FComEx: Mesaconic acid (PC000844)

Record Information

Version

1.0

Creation date

2015-10-09 22:33:03 UTC

Update date

2017-01-19 02:36:38 UTC

FoodComEx ID

PC000844

FoodDB Record

FDB022221

Chemical Information

Name

Mesaconic 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

498-24-8

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Synonym	Source
(2E)-2-Methyl-2-butenedioate	hmdb
(2E)-2-Methyl-2-butenedioic acid	hmdb
(e)-2-Methyl-2-butenedioate	Generator
(e)-2-Methyl-2-butenedioic acid	ChEBI
(E)-Citraconate	hmdb
(E)-Citraconic acid	hmdb
2-Methylfumarate	hmdb
2-Methylfumaric acid	hmdb
Citronate	hmdb
Citronic acid	hmdb
Mesaconate	hmdb
Methylfumarate	hmdb
Methylfumaric acid	hmdb
trans-1-Propene-1,2-dicarboxylate	hmdb
trans-1-Propene-1,2-dicarboxylic acid	hmdb
trans-2-Methyl-2-butenedioate	hmdb
trans-2-Methyl-2-butenedioic acid	hmdb

Chemical Formula

C5H6O4

IUPAC name

(2E)-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