FComEx: Hydroxyacetic acid (PC000090)

Record Information

Version

1.0

Creation date

2015-10-09 22:28:10 UTC

Update date

2017-01-19 02:36:12 UTC

FoodComEx ID

PC000090

FoodDB Record

FDB003298

Chemical Information

Name

Hydroxyacetic acid

Description

Glycolic 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 Number

79-14-1

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
α-hydroxyacetic acid	biospider
2-Hydroxy carboxylate	biospider
2-Hydroxy carboxylic acid	biospider
2-Hydroxyacetate	biospider
2-Hydroxyacetic acid	biospider
2-Hydroxyethanoate	Generator
2-Hydroxyethanoic acid	ChEBI
a-Hydroxyacetate	biospider
a-Hydroxyacetic acid	biospider
Acetic acid, 2-hydroxy-	biospider
Acetic acid, hydroxy- (9CI)	biospider
alpha-Hydroxyacetate	biospider
alpha-Hydroxyacetic acid	biospider
Glycocide	HMDB
Glycolate	biospider
Glycolic acid	db_source
Glycollate	biospider
Glycollic acid	db_source
GlyPure	HMDB
GlyPure 70	HMDB
HOCH2COOH	ChEBI
Hydroxyacetate	biospider
Hydroxyethanoate	biospider
Hydroxyethanoic acid	biospider
Sodium glycolate	HMDB
α-hydroxyacetate	Generator
α-hydroxyacetic acid	Generator

Chemical Formula

C2H4O3

IUPAC name

2-hydroxyacetic acid

InChI Identifier

InChI=1S/C2H4O3/c3-1-2(4)5/h3H,1H2,(H,4,5)

InChI Key

AEMRFAOFKBGASW-UHFFFAOYSA-N

Isomeric SMILES

OCC(O)=O

Average Molecular Weight

76.0514

Monoisotopic Molecular Weight

76.016043994

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.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Hydroxy acids and derivatives

Sub Class

Alpha hydroxy acids and derivatives

Direct Parent

Alpha hydroxy acids and derivatives

Alternative Parents