CHEBI:32816 - pyruvic acid

ChEBI IDCHEBI:32816
ChEBI Namepyruvic acid
Stars
DefinitionA 2-oxo monocarboxylic acid that is the 2-keto derivative of propionic acid. It is a metabolite obtained during glycolysis.
Secondary ChEBI IDsCHEBI:8685, CHEBI:26466, CHEBI:45253
Last Modified18 April 2024
SubmitterKirill Degtyarenko
DownloadsMolfile
FormulaC3H4O3
Net Charge0
Average Mass88.062
Monoisotopic Mass88.01604
SMILESCC(=O)C(=O)O
InChIInChI=1S/C3H4O3/c1-2(4)3(5)6/h1H3,(H,5,6)
InChIKeyLCTONWCANYUPML-UHFFFAOYSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) - PubMed (22735334)
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
fundamental metabolite  Any metabolite produced by all living cells.
cofactor  An organic molecule or ion (usually a metal ion) that is required by an enzyme for its activity. It may be attached either loosely (coenzyme) or tightly (prosthetic group).
ChEBI Ontology
Outgoing Relation(s)
pyruvic acid (CHEBI:32816) has functional parent propionic acid (CHEBI:30768)
pyruvic acid (CHEBI:32816) has role cofactor (CHEBI:23357)
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 Relation(s)
(S)-3-hydroxy-2-oxo-3-phenylpropanoic acid (CHEBI:73985) has functional parent pyruvic acid (CHEBI:32816)
(2Z)-2-hydroxy-3-(3-methoxyphenyl)prop-2-enoic acid (CHEBI:193988) has functional parent pyruvic acid (CHEBI:32816)
(2Z)-2-hydroxy-3-(4-methoxyphenyl)prop-2-enoic acid (CHEBI:193986) 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)
keto-phenylpyruvic acid (CHEBI:30851) 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-(3,4,5-trihydroxyphenyl)propanoic acid (CHEBI:190906) 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)
2-oxo-3-[4-(sulfooxy)phenyl]propanoic acid (CHEBI:169063) has functional parent pyruvic acid (CHEBI:32816)
3-(2,4-dihydroxy-5-methoxyphenyl)-2-oxopropanoic acid (CHEBI:184410) 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-(3-methoxyphenyl)-2-oxopropanoic acid (CHEBI:193989) has functional parent pyruvic acid (CHEBI:32816)
3-(4-aminophenyl)pyruvic acid (CHEBI:143077) 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-(4-methoxyphenyl)-2-oxopropanoic acid (CHEBI:193985) 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-[3-methoxy-4-(sulfooxy)phenyl]-2-oxopropanoic acid (CHEBI:168858) has functional parent pyruvic acid (CHEBI:32816)
3-[4-hydroxy-3-(sulfooxy)phenyl]-2-oxopropanoic acid (CHEBI:169175) 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-hydroxyphenylpyruvic acid (CHEBI:167870) 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)
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-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)
3,5,3'-triiodothyropyruvic acid (CHEBI:18184) 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)
4-hydroxyphenylpyruvic acid (CHEBI:15999) has functional parent pyruvic acid (CHEBI:32816)
Dimethoxycinnamic acid (CHEBI:176369) has functional parent pyruvic acid (CHEBI:32816)
Hydroxyphenylpyruvic acid (CHEBI:167876) 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 3-(4-methoxyphenyl)-2-oxopropanoate (CHEBI:173183) 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)
Schizotenuin F (CHEBI:169046) 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)
β-(methylenecyclopropyl)pyruvic acid (CHEBI:133390) 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  Source
Pyruvic acidKEGG COMPOUND
2-Oxopropanoic acidKEGG COMPOUND
Pyroracemic acidKEGG COMPOUND
pyruvic acidChEBI
2-oxopropanoic acidChEBI
PYRUVIC ACIDPDBeChem
Manual XrefsDatabases
C00022KEGG COMPOUND
PYRPDBeChem
LMFA01060077LIPID MAPS
HMDB0000243HMDB
PYRUVATEMetaCyc
Pyruvic_acidWikipedia
DB00119DrugBank
C00001200KNApSAcK
YMDB00175YMDB
ECMDB00243ECMDB
Registry NumbersSources
Gmelin:101087Gmelin
Beilstein:506211Beilstein
Reaxys:506211Reaxys
CAS:127-17-3ChemIDplus
CAS:127-17-3NIST Chemistry WebBook
Citations