Showing Compound Card for Isoamylamine (CDB000231)

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Record Information
Version1.0
Created at2020-03-19 00:25:49 UTC
Updated at2020-11-18 16:34:56 UTC
CannabisDB IDCDB000231
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameIsoamylamine
Description3-Methyl-1-butylamine, also known as isoamylamine or 3,3-dimethylpropylamine, belongs to the class of organic compounds known as monoalkylamines (specifically, a primary amine). These are organic compounds containing a primary aliphatic amine group. 3-Methyl-1-butylamine is a weak basic compound (based on its pKa). 3-Methyl-1-butylamine is an ammonia and unpleasant tasting compound. It has been detected, but not quantified, in several different foods, such as green vegetables, spinachs, alcoholic beverages, pomes, and french plantains. Isoamylamine is an amine found in Cannabis plants (PMID: 6991645 ).
Structure
Thumb
MOLSDFPDBSMILESInChI
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 Weight87.16
Monoisotopic Molecular Weight87.1048
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
Disposition

Route of exposure:

Source:

Biological location:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
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
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-001i-9000000000-6bbe2b2e1994246ba25c2015-03-01View Spectrum
GC-MSIsoamylamine, non-derivatized, GC-MS Spectrumsplash10-001i-9000000000-a38f41cef45a48b3b69dSpectrum
GC-MSIsoamylamine, non-derivatized, GC-MS Spectrumsplash10-001i-9000000000-a38f41cef45a48b3b69dSpectrum
Predicted GC-MSIsoamylamine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-001i-9000000000-250861c17f6653736aa3Spectrum
Predicted GC-MSIsoamylamine, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-000i-9000000000-469a52d1e9797b41e3be2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-006x-9000000000-fc2643a5767684b8bc952017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-0006-9000000000-000e48c943499c169bdd2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-0006-9000000000-ccfecc37aae2b909c3942017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-000f-9000000000-6ce1c7de6adde7b9b85c2017-09-14View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0079-9000000000-7fc3dae42e58a875d3152017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-9000000000-dbc7a46550f8a1ee57bf2017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ab9-9000000000-262c4fd7c95dcc6eaf8f2017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-9000000000-f7528eebb5e541382ef92017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-9000000000-2dc7fbcba7e740af60822017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-066r-9000000000-08df561ff8b1d510b4372017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001r-9000000000-02b05e2623e9036ba0292021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001r-9000000000-a7a1e628a927737990e72021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00du-9000000000-f0dbf3f43767c4a4ac172021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0079-9000000000-3f085e3bda443c51cc9f2021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-05fr-9000000000-b743c332bb84f58641062021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-5002c7b10e36c65cc5bd2021-09-25View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 400 MHz, CDCl3, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, 15.09 MHz, CDCl3, experimental)Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0031659
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB 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
References
General References
  1. Turner CE, Elsohly MA, Boeren EG: Constituents of Cannabis sativa L. XVII. A review of the natural constituents. J Nat Prod. 1980 Mar-Apr;43(2):169-234. doi: 10.1021/np50008a001. [PubMed:6991645 ]