FComEx: Citraconic acid (PC000357)

Record Information

Version

1.0

Creation date

2015-10-09 22:30:09 UTC

Update date

2017-01-19 02:36:20 UTC

FoodComEx ID

PC000357

FoodDB Record

FDB022155

Chemical Information

Name

Citraconic acid

Description

Mesaconic acid is one of several isomeric carboxylic acids obtained from citric acid. Is used as a fire retardant, recent studies revealed this acid is a competitive inhibitor of fumarate reduction. [HMDB]

CAS Number

498-23-7

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
(Z)-2-Methyl-2-butenedioate	hmdb
(Z)-2-Methyl-2-butenedioic acid	hmdb
2-Methyl-2-butenedioate	Generator
2-Methyl-2-butenedioic acid	ChEBI
2-Methylmaleate	Generator
2-Methylmaleic acid	ChEBI
a-Methylmaleate	Generator
a-Methylmaleic acid	Generator
alpha-Methylmaleate	Generator
alpha-Methylmaleic acid	ChEBI
cis-2-Methylbutenedioate	Generator
cis-2-Methylbutenedioic acid	ChEBI
cis-Methylbutenedioate	Generator
cis-Methylbutenedioic acid	ChEBI
Citraconate	hmdb
Citraconic acid	hmdb
Citraconsaeure	ChEBI
Methyl-maleinsaeure	ChEBI
Methylmaleate	hmdb
Methylmaleic acid	hmdb
α-methylmaleate	Generator
α-methylmaleic acid	Generator

Chemical Formula

C5H6O4

IUPAC name

(2Z)-2-methylbut-2-enedioic acid

InChI Identifier

InChI=1S/C5H6O4/c1-3(5(8)9)2-4(6)7/h2H,1H3,(H,6,7)(H,8,9)/b3-2+

InChI Key

HNEGQIOMVPPMNR-NSCUHMNNSA-N

Isomeric SMILES

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

Average Molecular Weight

130.0987

Monoisotopic Molecular Weight

130.02660868

Chemical Taxonomy

Description

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.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Methyl-branched fatty acids

Alternative Parents