AFCDB: 1-Butylamine (FDB003380)

Record Information

Version

1.0

Creation date

2010-04-08 22:05:46 UTC

Update date

2020-09-17 15:30:48 UTC

Primary ID

FDB003380

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

1-Butylamine

Description

1-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. 1-Butylamine is a very strong basic compound (based on its pKa). Butylamine is a colourless liquid which acquires a yellow colour when exposed to air during storage. 1-Butylamine is an ammonia and fishy tasting compound. Outside of the human body, 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. Also found in mulberry leaves, kale, swede, tomato, wheat bread, cheeses, caviar, raw fatty fish, cooked chicken or beef, beer, cocoa, and other foodstuffs.

CAS Number

109-73-9

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
Not Available	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	80.7 g/L	ALOGPS
logP	0.85	ALOGPS
logP	0.7	ChemAxon
logS	0.04	ALOGPS
pKa (Strongest Basic)	10.21	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	26.02 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	23.79 m³·mol⁻¹	ChemAxon
Polarizability	9.66 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C4H11N

IUPAC name

butan-1-amine

InChI Identifier

InChI=1S/C4H11N/c1-2-3-4-5/h2-5H2,1H3

InChI Key

HQABUPZFAYXKJW-UHFFFAOYSA-N

Isomeric SMILES

CCCCN

Average Molecular Weight

73.1368

Monoisotopic Molecular Weight

73.089149357

Classification

Description

Belongs to the class of organic compounds known as monoalkylamines. These are organic compounds containing an primary aliphatic amine group.

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Amines

Direct Parent

Monoalkylamines

Alternative Parents

Substituents

Organopnictogen compound
Hydrocarbon derivative
Primary aliphatic amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

primary aliphatic amine (CHEBI:43799 )
a small molecule (BUTYLAMINE )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Plant:

Animal

Biological location:

Biofluid and excreta:

Feces

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Role

Industrial application:

Pharmaceutical industry:

Pharmaceutical

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Liquid
Physical Description	Not Available
Mass Composition	C 65.69%; H 15.16%; N 19.15%	DFC
Melting Point	-50 oC
Boiling Point	Bp 78°	DFC
Experimental Water Solubility	1000 mg/mL at 20 oC	YALKOWSKY,SH & DANNENFELSER,RM (1992)
Experimental logP	0.97	HANSCH,C ET AL. (1995)
Experimental pKa	12.5
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-001i-9000000000-33670ea030c4f9fdcb56	2015-03-01	View Spectrum
GC-MS	1-Butylamine, non-derivatized, GC-MS Spectrum	splash10-001i-9000000000-8d8e2f1b9d5be13a2c4b	Spectrum
GC-MS	1-Butylamine, non-derivatized, GC-MS Spectrum	splash10-001i-9000000000-1879b6b6042c35ccc03f	Spectrum
GC-MS	1-Butylamine, non-derivatized, GC-MS Spectrum	splash10-001i-9000000000-ffebea123990592a7025	Spectrum
GC-MS	1-Butylamine, non-derivatized, GC-MS Spectrum	splash10-00g0-2900000000-08dcf554fdfda22b7677	Spectrum
GC-MS	1-Butylamine, non-derivatized, GC-MS Spectrum	splash10-001i-9000000000-8d8e2f1b9d5be13a2c4b	Spectrum
GC-MS	1-Butylamine, non-derivatized, GC-MS Spectrum	splash10-001i-9000000000-1879b6b6042c35ccc03f	Spectrum
GC-MS	1-Butylamine, non-derivatized, GC-MS Spectrum	splash10-001i-9000000000-ffebea123990592a7025	Spectrum
GC-MS	1-Butylamine, non-derivatized, GC-MS Spectrum	splash10-00g0-2900000000-08dcf554fdfda22b7677	Spectrum
Predicted GC-MS	1-Butylamine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-001i-9000000000-2371d44d361eeb8cbce1	Spectrum
Predicted GC-MS	1-Butylamine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	1-Butylamine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-0a4i-9000000000-0b7e033b11fa47eb4915	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-0a4i-9000000000-d9a000bddeac4e189170	2021-09-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-05fr-9000000000-e971eb6213fbbcdbebc1	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-9000000000-13cd1b981459d1464b45	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4l-9000000000-892581d9b313376bd450	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-9000000000-8f6e8b26790abb96cc35	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00di-9000000000-7347eb3d23833d6922ca	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-9000000000-1ccf3d752b3d03f1b4bc	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-05fr-9000000000-7bbe95d44e2645fc1eae	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0ab9-9000000000-e70aa109a76d9a44a026	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052f-9000000000-893962fd6c1443b8b02c	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-9000000000-ec2c51ce9a0f917d7249	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00di-9000000000-5f90d85edff721c6292c	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00dl-9000000000-f8d39a9b8b22f3241a57	2021-09-24	View Spectrum

NMR

Type	Description		View
1D NMR	¹H NMR Spectrum (1D, 90 MHz, CDCl₃, experimental)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25.16 MHz, CDCl₃, experimental)		Spectrum

External Links

ChemSpider ID

7716

ChEMBL ID

CHEMBL13968

KEGG Compound ID

Not Available

Pubchem Compound ID

8007

Pubchem Substance ID

Not Available

ChEBI ID

43799

Phenol-Explorer ID

Not Available

DrugBank ID

DB03659

HMDB ID

HMDB31321

CRC / DFC (Dictionary of Food Compounds) ID

CXB79-H:CXB79-H

EAFUS ID

396

Dr. Duke ID

N-BUTYL-AMINE

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

LYT

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

rw1007671

SuperScent ID

8007

Wikipedia ID

N-Butylamine

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Flavor	Citations
fishy	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695 The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
ammonia	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.

Files

MSDS

Not Available

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).

1-Butylamine (FDB003380)

Structure for FDB003380 (1-Butylamine)