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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:42:19 UTC
Update Date2023-02-21 17:20:22 UTC
HMDB IDHMDB0031323
Secondary Accession Numbers
  • HMDB31323
Metabolite Identification
Common Name3-Butenenitrile
Description3-Butenenitrile, also known as allylnitrile or allyl cyanide, belongs to the class of organic compounds known as nitriles. Nitriles are compounds having the structure RC#N; thus C-substituted derivatives of hydrocyanic acid, HC#N. 3-Butenenitrile has been detected, but not quantified in, a few different foods, such as brassicas, cabbages (Brassica oleracea var. capitata), and cauliflowers (Brassica oleracea var. botrytis). This could make 3-butenenitrile a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on 3-Butenenitrile.
Structure
Data?1677000022
Synonyms
ValueSource
AllylnitrileMeSH
Allyl cyanideMeSH
1-Butene-4-nitrileHMDB
2-Butenol-1HMDB
3-Butenenitrile, 9ciHMDB
3-ButenonitrileHMDB
3-ButenylnitrileHMDB
3-cyano-1-PropeneHMDB
3-CyanopropeneHMDB
AllylkyanidHMDB
beta -ButenonitrileHMDB
beta-ButenonitrileHMDB
But-3-enenitrileHMDB
CH2=chch2cnHMDB
Propene-3-nitrileHMDB
Vinyl-acetonitrileHMDB
VinylacetonitrileHMDB
3-ButenenitrileMeSH
Chemical FormulaC4H5N
Average Molecular Weight67.0892
Monoisotopic Molecular Weight67.042199165
IUPAC Namebut-3-enenitrile
Traditional Name3-butenenitrile
CAS Registry Number109-75-1
SMILES
C=CCC#N
InChI Identifier
InChI=1S/C4H5N/c1-2-3-4-5/h2H,1,3H2
InChI KeySJNALLRHIVGIBI-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as nitriles. Nitriles are compounds having the structure RC#N; thus C-substituted derivatives of hydrocyanic acid, HC#N.
KingdomOrganic compounds
Super ClassOrganic nitrogen compounds
ClassOrganonitrogen compounds
Sub ClassOrganic cyanides
Direct ParentNitriles
Alternative Parents
Substituents
  • Nitrile
  • Carbonitrile
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting Point-87 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP0.40Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility24.3 g/LALOGPS
logP0.61ALOGPS
logP0.68ChemAxon
logS-0.44ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area23.79 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity20.9 m³·mol⁻¹ChemAxon
Polarizability7.27 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+112.32831661259
DarkChem[M-H]-106.66731661259
DeepCCS[M+H]+119.84630932474
DeepCCS[M-H]-118.00830932474
DeepCCS[M-2H]-153.3530932474
DeepCCS[M+Na]+127.24430932474
AllCCS[M+H]+119.032859911
AllCCS[M+H-H2O]+114.432859911
AllCCS[M+NH4]+123.332859911
AllCCS[M+Na]+124.632859911
AllCCS[M-H]-128.932859911
AllCCS[M+Na-2H]-134.432859911
AllCCS[M+HCOO]-140.432859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
3-ButenenitrileC=CCC#N1158.8Standard polar33892256
3-ButenenitrileC=CCC#N618.4Standard non polar33892256
3-ButenenitrileC=CCC#N630.3Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - 3-Butenenitrile EI-B (Non-derivatized)splash10-00kf-9000000000-78553adc971891094d3f2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 3-Butenenitrile EI-B (Non-derivatized)splash10-000f-9000000000-574ce4c69ef2a03bee742017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 3-Butenenitrile CI-B (Non-derivatized)splash10-014i-9000000000-ff910f72e8aa25ddec582017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 3-Butenenitrile EI-B (Non-derivatized)splash10-00kf-9000000000-78553adc971891094d3f2018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 3-Butenenitrile EI-B (Non-derivatized)splash10-000f-9000000000-574ce4c69ef2a03bee742018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 3-Butenenitrile CI-B (Non-derivatized)splash10-014i-9000000000-ff910f72e8aa25ddec582018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Butenenitrile GC-MS (Non-derivatized) - 70eV, Positivesplash10-00or-9000000000-c5dcef50509f36c72f732017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Butenenitrile 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 - 3-Butenenitrile 10V, Positive-QTOFsplash10-014i-9000000000-7967f28daca590d2acfa2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Butenenitrile 20V, Positive-QTOFsplash10-0udi-9000000000-61e8cdf2e5e5372b16332016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Butenenitrile 40V, Positive-QTOFsplash10-0udl-9000000000-c90ed41dd0a7e01769df2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Butenenitrile 10V, Negative-QTOFsplash10-014i-9000000000-cd7ab112ebad280fce5d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Butenenitrile 20V, Negative-QTOFsplash10-014i-9000000000-05a261382bd414ce0bc42016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Butenenitrile 40V, Negative-QTOFsplash10-00kr-9000000000-f9f7e158e4bcaa9b34992016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Butenenitrile 10V, Positive-QTOFsplash10-0006-9000000000-6ade1f7ecf96b68dced32021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Butenenitrile 20V, Positive-QTOFsplash10-0006-9000000000-3d0d18d63bb83c514e3e2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Butenenitrile 40V, Positive-QTOFsplash10-0006-9000000000-d32688003e499127a9392021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Butenenitrile 10V, Negative-QTOFsplash10-014i-9000000000-3f070060c5785123e18c2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Butenenitrile 20V, Negative-QTOFsplash10-03xr-9000000000-7ce093dea880fe0852412021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Butenenitrile 40V, Negative-QTOFsplash10-03di-9000000000-0ee60c9aeec3b9f35bad2021-09-25Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-03FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
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 IDFDB003384
KNApSAcK IDNot Available
Chemspider ID13876176
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound8009
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.. .