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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:49:10 UTC

Update Date

2023-02-21 17:21:54 UTC

HMDB ID

HMDB0032323

Secondary Accession Numbers

HMDB32323

Metabolite Identification

Common Name

Hexylamine

Description

Hexylamine, also known as mono-N-hexylamine or 1-aminohexane, belongs to the class of organic compounds known as monoalkylamines. These are organic compounds containing an primary aliphatic amine group. Hexylamine is an ammoniacal, fishy, and musty tasting compound. Hexylamine is found, on average, in the highest concentration within a few different foods, such as red wine, white wine, and beer. This could make hexylamine a potential biomarker for the consumption of these foods. Hexylamine is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on Hexylamine.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
1-Aminohexane	ChEBI
mono-N-Hexylamine	ChEBI
N-Hexylamine	ChEBI
1-Hexanamine	Kegg
1-Hexylamine	HMDB
Hexan-1-amine	HMDB
Hexyl amine-1	HMDB
Hexylamine	ChEBI
Hexylamine hydrobromide	MeSH
Hexylamine hydrochloride	MeSH

Chemical Formula

C₆H₁₅N

Average Molecular Weight

101.19

Monoisotopic Molecular Weight

101.120449485

IUPAC Name

hexan-1-amine

Traditional Name

hexylamine

CAS Registry Number

111-26-2

SMILES

CCCCCCN

InChI Identifier

InChI=1S/C6H15N/c1-2-3-4-5-6-7/h2-7H2,1H3

InChI Key

BMVXCPBXGZKUPN-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.

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:5712 )
a small molecule (CPD-10098 )

Ontology

Cellular substructure

Extracellular (HMDB: HMDB0032323)
Cytoplasm (HMDB: HMDB0032323)

Source

Endogenous

Endogenous (HMDB: HMDB0032323)

Exogenous

Food

Food (HMDB: HMDB0032323)

Beverage

Fermented beverage

Exogenous (HMDB: HMDB0032323)

Process

Not Available

Role

Not Available

Physical Properties

State

Liquid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	-22.9 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	12 mg/mL at 25 °C	Not Available
LogP	2.06	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	4.96 g/L	ALOGPS
logP	1.98	ALOGPS
logP	1.59	ChemAxon
logS	-1.3	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	4	ChemAxon
Refractivity	32.99 m³·mol⁻¹	ChemAxon
Polarizability	13.73 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	122.573	31661259
DarkChem	[M-H]-	117.462	31661259
DeepCCS	[M+H]+	128.965	30932474
DeepCCS	[M-H]-	126.998	30932474
DeepCCS	[M-2H]-	162.584	30932474
DeepCCS	[M+Na]+	137.279	30932474
AllCCS	[M+H]+	125.5	32859911
AllCCS	[M+H-H2O]+	121.2	32859911
AllCCS	[M+NH4]+	129.6	32859911
AllCCS	[M+Na]+	130.7	32859911
AllCCS	[M-H]-	130.2	32859911
AllCCS	[M+Na-2H]-	134.0	32859911
AllCCS	[M+HCOO]-	138.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Hexylamine	CCCCCCN	1104.9	Standard polar	33892256
Hexylamine	CCCCCCN	805.9	Standard non polar	33892256
Hexylamine	CCCCCCN	818.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Hexylamine,1TMS,isomer #1	CCCCCCN[Si](C)(C)C	1045.6	Semi standard non polar	33892256
Hexylamine,1TMS,isomer #1	CCCCCCN[Si](C)(C)C	1063.3	Standard non polar	33892256
Hexylamine,2TMS,isomer #1	CCCCCCN([Si](C)(C)C)[Si](C)(C)C	1323.9	Semi standard non polar	33892256
Hexylamine,2TMS,isomer #1	CCCCCCN([Si](C)(C)C)[Si](C)(C)C	1301.2	Standard non polar	33892256
Hexylamine,1TBDMS,isomer #1	CCCCCCN[Si](C)(C)C(C)(C)C	1281.6	Semi standard non polar	33892256
Hexylamine,1TBDMS,isomer #1	CCCCCCN[Si](C)(C)C(C)(C)C	1254.5	Standard non polar	33892256
Hexylamine,2TBDMS,isomer #1	CCCCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1732.8	Semi standard non polar	33892256
Hexylamine,2TBDMS,isomer #1	CCCCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1668.2	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Hexylamine EI-B (Non-derivatized)	splash10-001i-9000000000-d48d2416082ec4f57127	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Hexylamine EI-B (Non-derivatized)	splash10-001i-9000000000-d48d2416082ec4f57127	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hexylamine GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-9000000000-c9a0ff58e27050080da6	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hexylamine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hexylamine LC-ESI-QTOF , positive-QTOF	splash10-0udi-3900000000-b8bc4ff133d8a7f0e5f9	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hexylamine LC-ESI-QTOF , positive-QTOF	splash10-0udi-3900000000-b8bc4ff133d8a7f0e5f9	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hexylamine ESI-ITFT , positive-QTOF	splash10-000i-9200000000-413e0235aa4228f5c3de	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hexylamine ESI-ITFT , positive-QTOF	splash10-000i-9000000000-63e764e9a5c1ab9ac177	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hexylamine ESI-ITFT , positive-QTOF	splash10-000i-9000000000-63e764e9a5c1ab9ac177	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hexylamine ESI-ITFT , positive-QTOF	splash10-000i-9000000000-cdbd29d4cd2ada215e99	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hexylamine ESI-ITFT , positive-QTOF	splash10-000i-9000000000-4cb18fbe727511fa5d07	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hexylamine ESI-ITFT , positive-QTOF	splash10-0udi-0900000000-95da79565c39178a2021	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hexylamine ESI-ITFT , positive-QTOF	splash10-0udi-1900000000-1769210055e914ca30db	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hexylamine ESI-ITFT , positive-QTOF	splash10-0udi-1900000000-90d44338cf7110eb557d	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hexylamine ESI-ITFT , positive-QTOF	splash10-0udi-1900000000-038e465128c239c59402	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hexylamine ESI-ITFT , positive-QTOF	splash10-0udi-1900000000-6ee2dc6f2c0d28edff7b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hexylamine ESI-ITFT , positive-QTOF	splash10-0udi-0900000000-4b6fa1ecdaa371a240e0	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hexylamine ESI-ITFT , positive-QTOF	splash10-000i-9000000000-2d4580283696da8c8bf1	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hexylamine 35V, Positive-QTOF	splash10-000i-9000000000-63e764e9a5c1ab9ac177	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hexylamine 25V, Positive-QTOF	splash10-000i-9200000000-c385d603cce452d7915b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hexylamine 150V, Positive-QTOF	splash10-000i-9000000000-2d4580283696da8c8bf1	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hexylamine 30V, Positive-QTOF	splash10-0udi-3900000000-b8bc4ff133d8a7f0e5f9	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hexylamine 105V, Positive-QTOF	splash10-0udi-0900000000-4b6fa1ecdaa371a240e0	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexylamine 10V, Positive-QTOF	splash10-0udr-8900000000-149725cb119c99bc608e	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexylamine 20V, Positive-QTOF	splash10-000i-9200000000-66a9186b9ff2364f84c0	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexylamine 40V, Positive-QTOF	splash10-0006-9000000000-fa32c8ab54c14a3e7da0	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexylamine 10V, Negative-QTOF	splash10-0udi-0900000000-6533e1825da9995cb31a	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexylamine 20V, Negative-QTOF	splash10-0udi-2900000000-abdd763cb471b22b9990	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexylamine 40V, Negative-QTOF	splash10-0fsl-9000000000-17a3415bade30ed306a2	2015-04-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Hexylamine

METLIN ID

Not Available

PubChem Compound

8102

PDB ID

Not Available

ChEBI ID

5712

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

(). EAFUS: Everything Added to Food in the United States.. .

Showing metabocard for Hexylamine (HMDB0032323)

MOL for HMDB0032323 (Hexylamine)

3D MOL for HMDB0032323 (Hexylamine)

3D SDF for HMDB0032323 (Hexylamine)

3D-SDF for HMDB0032323 (Hexylamine)

PDB for HMDB0032323 (Hexylamine)

3D PDB for HMDB0032323 (Hexylamine)

SMILES for HMDB0032323 (Hexylamine)

INCHI for HMDB0032323 (Hexylamine)

Structure for HMDB0032323 (Hexylamine)

3D Structure for HMDB0032323 (Hexylamine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra