
Vanillylmandelic acid KEGG COMPOUND
Vanilmandelic acid ChemIDplus
Database Links Databases
C05584 KEGG COMPOUND
HMDB00291 HMDB
VANILLYL_MANDELATE MetaCyc
Vanillylmandelic_acid Wikipedia
View more database links
Registry Numbers Types Sources
2213227 Beilstein Registry Number Beilstein
2213227 Reaxys Registry Number Reaxys
55-10-7 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
13756637 PubMed citation Europe PMC
23112240 PubMed citation Europe PMC
23399766 PubMed citation Europe PMC
23830883 PubMed citation Europe PMC
24327171 PubMed citation Europe PMC
Last Modified
23 October 2015