CHEBI:17497 - glycolic acid

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ChEBI Name glycolic acid
ChEBI ID CHEBI:17497
Definition A 2-hydroxy monocarboxylic acid that is acetic acid where the methyl group has been hydroxylated.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:42865, CHEBI:5475, CHEBI:24390
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Formula C2H4O3
Net Charge 0
Average Mass 76.05136
Monoisotopic Mass 76.016
InChI InChI=1S/C2H4O3/c3-1-2(4)5/h3H,1H2,(H,4,5)
InChIKey AEMRFAOFKBGASW-UHFFFAOYSA-N
SMILES OCC(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): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): keratolytic drug
A drug that softens, separates, and causes desquamation of the cornified epithelium or horny layer of skin. Keratolytic drugs are used to expose mycelia of infecting fungi or to treat corns, warts, and certain other skin diseases.
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ChEBI Ontology
Outgoing glycolic acid (CHEBI:17497) has functional parent acetic acid (CHEBI:15366)
glycolic acid (CHEBI:17497) has role keratolytic drug (CHEBI:50176)
glycolic acid (CHEBI:17497) has role metabolite (CHEBI:25212)
glycolic acid (CHEBI:17497) is a 2-hydroxy monocarboxylic acid (CHEBI:49302)
glycolic acid (CHEBI:17497) is a primary alcohol (CHEBI:15734)
glycolic acid (CHEBI:17497) is conjugate acid of glycolate (CHEBI:29805)
Incoming 2-phosphoglycolic acid (CHEBI:17150) has functional parent glycolic acid (CHEBI:17497)
caffeoylglycolic acid methyl ester (CHEBI:65548) has functional parent glycolic acid (CHEBI:17497)
glycolate ester (CHEBI:37938) has functional parent glycolic acid (CHEBI:17497)
phenoxyacetic acid (CHEBI:8075) has functional parent glycolic acid (CHEBI:17497)
phosphoglycolohydroxamic acid (CHEBI:28475) has functional parent glycolic acid (CHEBI:17497)
ureidoglycolic acid (CHEBI:49050) has functional parent glycolic acid (CHEBI:17497)
glycolate (CHEBI:29805) is conjugate base of glycolic acid (CHEBI:17497)
IUPAC Name
hydroxyacetic acid
Synonyms Sources
2-Hydroxyacetic acid ChemIDplus
2-Hydroxyethanoic acid NIST Chemistry WebBook
α-hydroxyacetic acid NIST Chemistry WebBook
alpha-Hydroxyacetic acid HMDB
Glycolic acid KEGG COMPOUND
GLYCOLIC ACID PDBeChem
Glycollic acid ChemIDplus
HOCH2COOH NIST Chemistry WebBook
Hydroxyacetic acid KEGG COMPOUND
Hydroxyethanoic acid ChemIDplus
Database Links Databases
4645 DrugCentral
C00007461 KNApSAcK
C00160 KEGG COMPOUND
Glycolic_acid Wikipedia
GLYCOLLATE MetaCyc
GOA PDBeChem
HMDB00115 HMDB
LMFA01050148 LIPID MAPS
View more database links
Registry Numbers Types Sources
1209322 Reaxys Registry Number Reaxys
79-14-1 CAS Registry Number KEGG COMPOUND
79-14-1 CAS Registry Number NIST Chemistry WebBook
79-14-1 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
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21950544 PubMed citation Europe PMC
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Last Modified
22 February 2017