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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-12 00:18:32 UTC
Update Date2019-01-11 19:56:19 UTC
HMDB IDHMDB0038962
Secondary Accession Numbers
  • HMDB38962
Metabolite Identification
Common NameEthyl tiglate
DescriptionEthyl tiglate is a flavouring ingredient.
Structure
Data?1547236579
Synonyms
ValueSource
Ethyl 2-methylbut-2-enoateKegg
(e)-2-Methyl-2-butenoic acid ethyl esterKegg
Ethyl 2-methylbut-2-enoic acidGenerator
Ethyl tiglic acidGenerator
(e)-2-Methyl-2-butenoate ethyl esterGenerator
(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
Chemical FormulaC7H12O2
Average Molecular Weight128.169
Monoisotopic Molecular Weight128.083729628
IUPAC Nameethyl (2E)-2-methylbut-2-enoate
Traditional Nameethyl tiglate
CAS Registry Number5837-78-5
SMILES
CCOC(=O)C(\C)=C\C
InChI Identifier
InChI=1S/C7H12O2/c1-4-6(3)7(8)9-5-2/h4H,5H2,1-3H3/b6-4+
InChI KeyOAPHLAAOJMTMLY-GQCTYLIASA-N
Chemical Taxonomy
DescriptionThis compound 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
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Process

Naturally occurring process:

Role

Industrial application:

Biological role:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
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
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0ke9-9100000000-13581cf2a37b7b5cbddfJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0ke9-9100000000-13581cf2a37b7b5cbddfJSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-053r-9100000000-4b1175187fccc13b4756JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-3900000000-9d8fdc002c3f0fe6bdc9JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-057i-9300000000-0943c911102030678571JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0pb9-9000000000-9a2b7f134af642a5b351JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-2900000000-9994fbcf77b5e58f5bfcJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0059-9500000000-648efe2bbeadbce00c4aJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4j-9000000000-add0c70eadc7432d9e51JSpectraViewer | MoNA
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB018448
KNApSAcK IDC00001310
Chemspider ID4444603
KEGG Compound IDC08487
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5281163
PDB IDNot Available
ChEBI IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  2. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
  3. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
  4. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
  5. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
  6. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.