EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:17626 - citraconic acid

ChEBI IDCHEBI:17626
ChEBI Namecitraconic acid
Stars
DefinitionA dicarboxylic acid consisting of maleic acid having a methyl substituent at the 2-position.
Secondary ChEBI IDsCHEBI:1207, CHEBI:11623, CHEBI:19703, CHEBI:19704
Last Modified24 February 2022
DownloadsMolfile
FormulaC5H6O4
Net Charge0
Average Mass130.099
Monoisotopic Mass130.02661
SMILESC/C(=C/C(=O)O)C(=O)O
InChIInChI=1S/C5H6O4/c1-3(5(8)9)2-4(6)7/h2H,1H3,(H,6,7)(H,8,9)/b3-2-
InChIKeyHNEGQIOMVPPMNR-IHWYPQMZSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
ChEBI Ontology
Outgoing Relation(s)
citraconic acid (CHEBI:17626) has functional parent maleic acid (CHEBI:18300)
citraconic acid (CHEBI:17626) has role human metabolite (CHEBI:77746)
citraconic acid (CHEBI:17626) is a dicarboxylic acid (CHEBI:35692)
citraconic acid (CHEBI:17626) is a dicarboxylic fatty acid (CHEBI:189840)
citraconic acid (CHEBI:17626) is conjugate acid of citraconate(2−) (CHEBI:30719)
Incoming Relation(s)
citraconate(2−) (CHEBI:30719) is conjugate base of citraconic acid (CHEBI:17626)
IUPAC Name 
(2Z)-2-methylbut-2-enedioic acid
Synonyms  Source
Citraconic acidKEGG COMPOUND
Methylmaleic acidKEGG COMPOUND
2-methylmaleic acidChEBI
α-methylmaleic acidChEBI
cis-2-methylbutenedioic acidChEBI
Methyl-maleinsäureChemIDplus
Manual XrefsDatabases
C02226KEGG COMPOUND
DB04734DrugBank
HMDB0000634HMDB
2-METHYLMALEATEMetaCyc
Citraconic_acidWikipedia
Registry NumbersSources
Reaxys:1722679Reaxys
CAS:498-23-7KEGG COMPOUND
CAS:498-23-7ChemIDplus
CAS:498-23-7NIST Chemistry WebBook
Citations