Record Information
Version1.0
Creation date2018-05-02 12:42:45 UTC
Update date2018-05-04 14:15:58 UTC
FoodComEx IDPC001209
FoodDB RecordFDB022704
Chemical Information
NameMethylsuccinic acid
DescriptionMethylsuccinic 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 Number498-21-5
Structure
Thumb
Synonyms
SynonymSource
(S)-2-Hydroxy-2-methylsuccinatehmdb
(S)-2-Hydroxy-2-methylsuccinic acidhmdb
(S)-Citramalatehmdb
(S)-Citramalic acidhmdb
2-Methylbutanedioatehmdb
2-Methylbutanedioic acidhmdb
2-Methylsuccinatehmdb
2-Methylsuccinic acidhmdb
Methyl Succinic acidhmdb
Methylbutanedioatehmdb
Methylbutanedioic acidhmdb
Methylsuccinatehmdb
MEZhmdb
Pyrotartaratehmdb
Pyrotartaric acidhmdb
Chemical FormulaC5H8O4
IUPAC name2-methylbutanedioic acid
InChI IdentifierInChI=1S/C5H8O4/c1-3(5(8)9)2-4(6)7/h3H,2H2,1H3,(H,6,7)(H,8,9)
InChI KeyWXUAQHNMJWJLTG-UHFFFAOYSA-N
Isomeric SMILESCC(CC(O)=O)C(O)=O
Average Molecular Weight132.1146
Monoisotopic Molecular Weight132.042258744
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.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acids and conjugates
Direct ParentMethyl-branched fatty acids
Alternative Parents
Substituents
  • Methyl-branched fatty acid
  • Dicarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logPNot Available
Experimental Water SolubilityNot Available
Melting PointNot Available
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity Available1 to 2 mg
Delivery Time2 weeks
Storage Formpowder
Storage Conditions-18°C
StabilityNot Available
Purityunknown
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Augustin ScalbertInternational Agency for Research on Cancer (IARC), Biomarkers Group, 150 cours Albert Thomas, Lyon, FR, 69372scalberta@iarc.fr
Commercial Vendors
AKSci V1724
MetaSci HMDB0001844
Toronto Research Chemicals M329045
Toronto Research Chemicals HMDB0001844