Record Information
Version1.0
Creation date2015-10-09 22:28:10 UTC
Update date2017-01-19 02:36:12 UTC
FoodComEx IDPC000090
FoodDB RecordFDB003298
Chemical Information
NameHydroxyacetic acid
DescriptionGlycolic acid, also known as 2-hydroxyacetate or glycolate, belongs to the class of organic compounds known as alpha hydroxy acids and derivatives. These are organic compounds containing a carboxylic acid substituted with a hydroxyl group on the adjacent carbon. Glycolic acid is an extremely weak basic (essentially neutral) compound (based on its pKa). Glycolic acid exists in all living species, ranging from bacteria to humans. In humans, glycolic acid is involved in rosiglitazone metabolism pathway. Outside of the human body, Glycolic acid has been detected, but not quantified in, several different foods, such as sourdocks, pineappple sages, celeriacs, cloves, and feijoa. This could make glycolic acid a potential biomarker for the consumption of these foods. Once applied, glycolic acid reacts with the upper layer of the epidermis, weakening the binding properties of the lipids that hold the dead skin cells together. Glycolic acid is a potentially toxic compound. Glycolic acid, with regard to humans, has been found to be associated with several diseases such as transurethral resection of the prostate and biliary atresia; glycolic acid has also been linked to several inborn metabolic disorders including glutaric acidemia type 2, glycolic aciduria, and d-2-hydroxyglutaric aciduria. Glycolic and oxalic acid, along with excess lactic acid, are responsible for the anion gap metabolic acidosis.
CAS Number79-14-1
Structure
Thumb
Synonyms
SynonymSource
α-hydroxyacetic acidbiospider
2-Hydroxy carboxylatebiospider
2-Hydroxy carboxylic acidbiospider
2-Hydroxyacetatebiospider
2-Hydroxyacetic acidbiospider
2-HydroxyethanoateGenerator
2-Hydroxyethanoic acidChEBI
a-Hydroxyacetatebiospider
a-Hydroxyacetic acidbiospider
Acetic acid, 2-hydroxy-biospider
Acetic acid, hydroxy- (9CI)biospider
alpha-Hydroxyacetatebiospider
alpha-Hydroxyacetic acidbiospider
GlycocideHMDB
Glycolatebiospider
Glycolic aciddb_source
Glycollatebiospider
Glycollic aciddb_source
GlyPureHMDB
GlyPure 70HMDB
HOCH2COOHChEBI
Hydroxyacetatebiospider
Hydroxyethanoatebiospider
Hydroxyethanoic acidbiospider
Sodium glycolateHMDB
α-hydroxyacetateGenerator
α-hydroxyacetic acidGenerator
Chemical FormulaC2H4O3
IUPAC name2-hydroxyacetic acid
InChI IdentifierInChI=1S/C2H4O3/c3-1-2(4)5/h3H,1H2,(H,4,5)
InChI KeyAEMRFAOFKBGASW-UHFFFAOYSA-N
Isomeric SMILESOCC(O)=O
Average Molecular Weight76.0514
Monoisotopic Molecular Weight76.016043994
Chemical Taxonomy
Description Belongs to the class of organic compounds known as alpha hydroxy acids and derivatives. These are organic compounds containing a carboxylic acid substituted with a hydroxyl group on the adjacent carbon.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassHydroxy acids and derivatives
Sub ClassAlpha hydroxy acids and derivatives
Direct ParentAlpha hydroxy acids and derivatives
Alternative Parents
Substituents
  • Alpha-hydroxy acid
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Primary alcohol
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logP-1.11HANSCH,C ET AL. (1995)
Experimental Water SolubilityNot Available
Melting PointMp 80°DFC
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 10 g
Delivery TimeNot Available
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
AKSci J70127
AKSci J92622
AKSci K398
AKSci HMDB0000115
MetaSci HMDB0000115
Toronto Research Chemicals G645600