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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:48:18 UTC
Update Date2023-02-21 17:21:42 UTC
HMDB IDHMDB0032177
Secondary Accession Numbers
  • HMDB32177
Metabolite Identification
Common NameBenzyl trans-2-methyl-2-butenoate
DescriptionBenzyl trans-2-methyl-2-butenoate, also known as (e)-phenylmethyl 2-methyl-2-butenoate or benzyl 2-methylcrotonate, belongs to the class of organic compounds known as benzyloxycarbonyls. These are organic compounds containing a carbonyl group substituted with a benzyloxyl group. Based on a literature review a significant number of articles have been published on Benzyl trans-2-methyl-2-butenoate.
Structure
Data?1677000102
Synonyms
ValueSource
Benzyl trans-2-methyl-2-butenoic acidGenerator
(e)-Phenylmethyl 2-methyl-2-butenoateHMDB
2-Butenoic acid, 2-methyl-, phenylmethyl esterHMDB
2-Methyl-phenylmethyl ester(2E)-2-butenoic acidHMDB
Benzyl 2-methyl-2-butenoateHMDB
Benzyl 2-methylcrotonateHMDB
Benzyl trans-2,3-dimethylacrylateHMDB
Benzyl trans-2-methylcrotonateHMDB
p-NonylanilineHMDB
Benzyl (2E)-2-methylbut-2-enoic acidHMDB
Chemical FormulaC12H14O2
Average Molecular Weight190.2384
Monoisotopic Molecular Weight190.099379692
IUPAC Namebenzyl (2E)-2-methylbut-2-enoate
Traditional Namebenzyl (2E)-2-methylbut-2-enoate
CAS Registry Number37526-88-8
SMILES
C\C=C(/C)C(=O)OCC1=CC=CC=C1
InChI Identifier
InChI=1S/C12H14O2/c1-3-10(2)12(13)14-9-11-7-5-4-6-8-11/h3-8H,9H2,1-2H3/b10-3+
InChI KeyQRGSTISKDZCDHV-XCVCLJGOSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as benzyloxycarbonyls. These are organic compounds containing a carbonyl group substituted with a benzyloxyl group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzyloxycarbonyls
Direct ParentBenzyloxycarbonyls
Alternative Parents
Substituents
  • Benzyloxycarbonyl
  • Fatty acid ester
  • Fatty acyl
  • 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
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.13 g/LALOGPS
logP3.35ALOGPS
logP3.42ChemAxon
logS-3.2ALOGPS
pKa (Strongest Basic)-6.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity56.7 m³·mol⁻¹ChemAxon
Polarizability21.44 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]+147.53431661259
DarkChem[M-H]-144.52631661259
DeepCCS[M+H]+142.7730932474
DeepCCS[M-H]-140.37530932474
DeepCCS[M-2H]-175.07330932474
DeepCCS[M+Na]+149.65130932474
AllCCS[M+H]+141.332859911
AllCCS[M+H-H2O]+137.232859911
AllCCS[M+NH4]+145.132859911
AllCCS[M+Na]+146.232859911
AllCCS[M-H]-144.732859911
AllCCS[M+Na-2H]-145.332859911
AllCCS[M+HCOO]-146.132859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Benzyl trans-2-methyl-2-butenoateC\C=C(/C)C(=O)OCC1=CC=CC=C12181.0Standard polar33892256
Benzyl trans-2-methyl-2-butenoateC\C=C(/C)C(=O)OCC1=CC=CC=C11448.1Standard non polar33892256
Benzyl trans-2-methyl-2-butenoateC\C=C(/C)C(=O)OCC1=CC=CC=C11457.9Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Benzyl trans-2-methyl-2-butenoate EI-B (Non-derivatized)splash10-000x-9100000000-3d3ab2aee6e33e3a27952017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Benzyl trans-2-methyl-2-butenoate EI-B (Non-derivatized)splash10-000x-9100000000-3d3ab2aee6e33e3a27952018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Benzyl trans-2-methyl-2-butenoate GC-MS (Non-derivatized) - 70eV, Positivesplash10-000x-9000000000-f01d715b91a3ffcc681f2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Benzyl trans-2-methyl-2-butenoate 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 - Benzyl trans-2-methyl-2-butenoate 10V, Positive-QTOFsplash10-0006-9800000000-61a66ae83f08b7f7d4782016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzyl trans-2-methyl-2-butenoate 20V, Positive-QTOFsplash10-0006-9100000000-126b32aff155e77452b82016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzyl trans-2-methyl-2-butenoate 40V, Positive-QTOFsplash10-0f6x-9000000000-a3ede86c369e0236506d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzyl trans-2-methyl-2-butenoate 10V, Negative-QTOFsplash10-000i-2900000000-29512c400de808d381992016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzyl trans-2-methyl-2-butenoate 20V, Negative-QTOFsplash10-053j-9300000000-170016f4930d7367594e2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzyl trans-2-methyl-2-butenoate 40V, Negative-QTOFsplash10-056r-9000000000-a9db08ce7da135951c602016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzyl trans-2-methyl-2-butenoate 10V, Positive-QTOFsplash10-00l6-9000000000-f73114ad5bcea261929b2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzyl trans-2-methyl-2-butenoate 20V, Positive-QTOFsplash10-0006-9000000000-f9fef1551f97736d1b0c2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzyl trans-2-methyl-2-butenoate 40V, Positive-QTOFsplash10-0006-9000000000-b5f0ab37d7489c243ad42021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzyl trans-2-methyl-2-butenoate 10V, Negative-QTOFsplash10-000i-3900000000-906a541dd73b00e9e1192021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzyl trans-2-methyl-2-butenoate 20V, Negative-QTOFsplash10-002e-9000000000-20817558def392499dec2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzyl trans-2-methyl-2-butenoate 40V, Negative-QTOFsplash10-0udj-9000000000-3811882f062db9c6577b2021-09-25Wishart 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
  • 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 IDFDB009018
KNApSAcK IDC00048327
Chemspider ID219025
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound250096
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). EAFUS: Everything Added to Food in the United States.. .