Structure via PubChem · Public domain (PubChem)
citraconic acid
Sign in to saveAlso known as (2E)-2-METHYLBUT-2-ENEDIOIC ACID, cis-Methylbutenedioic acid, Citraconate, METHYLMALEIC ACID, trans-2-Methyl-2-butenedioic acid, Methylmaleate, (Z)-2-Methyl-2-butenedioate, 2-Methyl-2-butenedioic acid
chemical compound
In the Vinony graph
Within Vinony's link graph, citraconic acid is referenced by 10 other articles, and connects out to International Standard Book Number, mass density and digital object identifier.
It is catalogued under topics including Chembox having GHS data, Dicarboxylic acids and ECHA InfoCard ID from Wikidata.
Its subject is documented across 13 Wikipedia language editions.
Chemical data
- Formula
- C5H6O4
- Molecular weight
- 130.1 g/mol
- IUPAC name
- (Z)-2-methylbut-2-enedioic acid
- SMILES
- C/C(=C/C(=O)O)/C(=O)O
- InChIKey
- HNEGQIOMVPPMNR-IHWYPQMZSA-N
- XLogP
- -0.1
- Polar surface area
- 74.6 Ų
- H-bond donors
- 2
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Research
128 papers- Growth hormone combined with estrogen improves intrauterine adhesion fibrosis by downregulating endometrial microbial citraconic acid to target β-catenin protein.mSystems · 2025
- Citraconate inhibits ACOD1 (IRG1) catalysis, reduces interferon responses and oxidative stress, and modulates inflammation and cell metabolism.Nature metabolism · 2022
- Aconitate decarboxylase (ACOD1) has found a disease.Trends in endocrinology and metabolism: TEM · 2024
- Citraconic acid mitigates radiation-induced intestinal injury by modulating IL-17 signaling to enhance epithelial regeneration.BMC gastroenterology · 2026
- pH-Responsive Charge-Conversion Progelator Peptides.Advanced functional materials · 2021
via PubMed
Wikidata facts
- Subclass of
- dicarboxylic acid
- Mass
- 130.027
Show 6 more facts
- pKa
- 2.42
- chemical formula
- C₅H₆O₄
- melting point
- 90
- isomeric SMILES
- C/C(=C/C(=O)O)/C(=O)O
- canonical SMILES
- CC(=CC(=O)O)C(=O)O
- Commons category
- Citraconic acid
via Wikidata · CC0