CHEBI:32816 - pyruvic acid

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ChEBI Name pyruvic acid
ChEBI ID CHEBI:32816
Definition A 2-oxo monocarboxylic acid that is the 2-keto derivative of propionic acid. It is a metabolite obtained during glycolysis.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:45253, CHEBI:8685, CHEBI:26466
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Formula C3H4O3
Net Charge 0
Average Mass 88.06206
Monoisotopic Mass 88.016
InChI InChI=1S/C3H4O3/c1-2(4)3(5)6/h1H3,(H,5,6)
InChIKey LCTONWCANYUPML-UHFFFAOYSA-N
SMILES CC(=O)C(O)=O
Metabolite of Species Details
Homo sapiens (NCBI:9606) See: PubMed
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): fundamental metabolite
Any metabolite produced by all living cells.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing pyruvic acid (CHEBI:32816) has functional parent propionic acid (CHEBI:30768)
pyruvic acid (CHEBI:32816) has role fundamental metabolite (CHEBI:78675)
pyruvic acid (CHEBI:32816) is a 2-oxo monocarboxylic acid (CHEBI:35910)
pyruvic acid (CHEBI:32816) is conjugate acid of pyruvate (CHEBI:15361)
Incoming β-(methylenecyclopropyl)pyruvic acid (CHEBI:133390) has functional parent pyruvic acid (CHEBI:32816)
(3,5-diiodo-4-hydroxyphenyl)pyruvic acid (CHEBI:17131) has functional parent pyruvic acid (CHEBI:32816)
(3E)-3-[(1R,5R,6S)-5-hydroxy-7-oxabicyclo[4.1.0]heptan-2-ylidene]pyruvic acid (CHEBI:85358) has functional parent pyruvic acid (CHEBI:32816)
(3E)-4-(2-hydroxyphenyl)-2-oxobut-3-enoic acid (CHEBI:59354) has functional parent pyruvic acid (CHEBI:32816)
(3S)-3-methyl-2-oxo-3-phenylpropanoic acid (CHEBI:74122) has functional parent pyruvic acid (CHEBI:32816)
(4-bromophenylsulfanyl)pyruvic acid (CHEBI:8934) has functional parent pyruvic acid (CHEBI:32816)
(4-hydroxyphenyl)pyruvic acid (CHEBI:15999) has functional parent pyruvic acid (CHEBI:32816)
(S)-3-hydroxy-2-oxo-3-phenylpropanoic acid (CHEBI:73985) has functional parent pyruvic acid (CHEBI:32816)
2-hydroxy-3-carboxybenzylidenepyruvic acid (CHEBI:19602) has functional parent pyruvic acid (CHEBI:32816)
2-hydroxy-3-methylbenzylidenepyruvic acid (CHEBI:19603) has functional parent pyruvic acid (CHEBI:32816)
2-hydroxy-4-hydroxymethylbenzylidenepyruvic acid (CHEBI:19610) has functional parent pyruvic acid (CHEBI:32816)
2-oxo-3-(5-oxofuran-2-ylidene)propanoic acid (CHEBI:65114) has functional parent pyruvic acid (CHEBI:32816)
3,4-dihydro-4-hydroxyphenylpyruvic acid (CHEBI:64939) has functional parent pyruvic acid (CHEBI:32816)
3,4-dihydroxyphenylpyruvic acid (CHEBI:19891) has functional parent pyruvic acid (CHEBI:32816)
3,5,3'-triiodothyropyruvic acid (CHEBI:18184) has functional parent pyruvic acid (CHEBI:32816)
3,5-dibromo-4-hydroxyphenylpyruvic acid (CHEBI:28128) has functional parent pyruvic acid (CHEBI:32816)
3,5-dichloro-4-hydroxyphenylpyruvic acid (CHEBI:28025) has functional parent pyruvic acid (CHEBI:32816)
3,5-dinitro-4-hydroxyphenylpyruvic acid (CHEBI:27981) has functional parent pyruvic acid (CHEBI:32816)
3-(3-methoxy-4-phenylmethoxyphenyl)-2-oxopropanoic acid (CHEBI:125489) has functional parent pyruvic acid (CHEBI:32816)
3-(4-hydroxycyclohex-2-en-1-ylidene)pyruvic acid (CHEBI:64942) has functional parent pyruvic acid (CHEBI:32816)
3-(5-benzyloxyindol-3-yl)pyruvic acid (CHEBI:55519) has functional parent pyruvic acid (CHEBI:32816)
3-(5-hydroxyindol-3-yl)pyruvic acid (CHEBI:27597) has functional parent pyruvic acid (CHEBI:32816)
3-(imidazol-1-yl)pyruvic acid (CHEBI:27501) has functional parent pyruvic acid (CHEBI:32816)
3-(imidazol-4-yl)pyruvic acid (CHEBI:59013) has functional parent pyruvic acid (CHEBI:32816)
3-(imidazol-5-yl)pyruvic acid (CHEBI:17406) has functional parent pyruvic acid (CHEBI:32816)
3-(indol-3-yl)pyruvic acid (CHEBI:29750) has functional parent pyruvic acid (CHEBI:32816)
3-[(1R,2S,5R,6S)-5-hydroxy-7-oxabicyclo[4.1.0]heptan-2-yl]pyruvic acid (CHEBI:85359) has functional parent pyruvic acid (CHEBI:32816)
3-[hydroxy(oxido)phosphoranyl]pyruvic acid (CHEBI:18007) has functional parent pyruvic acid (CHEBI:32816)
3-acylpyruvic acid (CHEBI:1447) has functional parent pyruvic acid (CHEBI:32816)
3-bromopyruvic acid (CHEBI:131461) has functional parent pyruvic acid (CHEBI:32816)
3-dimethylallyl-4-hydroxyphenylpyruvic acid (CHEBI:31113) has functional parent pyruvic acid (CHEBI:32816)
3-fluoropyruvic acid (CHEBI:55521) has functional parent pyruvic acid (CHEBI:32816)
3-fumarylpyruvic acid (CHEBI:1506) has functional parent pyruvic acid (CHEBI:32816)
3-hydroxypyruvic acid (CHEBI:30841) has functional parent pyruvic acid (CHEBI:32816)
3-mercaptopyruvic acid (CHEBI:16208) has functional parent pyruvic acid (CHEBI:32816)
3-phosphonooxypyruvic acid (CHEBI:30933) has functional parent pyruvic acid (CHEBI:32816)
3-phosphonopyruvic acid (CHEBI:30935) has functional parent pyruvic acid (CHEBI:32816)
3-sulfinylpyruvic acid (CHEBI:1665) has functional parent pyruvic acid (CHEBI:32816)
3-sulfopyruvic acid (CHEBI:16894) has functional parent pyruvic acid (CHEBI:32816)
4-hydroxy-3-iodophenylpyruvate (CHEBI:52989) has functional parent pyruvic acid (CHEBI:32816)
4-hydroxy-3-iodophenylpyruvic acid (CHEBI:28039) has functional parent pyruvic acid (CHEBI:32816)
keto-phenylpyruvic acid (CHEBI:30851) has functional parent pyruvic acid (CHEBI:32816)
lignin cw compound-2040 (CHEBI:86735) has functional parent pyruvic acid (CHEBI:32816)
lignin cw compound-2041 (CHEBI:86736) has functional parent pyruvic acid (CHEBI:32816)
lignin cw compound-2042 (CHEBI:86737) has functional parent pyruvic acid (CHEBI:32816)
lignin cw compound-3052 (CHEBI:86864) has functional parent pyruvic acid (CHEBI:32816)
lignin cw compound-3056 (CHEBI:86867) has functional parent pyruvic acid (CHEBI:32816)
Loniphenyruviridoside B, (rel)- (CHEBI:69639) has functional parent pyruvic acid (CHEBI:32816)
Loniphenyruviridoside C (CHEBI:69640) has functional parent pyruvic acid (CHEBI:32816)
methyl pyruvate (CHEBI:51850) has functional parent pyruvic acid (CHEBI:32816)
pyruvate ester (CHEBI:90320) has functional parent pyruvic acid (CHEBI:32816)
tetrahydro-4-hydroxyphenylpyruvic acid (CHEBI:64808) has functional parent pyruvic acid (CHEBI:32816)
Vanillactic acid (CHEBI:88526) has functional parent pyruvic acid (CHEBI:32816)
Vanilpyruvic acid (CHEBI:88402) has functional parent pyruvic acid (CHEBI:32816)
pyruvate (CHEBI:15361) is conjugate base of pyruvic acid (CHEBI:32816)
pyruvoyl group (CHEBI:45360) is substituent group from pyruvic acid (CHEBI:32816)
IUPAC Name
2-oxopropanoic acid
Synonyms Sources
2-ketopropionic acid ChemIDplus
2-oxopropanoic acid ChEBI
2-Oxopropanoic acid KEGG COMPOUND
2-Oxopropansäure ChemIDplus
2-Oxopropionsäure ChemIDplus
acetylformic acid NIST Chemistry WebBook
Acetylformic acid HMDB
acide pyruvique ChEBI
α-ketopropionic acid NIST Chemistry WebBook
α-Oxopropionsäure ChemIDplus
Brenztraubensäure ChEBI
BTS
Note: (2008-01-07) Acronym for Brenztraubensäure.
ChemIDplus
CH3COCOOH NIST Chemistry WebBook
Pyroracemic acid KEGG COMPOUND
pyruvic acid ChEBI
Pyruvic acid KEGG COMPOUND
PYRUVIC ACID PDBeChem
Database Links Databases
C00001200 KNApSAcK
C00022 KEGG COMPOUND
DB00119 DrugBank
ECMDB00243 ECMDB
HMDB0000243 HMDB
LMFA01060077 LIPID MAPS
PYR PDBeChem
PYRUVATE MetaCyc
Pyruvic_acid Wikipedia
YMDB00175 YMDB
View more database links
Registry Numbers Types Sources
101087 Gmelin Registry Number Gmelin
127-17-3 CAS Registry Number NIST Chemistry WebBook
127-17-3 CAS Registry Number ChemIDplus
506211 Beilstein Registry Number Beilstein
506211 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11762589 PubMed citation Europe PMC
19260671 PubMed citation Europe PMC
22150460 PubMed citation Europe PMC
22233273 PubMed citation Europe PMC
22735334 PubMed citation Europe PMC
22770225 PubMed citation Europe PMC
Last Modified
27 February 2017