FComEx: Methylsuccinic acid (PC001209)

Record Information

Version

1.0

Creation date

2018-05-02 12:42:45 UTC

Update date

2018-05-04 14:15:58 UTC

FoodComEx ID

PC001209

FoodDB Record

FDB022704

Chemical Information

Name

Methylsuccinic acid

Description

Methylsuccinic acid is a normal metabolite found in human fluids. Increased urinary levels of Methylsuccinic acid (together with ethylmalonic acid) are the main biochemical measurable features in ethylmalonic encephalopathy (OMIM 602473 ), a rare metabolic disorder with an autosomal recessive mode of inheritance that is clinically characterized by neuromotor delay, hyperlactic acidemia, recurrent petechiae, orthostatic acrocyanosis, and chronic diarrhea. (PMID 12382164) T he underlying biochemical defect involves isoleucine catabolism. (PMID 9667231) It has been found decreases in the urine of animals under D-serine-induced nephrotoxicity (D-Serine causes selective necrosis of the proximal straight tubules in the rat kidney). (PMID 15596249) [HMDB]

CAS Number

498-21-5

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
(S)-2-Hydroxy-2-methylsuccinate	hmdb
(S)-2-Hydroxy-2-methylsuccinic acid	hmdb
(S)-Citramalate	hmdb
(S)-Citramalic acid	hmdb
2-Methylbutanedioate	hmdb
2-Methylbutanedioic acid	hmdb
2-Methylsuccinate	hmdb
2-Methylsuccinic acid	hmdb
Methyl Succinic acid	hmdb
Methylbutanedioate	hmdb
Methylbutanedioic acid	hmdb
Methylsuccinate	hmdb
MEZ	hmdb
Pyrotartarate	hmdb
Pyrotartaric acid	hmdb

Chemical Formula

C5H8O4

IUPAC name

2-methylbutanedioic acid

InChI Identifier

InChI=1S/C5H8O4/c1-3(5(8)9)2-4(6)7/h3H,2H2,1H3,(H,6,7)(H,8,9)

InChI Key

WXUAQHNMJWJLTG-UHFFFAOYSA-N

Isomeric SMILES

CC(CC(O)=O)C(O)=O

Average Molecular Weight

132.1146

Monoisotopic Molecular Weight

132.042258744

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

Substituents