Record Information
Version1.0
Creation date2010-04-08 22:13:43 UTC
Update date2015-07-21 06:28:08 UTC
Primary IDFDB018448
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameEthyl tiglate
DescriptionFlavouring ingredient
CAS Number5837-78-5
Structure
Thumb
Synonyms
SynonymSource
Ethyl 2-methylbut-2-enoateKegg
(e)-2-Methyl-2-butenoic acid ethyl esterKegg
Ethyl 2-methylbut-2-enoic acidGenerator
(e)-2-Methyl-2-butenoate ethyl esterGenerator
Ethyl tiglic acidGenerator
(e)-2-Butenoic acid, 2-methyl-, ethyl esterHMDB
(e)-Ethyl 2-methyl-2-butenoateHMDB
(e)-Ethyl 2-methylcrotonateHMDB
2-Butenoic acid, 2-methyl-, ethyl esterHMDB
2-Methyl-ethyl ester(2E)-2-butenoic acidHMDB
2-Methyl-ethyl ester(e)-2-butenoic acidHMDB
2-Methyl-ethyl ester(e)-crotonic acidHMDB
Ethyl (2E)-2-methyl-2-butenoateHMDB
Ethyl (e)-2-methyl-2-butenoateHMDB
Ethyl (e)-2-methylcrotonateHMDB
Ethyl 2-methylcrotonateHMDB
Ethyl alpha -methylcrotonateHMDB
Ethyl alpha-methylcrotonateHMDB
Ethyl trans-2-methyl-2-butenoateHMDB
Ethyl trans-2-methylcrotonateHMDB
Ethyl-2-methylbut-2-enoateHMDB
FEMA 2460HMDB
Tiglic acid ethyl esterHMDB
Tiglic acid, ethyl esterHMDB
Tiglic acid, ethyl ester (6ci,7ci)HMDB
(E)-2-Butenoic acid, 2-methyl-, ethyl esterbiospider
(E)-2-Methyl-2-butenoic acid ethyl esterbiospider
2-Butenoic acid, 2-methyl-, ethyl ester, (2E)-biospider
2-Butenoic acid, 2-methyl-, ethyl ester, (E)-biospider
2-Methyl-ethyl ester(2e)-2-butenoic acidHMDB
Crotonic acid, 2-methyl-, ethyl ester, (E)-biospider
Ethyl (E)-2-methyl-2-butenoatebiospider
Ethyl (E)-2-methylcrotonatebiospider
Ethyl α-methylcrotonatebiospider
Ethyl 2-methyl-2-butenoate, (E)-biospider
Ethyl 2-methylcrotonate, (E)-biospider
Ethyl tiglatebiospider
Ethyl-(2E)-methyl-2-butenoatemanual
Predicted Properties
PropertyValueSource
Water Solubility6.04 g/LALOGPS
logP2.18ALOGPS
logP2.05ChemAxon
logS-1.3ALOGPS
pKa (Strongest Basic)-6.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity36.84 m³·mol⁻¹ChemAxon
Polarizability14.58 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC7H12O2
IUPAC nameethyl (2E)-2-methylbut-2-enoate
InChI IdentifierInChI=1S/C7H12O2/c1-4-6(3)7(8)9-5-2/h4H,5H2,1-3H3/b6-4+
InChI KeyOAPHLAAOJMTMLY-GQCTYLIASA-N
Isomeric SMILESCCOC(=O)C(\C)=C\C
Average Molecular Weight128.169
Monoisotopic Molecular Weight128.083729628
Classification
Description belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acid esters
Direct ParentFatty acid esters
Alternative Parents
Substituents
  • Fatty acid ester
  • Alpha,beta-unsaturated carboxylic ester
  • Enoate ester
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • 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
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 65.60%; H 9.44%; O 24.97%DFC
Melting PointNot Available
Boiling PointBp15 55-57°DFC
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd16.8 0.92DFC
Refractive Indexn16.8D 1.4347DFC
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0ke9-9100000000-13581cf2a37b7b5cbddfView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0ke9-9100000000-13581cf2a37b7b5cbddfView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-053r-9100000000-4b1175187fccc13b4756View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-3900000000-9d8fdc002c3f0fe6bdc9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-057i-9300000000-0943c911102030678571View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0pb9-9000000000-9a2b7f134af642a5b351View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-2900000000-9994fbcf77b5e58f5bfcView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0059-9500000000-648efe2bbeadbce00c4aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4j-9000000000-add0c70eadc7432d9e51View in MoNA
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
ChemSpider ID4444603
ChEMBL IDCHEMBL299599
KEGG Compound IDC08487
Pubchem Compound ID5281163
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB38962
CRC / DFC (Dictionary of Food Compounds) IDBHB40-W:LKS36-H
EAFUS ID1313
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDC00001310
HET IDNot Available
Flavornet IDNot Available
GoodScent IDrw1014591
SuperScent ID5281163
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
raspberry
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
sweet
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
fruity
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
tutti frutti
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
tropical
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
berry
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
floral
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
caramel
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference