Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 21:16:50 UTC
Update Date2023-02-21 17:25:16 UTC
HMDB IDHMDB0036224
Secondary Accession Numbers
  • HMDB36224
Metabolite Identification
Common NameBenzyl 2,3-dimethyl-2-butenoate
DescriptionBenzyl 2,3-dimethyl-2-butenoate belongs to the class of organic compounds known as benzyloxycarbonyls. These are organic compounds containing a carbonyl group substituted with a benzyloxyl group. Benzyl 2,3-dimethyl-2-butenoate is a fruity, herbal, and spicy tasting compound. Based on a literature review very few articles have been published on Benzyl 2,3-dimethyl-2-butenoate.
Structure
Data?1677000316
Synonyms
ValueSource
Benzyl 2,3-dimethyl-2-butenoic acidGenerator
2-Butenoic acid, 2,3-dimethyl-, phenylmethyl esterHMDB
Benzyl 2,3-dimethylcrotonateHMDB
Benzyl methyltiglateHMDB
Crotonic acid, 2,3-dimethyl-, benzyl esterHMDB
FEMA 2143HMDB
Phenylmethyl 2,3-dimethyl-2-butenoateHMDB
Benzyl 2,3-dimethylbut-2-enoic acidGenerator
Chemical FormulaC13H16O2
Average Molecular Weight204.2649
Monoisotopic Molecular Weight204.115029756
IUPAC Namebenzyl 2,3-dimethylbut-2-enoate
Traditional Namebenzyl 2,3-dimethylbut-2-enoate
CAS Registry Number7492-69-5
SMILES
CC(C)=C(C)C(=O)OCC1=CC=CC=C1
InChI Identifier
InChI=1S/C13H16O2/c1-10(2)11(3)13(14)15-9-12-7-5-4-6-8-12/h4-8H,9H2,1-3H3
InChI KeyLHDWSNQMWAZQPX-UHFFFAOYSA-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
Role
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 Solubility0.14 g/LALOGPS
logP3.71ALOGPS
logP3.66ChemAxon
logS-3.2ALOGPS
pKa (Strongest Basic)-6.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity60.99 m³·mol⁻¹ChemAxon
Polarizability23.37 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]+148.48331661259
DarkChem[M-H]-147.33431661259
DeepCCS[M+H]+148.13530932474
DeepCCS[M-H]-145.76130932474
DeepCCS[M-2H]-179.58130932474
DeepCCS[M+Na]+154.35730932474
AllCCS[M+H]+144.132859911
AllCCS[M+H-H2O]+140.232859911
AllCCS[M+NH4]+147.732859911
AllCCS[M+Na]+148.832859911
AllCCS[M-H]-149.132859911
AllCCS[M+Na-2H]-149.532859911
AllCCS[M+HCOO]-150.132859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Benzyl 2,3-dimethyl-2-butenoateCC(C)=C(C)C(=O)OCC1=CC=CC=C12214.2Standard polar33892256
Benzyl 2,3-dimethyl-2-butenoateCC(C)=C(C)C(=O)OCC1=CC=CC=C11520.1Standard non polar33892256
Benzyl 2,3-dimethyl-2-butenoateCC(C)=C(C)C(=O)OCC1=CC=CC=C11500.1Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Benzyl 2,3-dimethyl-2-butenoate GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9000000000-455a6ceef170239723b42017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Benzyl 2,3-dimethyl-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 2,3-dimethyl-2-butenoate 10V, Positive-QTOFsplash10-0a4l-9160000000-b503940751dace6e8a3b2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzyl 2,3-dimethyl-2-butenoate 20V, Positive-QTOFsplash10-0006-9000000000-5d645eb437a6a30709e92016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzyl 2,3-dimethyl-2-butenoate 40V, Positive-QTOFsplash10-0006-9000000000-576eba00a3b712ac98152016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzyl 2,3-dimethyl-2-butenoate 10V, Negative-QTOFsplash10-0udi-2190000000-dc2026ec5d09ea6ae15c2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzyl 2,3-dimethyl-2-butenoate 20V, Negative-QTOFsplash10-0j4j-9530000000-54cbba632e07d9e4b4b32016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzyl 2,3-dimethyl-2-butenoate 40V, Negative-QTOFsplash10-016r-9100000000-809f8e85d5bc286d89462016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzyl 2,3-dimethyl-2-butenoate 10V, Positive-QTOFsplash10-014i-9000000000-85dffab9cc12c05a95642021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzyl 2,3-dimethyl-2-butenoate 20V, Positive-QTOFsplash10-00kf-9000000000-7c3db47bd1d6eea592052021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzyl 2,3-dimethyl-2-butenoate 40V, Positive-QTOFsplash10-0006-9000000000-b332bc58d9ec6fc6f1892021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzyl 2,3-dimethyl-2-butenoate 10V, Negative-QTOFsplash10-0udi-0190000000-5bbcf3349c9ba43b9d972021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzyl 2,3-dimethyl-2-butenoate 20V, Negative-QTOFsplash10-0006-9300000000-98ea6f602661f7ac55112021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzyl 2,3-dimethyl-2-butenoate 40V, Negative-QTOFsplash10-016r-9100000000-bccdccd5451fad9226cf2021-09-25Wishart 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 IDFDB015082
KNApSAcK IDNot Available
Chemspider ID55331
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound61402
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. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .