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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-11 17:42:18 UTC
Update Date2022-03-07 02:52:55 UTC
HMDB IDHMDB0031321
Secondary Accession Numbers
  • HMDB31321
Metabolite Identification
Common Name1-Butylamine
Description1-Butylamine, also known as 1-aminobutan or N-C4H9NH2, belongs to the class of organic compounds known as monoalkylamines. These are organic compounds containing an primary aliphatic amine group. Butylamine is a colourless liquid which acquires a yellow colour upon storage in air. 1-Butylamine is an ammonia and fishy tasting compound. 1-Butylamine has been detected, but not quantified, in several different foods, such as cocoa and cocoa products, brassicas, fishes, garden tomato, and milk and milk products. This could make 1-butylamine a potential biomarker for the consumption of these foods. It is one of the four isomeric amines of butane. It is known to have the fishy, ammonia-like odor common to amines. Found in mulberry leaves, kale, swede, tomato, wheat bread, cheeses, caviar, raw fatty fish, cooked chicken or beef, beer, cocoa, and other foodstuffs.
Structure
Data?1563862109
Synonyms
ValueSource
1-AminobutanChEBI
1-AminobutaneChEBI
1-ButanamineChEBI
ButanamineChEBI
ButylamineChEBI
mono-N-ButylamineChEBI
MonobutylamineChEBI
N-ButylaminChEBI
N-ButylamineChEBI
N-C4H9NH2ChEBI
1-Butanamine, 9ciHMDB
AminobutaneHMDB
FEMA 3130HMDB
NorralamineHMDB
NorvalamineHMDB
N-Butylamine hydrobromideMeSH, HMDB
N-Butylamine hydrochloride, 14C-labeled CPDMeSH, HMDB
N-Butylamine hydrochlorideMeSH, HMDB
1-ButylamineChEBI
Chemical FormulaC4H11N
Average Molecular Weight73.1368
Monoisotopic Molecular Weight73.089149357
IUPAC Namebutan-1-amine
Traditional Namebutylamine
CAS Registry Number109-73-9
SMILES
CCCCN
InChI Identifier
InChI=1S/C4H11N/c1-2-3-4-5/h2-5H2,1H3
InChI KeyHQABUPZFAYXKJW-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

Biological location

Source

Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting Point-50 °CNot Available
Boiling Point77.00 to 78.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility1000 mg/mL at 20 °CNot Available
LogP0.97Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility80.7 g/LALOGPS
logP0.85ALOGPS
logP0.7ChemAxon
logS0.04ALOGPS
pKa (Strongest Basic)10.21ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area26.02 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity23.79 m³·mol⁻¹ChemAxon
Polarizability9.66 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]+113.20831661259
DarkChem[M-H]-106.8331661259
DeepCCS[M+H]+121.81230932474
DeepCCS[M-H]-119.91730932474
DeepCCS[M-2H]-155.31630932474
DeepCCS[M+Na]+129.72430932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
1-ButylamineCCCCN911.6Standard polar33892256
1-ButylamineCCCCN588.2Standard non polar33892256
1-ButylamineCCCCN627.3Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
1-Butylamine,1TMS,isomer #1CCCCN[Si](C)(C)C874.0Semi standard non polar33892256
1-Butylamine,1TMS,isomer #1CCCCN[Si](C)(C)C899.3Standard non polar33892256
1-Butylamine,2TMS,isomer #1CCCCN([Si](C)(C)C)[Si](C)(C)C1146.0Semi standard non polar33892256
1-Butylamine,2TMS,isomer #1CCCCN([Si](C)(C)C)[Si](C)(C)C1117.3Standard non polar33892256
1-Butylamine,1TBDMS,isomer #1CCCCN[Si](C)(C)C(C)(C)C1102.1Semi standard non polar33892256
1-Butylamine,1TBDMS,isomer #1CCCCN[Si](C)(C)C(C)(C)C1087.6Standard non polar33892256
1-Butylamine,2TBDMS,isomer #1CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C1521.0Semi standard non polar33892256
1-Butylamine,2TBDMS,isomer #1CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C1500.3Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - 1-Butylamine EI-B (Non-derivatized)splash10-001i-9000000000-8d8e2f1b9d5be13a2c4b2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 1-Butylamine EI-B (Non-derivatized)splash10-001i-9000000000-1879b6b6042c35ccc03f2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 1-Butylamine EI-B (Non-derivatized)splash10-001i-9000000000-ffebea123990592a70252017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 1-Butylamine GC-EI-TOF (Non-derivatized)splash10-00g0-2900000000-08dcf554fdfda22b76772017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 1-Butylamine EI-B (Non-derivatized)splash10-001i-9000000000-8d8e2f1b9d5be13a2c4b2018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 1-Butylamine EI-B (Non-derivatized)splash10-001i-9000000000-1879b6b6042c35ccc03f2018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 1-Butylamine EI-B (Non-derivatized)splash10-001i-9000000000-ffebea123990592a70252018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 1-Butylamine GC-EI-TOF (Non-derivatized)splash10-00g0-2900000000-08dcf554fdfda22b76772018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 1-Butylamine GC-MS (Non-derivatized) - 70eV, Positivesplash10-001i-9000000000-2371d44d361eeb8cbce12017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 1-Butylamine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 1-Butylamine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
MSMass Spectrum (Electron Ionization)splash10-001i-9000000000-33670ea030c4f9fdcb562015-03-01Not AvailableView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - 1-Butylamine LC-ESI-QFT , positive-QTOFsplash10-0a4i-9000000000-0b7e033b11fa47eb49152017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 1-Butylamine 35V, Positive-QTOFsplash10-0a4i-9000000000-d9a000bddeac4e1891702021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Butylamine 10V, Positive-QTOFsplash10-05fr-9000000000-e971eb6213fbbcdbebc12015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Butylamine 20V, Positive-QTOFsplash10-0a4i-9000000000-13cd1b981459d1464b452015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Butylamine 40V, Positive-QTOFsplash10-0a4l-9000000000-892581d9b313376bd4502015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Butylamine 10V, Negative-QTOFsplash10-00di-9000000000-8f6e8b26790abb96cc352015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Butylamine 20V, Negative-QTOFsplash10-00di-9000000000-7347eb3d23833d6922ca2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Butylamine 40V, Negative-QTOFsplash10-0a4l-9000000000-1ccf3d752b3d03f1b4bc2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Butylamine 10V, Positive-QTOFsplash10-05fr-9000000000-7bbe95d44e2645fc1eae2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Butylamine 20V, Positive-QTOFsplash10-0ab9-9000000000-e70aa109a76d9a44a0262021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Butylamine 40V, Positive-QTOFsplash10-052f-9000000000-893962fd6c1443b8b02c2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Butylamine 10V, Negative-QTOFsplash10-00di-9000000000-ec2c51ce9a0f917d72492021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Butylamine 20V, Negative-QTOFsplash10-00di-9000000000-5f90d85edff721c6292c2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Butylamine 40V, Negative-QTOFsplash10-00dl-9000000000-f8d39a9b8b22f3241a572021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen Locations
  • Feces
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal
details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB03659
Phenol Explorer Compound IDNot Available
FooDB IDFDB003380
KNApSAcK IDC00050486
Chemspider ID7716
KEGG Compound IDNot Available
BioCyc IDBUTYLAMINE
BiGG IDNot Available
Wikipedia LinkN-Butylamine
METLIN IDNot Available
PubChem Compound8007
PDB IDLYT
ChEBI ID43799
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1007671
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.. .