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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 22:52:45 UTC
Update Date2023-02-21 17:25:54 UTC
HMDB IDHMDB0037628
Secondary Accession Numbers
  • HMDB37628
Metabolite Identification
Common NamePhenethyl tiglate
DescriptionPhenethyl tiglate belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. Based on a literature review a small amount of articles have been published on Phenethyl tiglate.
Structure
Data?1677000354
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
Physiological effect
Disposition
Process
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point139.00 to 140.00 °C. @ 7.00 mm HgThe Good Scents Company Information System
Water Solubility0The Good Scents Company Information System
LogP3.540 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular 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
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+149.48331661259
DarkChem[M-H]-147.82431661259
DeepCCS[M+H]+147.82530932474
DeepCCS[M-H]-145.45730932474
DeepCCS[M-2H]-179.25130932474
DeepCCS[M+Na]+154.0830932474
AllCCS[M+H]+145.632859911
AllCCS[M+H-H2O]+141.632859911
AllCCS[M+NH4]+149.332859911
AllCCS[M+Na]+150.332859911
AllCCS[M-H]-150.032859911
AllCCS[M+Na-2H]-150.432859911
AllCCS[M+HCOO]-151.032859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Phenethyl tiglateC\C=C(\C)C(=O)OCCC1=CC=CC=C12277.1Standard polar33892256
Phenethyl tiglateC\C=C(\C)C(=O)OCCC1=CC=CC=C11505.0Standard non polar33892256
Phenethyl tiglateC\C=C(\C)C(=O)OCCC1=CC=CC=C11546.9Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Phenethyl tiglate GC-MS (Non-derivatized) - 70eV, Positivesplash10-0pc3-9200000000-d1640400fe9f7e889aac2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Phenethyl tiglate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Phenethyl tiglate 10V, Positive-QTOFsplash10-0a4i-4390000000-15ec906d27272a7b83782017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Phenethyl tiglate 20V, Positive-QTOFsplash10-0a4i-9810000000-fb01762b59805cfa09df2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Phenethyl tiglate 40V, Positive-QTOFsplash10-0a4i-9100000000-f08a88b84ebbe870b5e52017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Phenethyl tiglate 10V, Negative-QTOFsplash10-0udi-3090000000-21d2f2f9d28a47eb5a5b2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Phenethyl tiglate 20V, Negative-QTOFsplash10-0002-9010000000-5261e767bd92408f298a2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Phenethyl tiglate 40V, Negative-QTOFsplash10-0pdl-9000000000-206e083e962f00a63b212017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Phenethyl tiglate 10V, Positive-QTOFsplash10-0a4i-5900000000-d822bd80d75af17548e12021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Phenethyl tiglate 20V, Positive-QTOFsplash10-0a4i-9500000000-79ad8ea864dc6d5baaa02021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Phenethyl tiglate 40V, Positive-QTOFsplash10-0a4l-9400000000-feb644e2252d2bc90d5f2021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Phenethyl tiglate 10V, Negative-QTOFsplash10-0002-9010000000-aae7832ae191a3b53b502021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Phenethyl tiglate 20V, Negative-QTOFsplash10-002e-9100000000-c398d39d5d9c0e37cad92021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Phenethyl tiglate 40V, Negative-QTOFsplash10-0pb9-9000000000-5699f4fbcd256b18e4372021-09-25Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX labView Spectrum
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
MarkerDB IDNot Available
Good Scents IDrw1002521
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.