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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 22:52:45 UTC
Update Date2019-07-23 06:24:23 UTC
HMDB IDHMDB0037628
Secondary Accession Numbers
  • HMDB37628
Metabolite Identification
Common NamePhenethyl tiglate
DescriptionPhenethyl tiglate, also known as fema 2870, belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. Phenethyl tiglate is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Data?1563863063
Synonyms
ValueSource
Phenethyl tiglic acidGenerator
(e)-2-Phenylethyl 2-methyl-2-butenoateHMDB
2-Butenoic acid, 2-methyl-, phenethyl esterHMDB
2-Methyl-2-phenylethyl ester(2E)-2-butenoic acidHMDB
2-Methyl-2-phenylethyl ester(e)-2-butenoic acidHMDB
2-Phenylethanol tiglateHMDB
2-Phenylethyl (2E)-2-methyl-2-butenoateHMDB
2-Phenylethyl (e)-2-methyl-2-butenoateHMDB
2-Phenylethyl tiglateHMDB
2-Phenylethyl trans-2,3-dimethylacrylateHMDB
2-Phenylethyl trans-2-methylbutenoateHMDB
3',4',5,6,7-PentahydroxyflavoneHMDB
Benzyl carbinyl tiglateHMDB
Benzylcarbinyl tiglateHMDB
beta -Phenylethyl tiglateHMDB
FEMA 2870HMDB
Phenethyl 2-methylcrotonateHMDB
Phenyl ethyl tiglateHMDB
Phenylethyl (e)-2-methyl-2-butenoateHMDB
Phenylethyl tiglateHMDB
Phenylethyl-alpha -methylbutenoateHMDB
Phenylethyl-alpha-methylbutenoateHMDB
2-Phenylethyl (2Z)-2-methylbut-2-enoic acidGenerator
Chemical FormulaC13H16O2
Average Molecular Weight204.2649
Monoisotopic Molecular Weight204.115029756
IUPAC Name2-phenylethyl (2Z)-2-methylbut-2-enoate
Traditional Name2-phenylethyl (2Z)-2-methylbut-2-enoate
CAS Registry Number55719-85-2
SMILES
C\C=C(\C)C(=O)OCCC1=CC=CC=C1
InChI Identifier
InChI=1S/C13H16O2/c1-3-11(2)13(14)15-10-9-12-7-5-4-6-8-12/h3-8H,9-10H2,1-2H3/b11-3-
InChI KeyKVMWYGAYARXPOL-JYOAFUTRSA-N
Chemical Taxonomy
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
  • Benzenoid
  • Monocyclic benzene moiety
  • 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
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic 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 Solubility0.066 g/LALOGPS
logP3.65ALOGPS
logP3.71ChemAxon
logS-3.5ALOGPS
pKa (Strongest Basic)-6.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity61.46 m³·mol⁻¹ChemAxon
Polarizability23.49 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0pc3-9200000000-d1640400fe9f7e889aacSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-4390000000-15ec906d27272a7b8378Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-9810000000-fb01762b59805cfa09dfSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9100000000-f08a88b84ebbe870b5e5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-3090000000-21d2f2f9d28a47eb5a5bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-9010000000-5261e767bd92408f298aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0pdl-9000000000-206e083e962f00a63b21Spectrum
Biological Properties
Cellular Locations
  • 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
FooDB IDFDB016742
KNApSAcK IDC00035906
Chemspider ID4938110
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound6432903
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH 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.