Record Information
Version1.0
Creation date2015-10-09 22:30:09 UTC
Update date2017-01-19 02:36:20 UTC
FoodComEx IDPC000357
FoodDB RecordFDB022155
Chemical Information
NameCitraconic acid
DescriptionMesaconic 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 Number498-23-7
Structure
Thumb
Synonyms
SynonymSource
(Z)-2-Methyl-2-butenedioatehmdb
(Z)-2-Methyl-2-butenedioic acidhmdb
2-Methyl-2-butenedioateGenerator
2-Methyl-2-butenedioic acidChEBI
2-MethylmaleateGenerator
2-Methylmaleic acidChEBI
a-MethylmaleateGenerator
a-Methylmaleic acidGenerator
alpha-MethylmaleateGenerator
alpha-Methylmaleic acidChEBI
cis-2-MethylbutenedioateGenerator
cis-2-Methylbutenedioic acidChEBI
cis-MethylbutenedioateGenerator
cis-Methylbutenedioic acidChEBI
Citraconatehmdb
Citraconic acidhmdb
CitraconsaeureChEBI
Methyl-maleinsaeureChEBI
Methylmaleatehmdb
Methylmaleic acidhmdb
α-methylmaleateGenerator
α-methylmaleic acidGenerator
Chemical FormulaC5H6O4
IUPAC name(2Z)-2-methylbut-2-enedioic acid
InChI IdentifierInChI=1S/C5H6O4/c1-3(5(8)9)2-4(6)7/h2H,1H3,(H,6,7)(H,8,9)/b3-2+
InChI KeyHNEGQIOMVPPMNR-NSCUHMNNSA-N
Isomeric SMILESC\C(=C/C(O)=O)C(O)=O
Average Molecular Weight130.0987
Monoisotopic Molecular Weight130.02660868
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.
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
  • Unsaturated 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 AvailableProduction upon request, up to 50 mg
Delivery TimeNot Available
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
AKSci U619
MetaSci HMDB0000634
Sigma-Aldrich HMDB0000634