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Showing Compound 3-Methyl-2-butenoic acid (FDB000736)

Record Information
Version1.0
Creation date2010-04-08 22:04:41 UTC
Update date2019-11-26 02:55:18 UTC
Primary IDFDB000736
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name3-Methyl-2-butenoic acid
DescriptionSenecioic acid, also known as 3-methylcrotonate or senecate, 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. Based on a literature review a significant number of articles have been published on Senecioic acid.
CAS Number541-47-9
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
3,3-Dimethylacrylic acidChEBI
3-Methyl-2-butenoic acidChEBI
3-Methylcrotonic acidChEBI
beta,beta-Dimethacrylic acidChEBI
beta,beta-Dimethylacrylic acidChEBI
beta-Methylcrotonic acidChEBI
SENECIC ACIDChEBI
3,3-DimethylacrylateGenerator
3-Methyl-2-butenoateGenerator
3-MethylcrotonateGenerator
b,b-DimethacrylateGenerator
b,b-Dimethacrylic acidGenerator
beta,beta-DimethacrylateGenerator
Β,β-dimethacrylateGenerator
Β,β-dimethacrylic acidGenerator
b,b-DimethylacrylateGenerator
b,b-Dimethylacrylic acidGenerator
beta,beta-DimethylacrylateGenerator
Β,β-dimethylacrylateGenerator
Β,β-dimethylacrylic acidGenerator
b-MethylcrotonateGenerator
b-Methylcrotonic acidGenerator
beta-MethylcrotonateGenerator
Β-methylcrotonateGenerator
Β-methylcrotonic acidGenerator
SENECateGenerator
SenecioateGenerator
3-Methyl-crotonateHMDB
3-Methyl-crotonic acidHMDB
3-Methylbut-2-enoateHMDB
3-Methylbut-2-enoic acidHMDB
b,b-Dimethyl acrylateHMDB
b,b-Dimethyl acrylic acidHMDB
beta,beta-Dimethyl acrylateHMDB
Β,β-dimethyl acrylateHMDB
Β,β-dimethyl acrylic acidHMDB
Senecioic acidChEBI
(CH3)2C=CHCOOHbiospider
β-methylcrotonic acidbiospider
β,β-dimethacrylic acidbiospider
β,β-dimethylacrylic acidbiospider
2-Butenoic acid, 3-methyl-biospider
3-methyl-buten-2-oic-acidbiospider
3-methyl-crotonatebiospider
3-methyl-Crotonic acidbiospider
3-methylbut-2-enoatebiospider
3-methylbut-2-enoic acidbiospider
3-Methylcrotonic acid, 8CIdb_source
B-methylcrotonatebiospider
B-methylcrotonic acidbiospider
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
β-methylcrotonateGenerator
β-methylcrotonic acidGenerator
β,β-dimethacrylateGenerator
β,β-dimethacrylic acidGenerator
β,β-dimethylacrylateGenerator
β,β-dimethylacrylic acidGenerator
Predicted Properties
PropertyValueSource
Water Solubility71.1 g/LALOGPS
logP0.79ALOGPS
logP1.16ChemAxon
logS-0.15ALOGPS
pKa (Strongest Acidic)5.02ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity27.25 m³·mol⁻¹ChemAxon
Polarizability10.25 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
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
Classification
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
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Process

Naturally occurring process:

Role

Industrial application:

Biological role:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionC 59.98%; H 8.05%; O 31.96%DFC
Melting PointMp 70°DFC
Boiling PointBp40 114°DFC
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS3-Methyl-2-butenoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0zgl-9100000000-fad992c9622a048041c8Spectrum
Predicted GC-MS3-Methyl-2-butenoic acid, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-05fr-9200000000-47cf47043dcc621a0e70Spectrum
Predicted GC-MS3-Methyl-2-butenoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS3-Methyl-2-butenoic acid, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Negative (Annotated)splash10-0a4j-9000000000-92ace8b7ab3c75386bf22012-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Negative (Annotated)splash10-052b-9000000000-ade4eabc58077e6357c82012-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Negative (Annotated)splash10-0002-9000000000-b803e5f392f789d436dd2012-07-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-9200000000-ec7954ac0255b8c3e03c2017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-052u-9000000000-b6913d6ebb6c47b8e5822017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052u-9000000000-fa9b01b0a4c8a64e570a2017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-052b-9000000000-ad48b46e78b860433bb02017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a5a-9000000000-b83dceb1bd0f86a7a4912017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a59-9000000000-6b1083439ff18a99308e2017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-9000000000-5289cc75fe7aae11de792021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000t-9000000000-40f2a490f543e03222422021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014i-9000000000-52adce5593fe6ee79db32021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-053r-9000000000-2154212e0fc35a7a1e812021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4l-9000000000-7dd92e64eddf70e010a92021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000f-9000000000-87790895b0e53b400be72021-09-24View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, experimental)Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)Spectrum
ChemSpider ID10468
ChEMBL IDCHEMBL115725
KEGG Compound IDNot Available
Pubchem Compound ID10931
Pubchem Substance IDNot Available
ChEBI ID37127
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB00509
CRC / DFC (Dictionary of Food Compounds) IDBGP21-C:BGP21-C
EAFUS ID2293
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDC00010280
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1035401
SuperScent ID10931
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
alcohol
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
green
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
phenolic
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
dairy
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference