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> Main
CHEBI:16388 - 4-hydroxymandelic acid
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ChEBI Name
4-hydroxymandelic acid
ChEBI ID
CHEBI:16388
Definition
A 2-hydroxy carboxylic acid that is mandelic acid bearing a phenolic hydroxy substituent at position 4.
Stars
This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs
CHEBI:1869, CHEBI:20410
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Formula
C8H8O4
Net Charge
0
Average Mass
168.14672
Monoisotopic Mass
168.04226
InChI
InChI=1S/C8H8O4/c9-6-3-1-5(2-4-6)7(10)8(11)12/h1-4,7,9-10H,(H,11,12)
InChIKey
YHXHKYRQLYQUIH-UHFFFAOYSA-N
SMILES
OC(C(O)=O)c1ccc(O)cc1
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):
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
4-hydroxymandelic acid (
CHEBI:16388
)
has functional parent
mandelic acid (
CHEBI:35825
)
4-hydroxymandelic acid (
CHEBI:16388
)
has role
metabolite (
CHEBI:25212
)
4-hydroxymandelic acid (
CHEBI:16388
)
is a
2-hydroxy carboxylic acid (
CHEBI:52618
)
4-hydroxymandelic acid (
CHEBI:16388
)
is a
phenols (
CHEBI:33853
)
4-hydroxymandelic acid (
CHEBI:16388
)
is conjugate acid of
4-hydroxymandelate (
CHEBI:32804
)
Incoming
(
R
)-4-hydroxymandelic acid (
CHEBI:32803
)
is a
4-hydroxymandelic acid (
CHEBI:16388
)
(
S
)-4-hydroxymandelic acid (
CHEBI:32802
)
is a
4-hydroxymandelic acid (
CHEBI:16388
)
4-hydroxymandelate (
CHEBI:32804
)
is conjugate base of
4-hydroxymandelic acid (
CHEBI:16388
)
IUPAC Name
hydroxy(4-hydroxyphenyl)acetic acid
Synonyms
Sources
4-hydroxymandelic acid
ChEBI
4-Hydroxymandelic acid
KEGG COMPOUND
4-hydroxymandelic acid
ChemIDplus
4-hydroxyphenylglycolic acid
ChemIDplus
Manual Xrefs
Databases
C11527
KEGG COMPOUND
HMDB0000822
HMDB
View more database links
Registry Numbers
Types
Sources
1198-84-1
CAS Registry Number
ChemIDplus
2365374
Reaxys Registry Number
Reaxys
486823
Gmelin Registry Number
Gmelin
Citation
Type
Source
22770225
PubMed citation
Europe PMC
Last Modified
23 October 2015