Record Information
Version1.0
Creation date2015-10-09 22:27:14 UTC
Update date2017-01-19 02:36:09 UTC
FoodComEx IDPC000006
FoodDB RecordFDB003291
Chemical Information
NameFumaric acid
DescriptionProduced industrially by fermentation of Rhizopus nigricans, or manufactured by catalytic or thermal isomerisation of maleic anhydride or maleic acid. Used as an antioxidant, acidulant, leavening agent and flavouring agent in foods. Present in raw lean fish. Dietary supplement. Used in powdered products since fumaric acid is less hygroscopic than other acids. A precursor to L-malate in the Krebs tricarboxylic acid cycle. It is formed by the oxidation of succinate by succinate dehydrogenase (wikipedia). Fumaric acid is also found in garden tomato, papaya, wild celery, and star fruit.
CAS Number110-17-8
Structure
Thumb
Synonyms
SynonymSource
(2e)-2-ButenedioateGenerator
(2E)-2-Butenedioic acidbiospider
(2E)-But-2-enedioatebiospider
(2E)-But-2-enedioic acidbiospider
(E)-2-Butenedioatebiospider
(e)-2-Butenedioic acidChEBI
(E)-2-Butenedioic acid, 9CIdb_source
2-(E)-Butenedioatebiospider
2-(E)-Butenedioic acidbiospider
Allomaleatebiospider
Allomaleic acidbiospider
Boletatebiospider
Boletic aciddb_source
E297db_source
FC 33HMDB
FEMA 2488db_source
Fumaratebiospider
FumarsaeureChEBI
Glaucic aciddb_source
LichenateHMDB
Lichenic acidbiospider
Paramaleic aciddb_source
Toxilic acidbiospider
trans-1,2-Ethylenedicarboxylatebiospider
trans-1,2-Ethylenedicarboxylic acidbiospider
trans-2-Butenedioatebiospider
trans-2-Butenedioic acidbiospider
trans-But-2-enedioateGenerator
trans-But-2-enedioic acidChEBI
trans-ButenedioateGenerator
trans-Butenedioic acidChEBI
trans-Ethylene-1,2-dicarboxylic aciddb_source
Tumaric acidbiospider
Chemical FormulaC4H4O4
IUPAC name(2E)-but-2-enedioic acid
InChI IdentifierInChI=1S/C4H4O4/c5-3(6)1-2-4(7)8/h1-2H,(H,5,6)(H,7,8)/b2-1-
InChI KeyVZCYOOQTPOCHFL-UPHRSURJSA-N
Isomeric SMILESOC(=O)\C=C/C(O)=O
Average Molecular Weight116.0722
Monoisotopic Molecular Weight116.010958616
Chemical Taxonomy
Description belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassDicarboxylic acids and derivatives
Direct ParentDicarboxylic acids and derivatives
Alternative Parents
Substituents
  • Fatty acyl
  • Fatty acid
  • Unsaturated fatty acid
  • Dicarboxylic acid or derivatives
  • Carboxylic acid
  • 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 logP0.46HANSCH,C ET AL. (1995)
Experimental Water Solubility7 mg/mL at 25 oCUS EPA (1981)
Melting PointMp 300-302° (sealed tube)DFC
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 5 g
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 G686
AKSci J10942
Glentham GP3315
MetaSci HMDB0000134
Toronto Research Chemicals F500380