CHEBI:78320 - 2-hydroxypropanoic acid

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ChEBI Name 2-hydroxypropanoic acid
ChEBI ID CHEBI:78320
Definition A 2-hydroxy monocarboxylic acid that is propanoic acid in which one of the α-hydrogens is replaced by a hydroxy group.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C3H6O3
Net Charge 0
Average Mass 90.07790
Monoisotopic Mass 90.032
InChI InChI=1S/C3H6O3/c1-2(4)3(5)6/h2,4H,1H3,(H,5,6)
InChIKey JVTAAEKCZFNVCJ-UHFFFAOYSA-N
SMILES CC(O)C(O)=O
Metabolite of Species Details
Chlamydomonas reinhardtii (NCBI:txid3055) See: PubMed
Daphnia magna (NCBI:txid35525) See: Mixtures of similarly acting compounds in Daphnia magna: From gene to metabolite and beyondTine Vandenbrouck, Oliver A.H. Jones, Nathalie Dom, Julian L. Griffin, Wim De CoenEnvironment International 36 (2010) 254-268
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): algal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in algae including unicellular organisms like chlorella and diatoms to multicellular organisms like giant kelps and brown algae.
Daphnia magna metabolite
A Daphnia metabolite produced by the species Daphnia magna.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 2-hydroxypropanoic acid (CHEBI:78320) has functional parent propionic acid (CHEBI:30768)
2-hydroxypropanoic acid (CHEBI:78320) has role Daphnia magna metabolite (CHEBI:83056)
2-hydroxypropanoic acid (CHEBI:78320) has role algal metabolite (CHEBI:84735)
2-hydroxypropanoic acid (CHEBI:78320) is a 2-hydroxy monocarboxylic acid (CHEBI:49302)
2-hydroxypropanoic acid (CHEBI:78320) is conjugate acid of lactate (CHEBI:24996)
Incoming 3-(4-hydroxy-3,5-diiodophenyl)lactic acid (CHEBI:16122) has functional parent 2-hydroxypropanoic acid (CHEBI:78320)
3-(imidazol-5-yl)lactic acid (CHEBI:27487) has functional parent 2-hydroxypropanoic acid (CHEBI:78320)
3-methylbutyl 2-hydroxypropanoate (CHEBI:87534) has functional parent 2-hydroxypropanoic acid (CHEBI:78320)
ethyl 2-hydroxypropanoate (CHEBI:78321) has functional parent 2-hydroxypropanoic acid (CHEBI:78320)
lactate ester (CHEBI:83219) has functional parent 2-hydroxypropanoic acid (CHEBI:78320)
(R)-lactic acid (CHEBI:42111) is a 2-hydroxypropanoic acid (CHEBI:78320)
(S)-lactic acid (CHEBI:422) is a 2-hydroxypropanoic acid (CHEBI:78320)
lactate (CHEBI:24996) is conjugate base of 2-hydroxypropanoic acid (CHEBI:78320)
IUPAC Name
2-hydroxypropanoic acid
Synonyms Sources
2-Hydroxypropanoic acid KEGG COMPOUND
2-Hydroxypropionic acid KEGG COMPOUND
Lactic acid KEGG COMPOUND
Manual Xrefs Databases
C01432 KEGG COMPOUND
D00111 KEGG DRUG
View more database links
Registry Number Type Source
50-21-5 CAS Registry Number KEGG COMPOUND
Last Modified
08 February 2017
General Comment
2014-04-23 This is the entry where the stereochemistry for the molecule is unspecified. There are separate entries for the (R)- and (S)-lactic acid.