Back to Compounds

3-Methyl-2-butenoic acid (PC000211)

Record Information
Version1.0
Creation date2015-10-09 22:29:13 UTC
Update date2017-01-19 02:36:16 UTC
FoodComEx IDPC000211
FoodDB RecordFDB000736
Chemical Information
Name3-Methyl-2-butenoic acid
DescriptionFlavouring ingredient Senecioic acid appears in the urine of patients with 3-Methylcrotonic aciduria, which is a disorder characterised by urine that contains increased amounts of 3-methylcrotonic acid (Senecioic acid). It is caused by defects in a biotin-dependent reaction that forms 3-methylglutaconic acid.
CAS Number541-47-9
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
(CH3)2C=CHCOOHbiospider
β-methylcrotonic acidbiospider
β,β-dimethacrylic acidbiospider
β,β-dimethylacrylic acidbiospider
2-Butenoic acid, 3-methyl-biospider
3-Methyl-2-butenoatebiospider
3-methyl-buten-2-oic-acidbiospider
3-methyl-crotonatebiospider
3-methyl-Crotonic acidbiospider
3-methylbut-2-enoatebiospider
3-methylbut-2-enoic acidbiospider
3-Methylcrotonatebiospider
3-Methylcrotonic acidbiospider
3-Methylcrotonic acid, 8CIdb_source
3,3-Dimethylacrylatebiospider
3,3-Dimethylacrylic aciddb_source
B-methylcrotonatebiospider
B-methylcrotonic acidbiospider
b,b-DimethacrylateGenerator
b,b-Dimethacrylic acidGenerator
B,b-dimethylacrylatebiospider
B,b-dimethylacrylic acidbiospider
Beta-methylcrotonatebiospider
Beta-methylcrotonic acidbiospider
Beta-methylcrotonic acid;biospider
Beta,beta-dimethacrylatebiospider
Beta,beta-dimethacrylic acidbiospider
Beta,beta-dimethyl acrylic acidbiospider
Beta,beta-dimethylacrylatebiospider
Beta,beta-dimethylacrylic acidbiospider
Crotonic acid, 3-methyl-biospider
FEMA 3187db_source
Isopropylideneacetic aciddb_source
Senecatebiospider
Senecic acidbiospider
Senecioatebiospider
Senecioic aciddb_source
β-methylcrotonateGenerator
β-methylcrotonic acidGenerator
β,β-dimethacrylateGenerator
β,β-dimethacrylic acidGenerator
β,β-dimethylacrylateGenerator
β,β-dimethylacrylic acidGenerator
Chemical FormulaC5H8O2
IUPAC name3-methylbut-2-enoic acid
InChI IdentifierInChI=1S/C5H8O2/c1-4(2)3-5(6)7/h3H,1-2H3,(H,6,7)
InChI KeyYYPNJNDODFVZLE-UHFFFAOYSA-N
Isomeric SMILESCC(C)=CC(O)=O
Average Molecular Weight100.1158
Monoisotopic Molecular Weight100.0524295
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
  • Monocarboxylic 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 PointMp 70°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 C642
AKSci J93066
MetaSci HMDB0000509
Sigma-Aldrich HMDB0000509
Toronto Research Chemicals M294930