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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
Beilstein Registry Number
Beilstein
2365374
Reaxys Registry Number
Reaxys
486823
Gmelin Registry Number
Gmelin
Citation
Type
Source
22770225
PubMed citation
Europe PMC
Last Modified
23 October 2015