CHEBI:17497 - glycolic acid

ChEBI IDCHEBI:17497
ChEBI Nameglycolic acid
Stars
DefinitionA 2-hydroxy monocarboxylic acid that is acetic acid where the methyl group has been hydroxylated.
Secondary ChEBI IDsCHEBI:5475, CHEBI:24390, CHEBI:42865
Last Modified27 September 2021
DownloadsMolfile
FormulaC2H4O3
Net Charge0
Average Mass76.051
Monoisotopic Mass76.01604
SMILESO=C(O)CO
InChIInChI=1S/C2H4O3/c3-1-2(4)5/h3H,1H2,(H,4,5)
InChIKeyAEMRFAOFKBGASW-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
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.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
(benzyloxy)acetic acid (CHEBI:180539) has functional parent glycolic acid (CHEBI:17497)
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  Source
Glycolic acidKEGG COMPOUND
Hydroxyacetic acidKEGG COMPOUND
GLYCOLIC ACIDPDBeChem
Glycollic acidChemIDplus
2-Hydroxyacetic acidChemIDplus
Hydroxyethanoic acidChemIDplus
Manual XrefsDatabases
C00160KEGG COMPOUND
GOAPDBeChem
LMFA01050148LIPID MAPS
GLYCOLLATEMetaCyc
HMDB0000115HMDB
Glycolic_acidWikipedia
C00007461KNApSAcK
4645DrugCentral
Registry NumbersSources
Reaxys:1209322Reaxys
CAS:79-14-1KEGG COMPOUND
CAS:79-14-1ChemIDplus
CAS:79-14-1NIST Chemistry WebBook
Citations