Services
Research
Training
Industry
About us
ChEBI
Examples:
iron*
,
InChI=1S/CH4O/c1-2/h2H,1H3
,
caffeine
Advanced
Home
Advanced Search
Browse
Documentation
Download
Tools
About ChEBI
Submit
Contact us
DiNA
Statistics
Entity of the Month
Periodic Table
Ontology
Train online
User Manual
Annotation Manual
Developer Manual
FAQ's
BiNChE
libChEBI
Web Services
ChEBI
> Main
CHEBI:35825 - mandelic acid
Main
ChEBI Ontology
Automatic Xrefs
Reactions
Pathways
Models
ChEBI Name
mandelic acid
ChEBI ID
CHEBI:35825
Definition
A 2-hydroxy monocarboxylic acid that is acetic acid in which two of the methyl hydrogens are substituted by phenyl and hydroxyl groups.
Stars
This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs
CHEBI:25149, CHEBI:32801
Supplier Information
Download
Molfile
XML
SDF
Find compounds which contain this structure
Find compounds which resemble this structure
Take structure to the Advanced Search
Wikipedia
License
Read full article at Wikipedia
Formula
C8H8O3
Net Charge
0
Average Mass
152.14732
Monoisotopic Mass
152.04734
InChI
InChI=1S/C8H8O3/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5,7,9H,(H,10,11)
InChIKey
IWYDHOAUDWTVEP-UHFFFAOYSA-N
SMILES
OC(C(O)=O)c1ccccc1
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):
antibacterial agent
A substance (or active part thereof) that kills or slows the growth of bacteria.
human xenobiotic metabolite
Any human metabolite produced by metabolism of a xenobiotic compound in humans.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
mandelic acid (
CHEBI:35825
)
has functional parent
acetic acid (
CHEBI:15366
)
mandelic acid (
CHEBI:35825
)
has role
antibacterial agent (
CHEBI:33282
)
mandelic acid (
CHEBI:35825
)
has role
human xenobiotic metabolite (
CHEBI:76967
)
mandelic acid (
CHEBI:35825
)
is a
2-hydroxy monocarboxylic acid (
CHEBI:49302
)
mandelic acid (
CHEBI:35825
)
is a
benzenes (
CHEBI:22712
)
mandelic acid (
CHEBI:35825
)
is conjugate acid of
mandelate (
CHEBI:25147
)
Incoming
3,4-dihydroxymandelic acid (
CHEBI:27637
)
has functional parent
mandelic acid (
CHEBI:35825
)
3,4-methylenedioxymandelic acid (
CHEBI:65054
)
has functional parent
mandelic acid (
CHEBI:35825
)
3-dimethylallyl-4-hydroxymandelic acid (
CHEBI:31112
)
has functional parent
mandelic acid (
CHEBI:35825
)
3-hydroxymandelic acid (
CHEBI:86553
)
has functional parent
mandelic acid (
CHEBI:35825
)
4-hydroxymandelic acid (
CHEBI:16388
)
has functional parent
mandelic acid (
CHEBI:35825
)
cyclandelate (
CHEBI:3988
)
has functional parent
mandelic acid (
CHEBI:35825
)
ethyl hydroxy(phenyl)acetate (
CHEBI:38750
)
has functional parent
mandelic acid (
CHEBI:35825
)
vanillylmandelic acid (
CHEBI:20106
)
has functional parent
mandelic acid (
CHEBI:35825
)
(
R
)-mandelic acid (
CHEBI:17656
)
is a
mandelic acid (
CHEBI:35825
)
(
S
)-mandelic acid (
CHEBI:32800
)
is a
mandelic acid (
CHEBI:35825
)
mandelate (
CHEBI:25147
)
is conjugate base of
mandelic acid (
CHEBI:35825
)
IUPAC Name
hydroxy(phenyl)acetic acid
Synonyms
Sources
(
R
S
)-Mandelic acid
HMDB
2-Hydroxy-2-phenylacetic acid
HMDB
2-Hydroxy-2-phenylethanoic acid
HMDB
α-hydroxybenzeneacetic acid
NIST Chemistry WebBook
D
L
-Mandelic acid
HMDB
Mandelsäure
ChEBI
Manual Xrefs
Databases
1629
DrugCentral
HMDB0000703
HMDB
Mandelic_acid
Wikipedia
View more database links
Registry Numbers
Types
Sources
218213
Gmelin Registry Number
Gmelin
510011
Beilstein Registry Number
Beilstein
510011
Reaxys Registry Number
Reaxys
90-64-2
CAS Registry Number
NIST Chemistry WebBook
90-64-2
CAS Registry Number
ChemIDplus
Citations
Types
Sources
22770225
PubMed citation
Europe PMC
24278065
PubMed citation
Europe PMC
4813698
PubMed citation
Europe PMC
Last Modified
07 July 2017
General Comment
2014-03-11
Mandelic acid in found in urine samples of humans that have been exposed to styrene.