2-Methylmaleate (BioCAD00000002673)

blood feces urine

Metabolite Card

Chinese Name: 2-甲基马来酸酯
Formula: C5H6O4 (130.0266)
SMILES: 

C\C(=C\C(O)=O)C(O)=O

Synonyms [en]

citraconic acid; methylmaleic acid; 2-Methylmaleate; Citraconate; 2-methylmaleic acid; cis-2-methylbutenedioic acid

Reviewed

Last reviewed on 2026-04-16.

Cite this Page

2-Methylmaleate. 数据之源，洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/2-Methylmaleate (retrieved 2026-08-20) (CAD Registry RN: BioCAD00000002673). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Citraconic acid, also known as 2-methylmaleate or methylmaleic acid, belongs to the class of organic compounds known as methyl-branched fatty acids. These are fatty acids with an acyl chain that has a methyl branch. Usually, they are saturated and contain only one or more methyl group. However, branches other than methyl may be present. Citraconic acid is a dicarboxylic acid consisting of maleic acid having a methyl substituent at the 2-position. Citraconic acid exists as a white solid. It is the cis-isomer of mesaconic acid and is one of the pyrocitric acids formed upon the heating of citric acid. Citraconic acid has been detected in the urine of both normal and fasting individuals (PMID: 6778884). Citraconic acid is also elevated in the urine of individuals with methylmalonic acidaemia who have suffered ketotic attacks (PMID: 116077). Altered serum levels of citraconic acid have been detected in patients with primary biliary cholangitis (PMID: 28400566).

Extracellular Membrane
Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 28259-97-4
  • CAS Registry Number: 498-23-7
  • CAS Registry Number: 7407-59-2
  • PubChem: 643798
  • PubChem: 874
  • ChEBI: ChEBI:17626
  • ChEBI: ChEBI:30719
  • HMDB: HMDB0000634
  • HMDB: HMDB00634
  • LipidMaps: LMFA01170099
  • KEGG: C02226
  • BioCyc: 2-METHYLMALEATE
  • NCBI MeSH: citraconic acid
  • Wikipedia: Citraconic_acid
  • DrugBank: DB04734
  • RefMet: RM0153097
  • MoNA: BAF_UVA_POS000459
  • MoNA: BAF_UVA_POS001267
  • MoNA: CCMSLIB00000578340
  • MoNA: CCMSLIB00005463640
  • MoNA: CCMSLIB00005720837
  • MoNA: EMBL_MCF_2_0_HRMS_Library000386
  • MoNA: EMBL_MCF_2_0_HRMS_Library000387
  • MoNA: FiehnHILIC001121
  • MoNA: FiehnHILIC002644
  • MoNA: FiehnLib000116
  • MoNA: FiehnLib000117
  • MoNA: FiehnLib000118
  • MoNA: FiehnLib000119
  • MoNA: FiehnLib000120
  • MoNA: FiehnLib000289
  • MoNA: HMDB0000634_c_ms_1065
  • MoNA: HMDB0000634_ms_ms_864
  • MoNA: HMDB0000634_ms_ms_865
  • MoNA: HMDB0000634_ms_ms_866
  • MoNA: JP011072
  • MoNA: KO000430
  • MoNA: KO000431
  • MoNA: KO000432
  • MoNA: KO000433
  • MoNA: KO000434
  • MoNA: MoNA034536
  • MoNA: MoNA034538
  • MoNA: MoNA034540
  • MoNA: MoNA038049
  • MoNA: PR100761
  • MoNA: PS075401
  • MoNA: PS075402
  • MoNA: PS075403
  • MoNA: PS075407
  • MoNA: PS075408
  • MoNA: PT207540
  • Metlin: METLIN_5607
  • metaboanalyst: 155895cb91a950b7a826c0b5b328e289
  • metaboanalyst: 56e589491d6b064739df176c873a995c
  • metaboanalyst: 58069fc452a2f2cc5853bfcd31d0f67e
  • metaboanalyst: 7d3432d2af5d2c5b5f1de25ba119f036

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R03896 4.2.1.35 (R)-2-methylmalate hydro-lyase (2-methylmaleate-forming)
KEGG:R03897 C02226 + C00001<=>C06031
KEGG:R03898 4.2.1.35 2-methylmaleate hydratase;
BioCyc:R-2-METHYLMALATE-DEHYDRATASE-RXN 4.2.1.35 CPD-31<=>2-METHYLMALEATE + WATER
BioCyc:RXN-16946 3.7.1.23 CPD-18271 + WATER --> 2-METHYLMALEATE + PYRUVATE + PROTON
BioCyc:RXN-7744 2-METHYLMALEATE + WATER --> CPD-7066
BioCyc:RXN-16948 3.7.1.23 CPD-18273 + WATER --> 2-METHYLMALEATE + PYRUVATE + PROTON
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Mass Spectrum
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Organism Source

Taxonomy Source

Pathway Synthetic

pathway id name
PathBank:SMP0012440 C5-Branched Dibasic Acid Metabolism
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