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:
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).
fundamental metabolite  Any metabolite produced by all living cells.
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
2-ketopropionic acidChemIDplus
2-oxopropanoic acidChEBI
2-Oxopropanoic acidKEGG COMPOUND
2-OxopropansäureChemIDplus
2-OxopropionsäureChemIDplus
acetylformic acidNIST Chemistry WebBook
Manual XrefsDatabases
C00001200KNApSAcK
C00022KEGG COMPOUND
DB00119DrugBank
ECMDB00243ECMDB
HMDB0000243HMDB
LMFA01060077LIPID MAPS
PYRPDBeChem
PYRUVATEMetaCyc
Pyruvic_acidWikipedia
YMDB00175YMDB
Registry NumbersSources
Gmelin:101087Gmelin
Beilstein:506211Beilstein
Reaxys:506211Reaxys
CAS:127-17-3ChemIDplus
CAS:127-17-3NIST Chemistry WebBook
Citations