CHEBI:30841 - 3-hydroxypyruvic acid

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ChEBI Name 3-hydroxypyruvic acid
ChEBI ID CHEBI:30841
Definition A 2-oxo monocarboxylic acid that is pyruvic acid in which one of the methyl hydrogens is substituted by a hydroxy group. It is an intermediate involved in the glycine and serine metabolism.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:39999, CHEBI:5813, CHEBI:20083
Supplier Information eMolecules:5747785, ZINC000001532558
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Hydroxypyruvic acid is the organic compound with the formula HOCH2C(O)CO2H. It is a white solid. It is encountered in many biochemical contexts, being the oxidized derivative of lactic acid, a degradation product of RuBisCO, and the result of oxidative deamination of serine.
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Formula C3H4O4
Net Charge 0
Average Mass 104.06146
Monoisotopic Mass 104.01096
InChI InChI=1S/C3H4O4/c4-1-2(5)3(6)7/h4H,1H2,(H,6,7)
InChIKey HHDDCCUIIUWNGJ-UHFFFAOYSA-N
SMILES OCC(=O)C(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): human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
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ChEBI Ontology
Outgoing 3-hydroxypyruvic acid (CHEBI:30841) has functional parent pyruvic acid (CHEBI:32816)
3-hydroxypyruvic acid (CHEBI:30841) has role Escherichia coli metabolite (CHEBI:76971)
3-hydroxypyruvic acid (CHEBI:30841) has role human metabolite (CHEBI:77746)
3-hydroxypyruvic acid (CHEBI:30841) is a 2-oxo monocarboxylic acid (CHEBI:35910)
3-hydroxypyruvic acid (CHEBI:30841) is a 3-hydroxy monocarboxylic acid (CHEBI:35969)
3-hydroxypyruvic acid (CHEBI:30841) is a primary α-hydroxy ketone (CHEBI:139590)
3-hydroxypyruvic acid (CHEBI:30841) is conjugate acid of 3-hydroxypyruvate (CHEBI:17180)
Incoming 3-hydroxypyruvate (CHEBI:17180) is conjugate base of 3-hydroxypyruvic acid (CHEBI:30841)
IUPAC Name
3-hydroxy-2-oxopropanoic acid
Synonyms Sources
3-Hydroxypyruvic acid KEGG COMPOUND
3-HYDROXYPYRUVIC ACID PDBeChem
Hydroxypyruvic acid KEGG COMPOUND
Manual Xrefs Databases
3PY PDBeChem
C00007563 KNApSAcK
C00168 KEGG COMPOUND
DB02951 DrugBank
HMDB0001352 HMDB
Hydroxypyruvic_acid Wikipedia
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Registry Numbers Types Sources
1113-60-6 CAS Registry Number KEGG COMPOUND
1113-60-6 CAS Registry Number ChemIDplus
1721079 Reaxys Registry Number Reaxys
Citations
BEHAL FJ (1960)
Hydroxypyruvic acid formation in Aspergillus niger.
Archives of biochemistry and biophysics 88, 110-112 [PubMed:13798280]
DICKENS F, WILLIAMSON DH (1958)
The preparation and properties of lithium hydroxypyruvate and hydroxypyruvic acid.
The Biochemical journal 68, 74-81 [PubMed:13522577]
BELLAMY LJ, WILLIAMS RL (1958)
The infrared spectra of hydroxypyruvic acid and related compounds.
The Biochemical journal 68, 81-84 [PubMed:13522578]
WILLIAMSON DH (1958)
The preparation, estimation, and some properties of hydroxypyruvic acid.
The Journal of medical laboratory technology 15, 149-164 [PubMed:13564115]
HOLZER H, GOEDDE HW, SCHNEIDER S (1955)
[Exchange of hydroxypyruvic acid and glycol aldehyde with carboxylase and alcohol dehydrogenase from yeast].
Biochemische Zeitschrift 327, 245-254 [PubMed:13328834]
STAFFORD HA, MAGALDI A, VENNESLAND B (1954)
The enzymatic reduction of hydroxypyruvic acid to D-glyceric acid in higher plants.
The Journal of biological chemistry 207, 621-629 [PubMed:13163046]
SPRINSON DB, CHARGAFF E (1946)
The occurrence of hydroxypyruvic acid in biological systems.
The Journal of biological chemistry 164, 411-415 [PubMed:20989501]
Last Modified
06 February 2018