Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:44:41 UTC
Update Date2023-02-21 17:21:08 UTC
HMDB IDHMDB0031659
Secondary Accession Numbers
  • HMDB31659
Metabolite Identification
Common Name3-Methyl-1-butylamine
Description3-Methyl-1-butylamine, also known as isoamylamine or 3,3-dimethylpropylamine, belongs to the class of organic compounds known as monoalkylamines. These are organic compounds containing an primary aliphatic amine group. A primary aliphatic amine that is butan-1-amine carrying a methyl substituent at position 3. 3-Methyl-1-butylamine is an ammonia and unpleasant tasting compound. 3-methyl-1-butylamine has been detected, but not quantified, in several different foods, such as green vegetables, black elderberries, root vegetables, corns, and french plantains. This could make 3-methyl-1-butylamine a potential biomarker for the consumption of these foods.
Structure
Data?1677000068
Synonyms
ValueSource
1-Amino-3-methylbutaneChEBI
3,3-DimethylpropylamineChEBI
3-MethylbutanamineChEBI
gamma-IsoamylamineChEBI
IsoamylamineChEBI
IsobutylcarbylamineChEBI
IsovalerylamineChEBI
LeucamineChEBI
IsopentylamineKegg
g-IsoamylamineGenerator
Γ-isoamylamineGenerator
1-AminoisopentaneHMDB
3,3-Dimethyl-propylamineHMDB
3-Methyl-1-butanamineHMDB
3-Methyl-1-butanamine, 9ciHMDB
3-Methyl-butylamineHMDB
3-METHYLBUTAN-1-amineHMDB
3-MethylbutylamineHMDB, MeSH
FEMA 3219HMDB
Isoamylamine, reagHMDB
laquo gammaraquo -IsoamylamineHMDB
LENHMDB
MonoisoamylamineHMDB
MonoisopentylamineHMDB
Isoamylamine hydrochlorideMeSH, HMDB
Isoamylamine carbonate (1:1)MeSH, HMDB
Chemical FormulaC5H13N
Average Molecular Weight87.1634
Monoisotopic Molecular Weight87.104799421
IUPAC Name3-methylbutan-1-amine
Traditional Nameisoamylamine
CAS Registry Number107-85-7
SMILES
CC(C)CCN
InChI Identifier
InChI=1S/C5H13N/c1-5(2)3-4-6/h5H,3-4,6H2,1-2H3
InChI KeyBMFVGAAISNGQNM-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as monoalkylamines. These are organic compounds containing an primary aliphatic amine group.
KingdomOrganic compounds
Super ClassOrganic nitrogen compounds
ClassOrganonitrogen compounds
Sub ClassAmines
Direct ParentMonoalkylamines
Alternative Parents
Substituents
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Primary aliphatic amine
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effect
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting Point-60.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Boiling Point95.00 to 97.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility109700 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP1.410 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility16.1 g/LALOGPS
logP1.15ALOGPS
logP0.99ChemAxon
logS-0.73ALOGPS
pKa (Strongest Basic)10.2ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area26.02 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity28.34 m³·mol⁻¹ChemAxon
Polarizability11.48 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]+116.65631661259
DarkChem[M-H]-111.33831661259
DeepCCS[M+H]+125.1330932474
DeepCCS[M-H]-122.55930932474
DeepCCS[M-2H]-158.68130932474
DeepCCS[M+Na]+133.66730932474
AllCCS[M+H]+122.232859911
AllCCS[M+H-H2O]+117.832859911
AllCCS[M+NH4]+126.332859911
AllCCS[M+Na]+127.532859911
AllCCS[M-H]-131.632859911
AllCCS[M+Na-2H]-136.432859911
AllCCS[M+HCOO]-141.632859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
3-Methyl-1-butylamineCC(C)CCN1021.0Standard polar33892256
3-Methyl-1-butylamineCC(C)CCN672.8Standard non polar33892256
3-Methyl-1-butylamineCC(C)CCN699.6Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
3-Methyl-1-butylamine,1TMS,isomer #1CC(C)CCN[Si](C)(C)C931.0Semi standard non polar33892256
3-Methyl-1-butylamine,1TMS,isomer #1CC(C)CCN[Si](C)(C)C937.4Standard non polar33892256
3-Methyl-1-butylamine,2TMS,isomer #1CC(C)CCN([Si](C)(C)C)[Si](C)(C)C1198.2Semi standard non polar33892256
3-Methyl-1-butylamine,2TMS,isomer #1CC(C)CCN([Si](C)(C)C)[Si](C)(C)C1190.3Standard non polar33892256
3-Methyl-1-butylamine,1TBDMS,isomer #1CC(C)CCN[Si](C)(C)C(C)(C)C1158.3Semi standard non polar33892256
3-Methyl-1-butylamine,1TBDMS,isomer #1CC(C)CCN[Si](C)(C)C(C)(C)C1135.9Standard non polar33892256
3-Methyl-1-butylamine,2TBDMS,isomer #1CC(C)CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C1553.7Semi standard non polar33892256
3-Methyl-1-butylamine,2TBDMS,isomer #1CC(C)CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C1580.3Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - 3-Methyl-1-butylamine EI-B (Non-derivatized)splash10-001i-9000000000-a38f41cef45a48b3b69d2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 3-Methyl-1-butylamine EI-B (Non-derivatized)splash10-001i-9000000000-a38f41cef45a48b3b69d2018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Methyl-1-butylamine GC-MS (Non-derivatized) - 70eV, Positivesplash10-001i-9000000000-250861c17f6653736aa32017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Methyl-1-butylamine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
MSMass Spectrum (Electron Ionization)splash10-001i-9000000000-6bbe2b2e1994246ba25c2015-03-01Not AvailableView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - 3-Methyl-1-butylamine LC-ESI-QQ , positive-QTOFsplash10-000i-9000000000-469a52d1e9797b41e3be2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3-Methyl-1-butylamine LC-ESI-QQ , positive-QTOFsplash10-006x-9000000000-fc2643a5767684b8bc952017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3-Methyl-1-butylamine LC-ESI-QQ , positive-QTOFsplash10-0006-9000000000-000e48c943499c169bdd2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3-Methyl-1-butylamine LC-ESI-QQ , positive-QTOFsplash10-0006-9000000000-ccfecc37aae2b909c3942017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3-Methyl-1-butylamine LC-ESI-QQ , positive-QTOFsplash10-000f-9000000000-6ce1c7de6adde7b9b85c2017-09-14HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methyl-1-butylamine 10V, Positive-QTOFsplash10-0079-9000000000-7fc3dae42e58a875d3152017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methyl-1-butylamine 20V, Positive-QTOFsplash10-00di-9000000000-dbc7a46550f8a1ee57bf2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methyl-1-butylamine 40V, Positive-QTOFsplash10-0ab9-9000000000-262c4fd7c95dcc6eaf8f2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methyl-1-butylamine 10V, Negative-QTOFsplash10-000i-9000000000-f7528eebb5e541382ef92017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methyl-1-butylamine 20V, Negative-QTOFsplash10-000i-9000000000-2dc7fbcba7e740af60822017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methyl-1-butylamine 40V, Negative-QTOFsplash10-066r-9000000000-08df561ff8b1d510b4372017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methyl-1-butylamine 10V, Negative-QTOFsplash10-001r-9000000000-02b05e2623e9036ba0292021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methyl-1-butylamine 20V, Negative-QTOFsplash10-001r-9000000000-a7a1e628a927737990e72021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methyl-1-butylamine 40V, Negative-QTOFsplash10-00du-9000000000-f0dbf3f43767c4a4ac172021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methyl-1-butylamine 10V, Positive-QTOFsplash10-0079-9000000000-3f085e3bda443c51cc9f2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methyl-1-butylamine 20V, Positive-QTOFsplash10-05fr-9000000000-b743c332bb84f58641062021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methyl-1-butylamine 40V, Positive-QTOFsplash10-0006-9000000000-5002c7b10e36c65cc5bd2021-09-25Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-16Wishart 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+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
  • 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 IDFDB008319
KNApSAcK IDC00050469
Chemspider ID7606
KEGG Compound IDC02640
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound7894
PDB IDNot Available
ChEBI ID43689
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1035551
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.. .