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Showing metabocard for Hexylamine (HMDB0032323)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:49:10 UTC
Update Date2023-02-21 17:21:54 UTC
HMDB IDHMDB0032323
Secondary Accession Numbers
  • HMDB32323
Metabolite Identification
Common NameHexylamine
DescriptionHexylamine, 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
Data?1677000114
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0032323 (Hexylamine)


  Mrv0541 05061306272D          

  7  6  0  0  0  0            999 V2000
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
M  END
Download

3D MOL for HMDB0032323 (Hexylamine)

HMDB0032323
     RDKit          3D
Hexylamine
 22 21  0  0  0  0  0  0  0  0999 V2000
   -3.3867    0.3132    0.1718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0493    0.7346   -0.4001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0065   -0.1951    0.1302 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3802    0.1237   -0.3711 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222   -0.8958    0.2474 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7463   -0.6788   -0.1818 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2856    0.5859    0.1630 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0229    1.2058    0.3907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9159   -0.3951   -0.5122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2835   -0.2228    1.1348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1166    0.6351   -1.4970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8302    1.8045   -0.1784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2507   -1.2157   -0.2076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0341   -0.1779    1.2218 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4245    0.0617   -1.4643 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6758    1.1395   -0.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0282   -1.9179   -0.0688 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2486   -0.8461    1.3363 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3560   -1.4686    0.3001 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8224   -0.8346   -1.2736 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6192    1.2783    0.5436 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9872    0.9660   -0.4852 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  1  8  1  0
  1  9  1  0
  1 10  1  0
  2 11  1  0
  2 12  1  0
  3 13  1  0
  3 14  1  0
  4 15  1  0
  4 16  1  0
  5 17  1  0
  5 18  1  0
  6 19  1  0
  6 20  1  0
  7 21  1  0
  7 22  1  0
M  END
Download

3D SDF for HMDB0032323 (Hexylamine)


  Mrv0541 05061306272D          

  7  6  0  0  0  0            999 V2000
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032323

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCN

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

> <INCHI_KEY>
BMVXCPBXGZKUPN-UHFFFAOYSA-N

> <FORMULA>
C6H15N

> <MOLECULAR_WEIGHT>
101.19

> <EXACT_MASS>
101.120449485

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
13.727416072078244

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
hexan-1-amine

> <ALOGPS_LOGP>
1.98

> <JCHEM_LOGP>
1.5875774793333335

> <ALOGPS_LOGS>
-1.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
10.205497412250748

> <JCHEM_POLAR_SURFACE_AREA>
26.02

> <JCHEM_REFRACTIVITY>
32.9944

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.96e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
hexylamine

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0032323 (Hexylamine)

HMDB0032323
     RDKit          3D
Hexylamine
 22 21  0  0  0  0  0  0  0  0999 V2000
   -3.3867    0.3132    0.1718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0493    0.7346   -0.4001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0065   -0.1951    0.1302 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3802    0.1237   -0.3711 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222   -0.8958    0.2474 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7463   -0.6788   -0.1818 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2856    0.5859    0.1630 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0229    1.2058    0.3907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9159   -0.3951   -0.5122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2835   -0.2228    1.1348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1166    0.6351   -1.4970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8302    1.8045   -0.1784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2507   -1.2157   -0.2076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0341   -0.1779    1.2218 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4245    0.0617   -1.4643 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6758    1.1395   -0.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0282   -1.9179   -0.0688 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2486   -0.8461    1.3363 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3560   -1.4686    0.3001 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8224   -0.8346   -1.2736 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6192    1.2783    0.5436 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9872    0.9660   -0.4852 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  1  8  1  0
  1  9  1  0
  1 10  1  0
  2 11  1  0
  2 12  1  0
  3 13  1  0
  3 14  1  0
  4 15  1  0
  4 16  1  0
  5 17  1  0
  5 18  1  0
  6 19  1  0
  6 20  1  0
  7 21  1  0
  7 22  1  0
M  END
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PDB for HMDB0032323 (Hexylamine)

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       3.286   3.437   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.287   2.667   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.621   3.437   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.955   2.667   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      11.288   3.437   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6                                                            
MASTER        0    0    0    0    0    0    0    0    7    0   12    0
END
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3D PDB for HMDB0032323 (Hexylamine)

COMPND    HMDB0032323
HETATM    1  C1  UNL     1      -3.387   0.313   0.172  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.049   0.735  -0.400  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.007  -0.195   0.130  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.380   0.124  -0.371  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.322  -0.896   0.247  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.746  -0.679  -0.182  1.00  0.00           C  
HETATM    7  N1  UNL     1       3.286   0.586   0.163  1.00  0.00           N  
HETATM    8  H1  UNL     1      -4.023   1.206   0.391  1.00  0.00           H  
HETATM    9  H2  UNL     1      -3.916  -0.395  -0.512  1.00  0.00           H  
HETATM   10  H3  UNL     1      -3.284  -0.223   1.135  1.00  0.00           H  
HETATM   11  H4  UNL     1      -2.117   0.635  -1.497  1.00  0.00           H  
HETATM   12  H5  UNL     1      -1.830   1.804  -0.178  1.00  0.00           H  
HETATM   13  H6  UNL     1      -1.251  -1.216  -0.208  1.00  0.00           H  
HETATM   14  H7  UNL     1      -1.034  -0.178   1.222  1.00  0.00           H  
HETATM   15  H8  UNL     1       0.424   0.062  -1.464  1.00  0.00           H  
HETATM   16  H9  UNL     1       0.676   1.140  -0.064  1.00  0.00           H  
HETATM   17  H10 UNL     1       1.028  -1.918  -0.069  1.00  0.00           H  
HETATM   18  H11 UNL     1       1.249  -0.846   1.336  1.00  0.00           H  
HETATM   19  H12 UNL     1       3.356  -1.469   0.300  1.00  0.00           H  
HETATM   20  H13 UNL     1       2.822  -0.835  -1.274  1.00  0.00           H  
HETATM   21  H14 UNL     1       2.619   1.278   0.544  1.00  0.00           H  
HETATM   22  H15 UNL     1       3.987   0.966  -0.485  1.00  0.00           H  
CONECT    1    2    8    9   10
CONECT    2    3   11   12
CONECT    3    4   13   14
CONECT    4    5   15   16
CONECT    5    6   17   18
CONECT    6    7   19   20
CONECT    7   21   22
END
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SMILES for HMDB0032323 (Hexylamine)

CCCCCCN
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INCHI for HMDB0032323 (Hexylamine)

InChI=1S/C6H15N/c1-2-3-4-5-6-7/h2-7H2,1H3
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
1-AminohexaneChEBI
mono-N-HexylamineChEBI
N-HexylamineChEBI
1-HexanamineKegg
1-HexylamineHMDB
Hexan-1-amineHMDB
Hexyl amine-1HMDB
HexylamineChEBI
Hexylamine hydrobromideMeSH
Hexylamine hydrochlorideMeSH
Chemical FormulaC6H15N
Average Molecular Weight101.19
Monoisotopic Molecular Weight101.120449485
IUPAC Namehexan-1-amine
Traditional Namehexylamine
CAS Registry Number111-26-2
SMILES
CCCCCCN
InChI Identifier
InChI=1S/C6H15N/c1-2-3-4-5-6-7/h2-7H2,1H3
InChI KeyBMVXCPBXGZKUPN-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
Not AvailableNot Available
Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting Point-22.9 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility12 mg/mL at 25 °CNot Available
LogP2.06Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility4.96 g/LALOGPS
logP1.98ALOGPS
logP1.59ChemAxon
logS-1.3ALOGPS
pKa (Strongest Basic)10.21ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area26.02 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity32.99 m³·mol⁻¹ChemAxon
Polarizability13.73 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]+122.57331661259
DarkChem[M-H]-117.46231661259
DeepCCS[M+H]+128.96530932474
DeepCCS[M-H]-126.99830932474
DeepCCS[M-2H]-162.58430932474
DeepCCS[M+Na]+137.27930932474
AllCCS[M+H]+125.532859911
AllCCS[M+H-H2O]+121.232859911
AllCCS[M+NH4]+129.632859911
AllCCS[M+Na]+130.732859911
AllCCS[M-H]-130.232859911
AllCCS[M+Na-2H]-134.032859911
AllCCS[M+HCOO]-138.332859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.2.13 minutes32390414
Predicted by Siyang on May 30, 20229.8794 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20226.25 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid167.2 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid965.6 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid323.8 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid119.4 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid200.2 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid120.2 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid314.1 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid319.3 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)563.4 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid801.2 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid257.5 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid867.2 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid232.2 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid263.7 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate618.8 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA353.2 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water113.7 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
HexylamineCCCCCCN1104.9Standard polar33892256
HexylamineCCCCCCN805.9Standard non polar33892256
HexylamineCCCCCCN818.3Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Hexylamine,1TMS,isomer #1CCCCCCN[Si](C)(C)C1045.6Semi standard non polar33892256
Hexylamine,1TMS,isomer #1CCCCCCN[Si](C)(C)C1063.3Standard non polar33892256
Hexylamine,2TMS,isomer #1CCCCCCN([Si](C)(C)C)[Si](C)(C)C1323.9Semi standard non polar33892256
Hexylamine,2TMS,isomer #1CCCCCCN([Si](C)(C)C)[Si](C)(C)C1301.2Standard non polar33892256
Hexylamine,1TBDMS,isomer #1CCCCCCN[Si](C)(C)C(C)(C)C1281.6Semi standard non polar33892256
Hexylamine,1TBDMS,isomer #1CCCCCCN[Si](C)(C)C(C)(C)C1254.5Standard non polar33892256
Hexylamine,2TBDMS,isomer #1CCCCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C1732.8Semi standard non polar33892256
Hexylamine,2TBDMS,isomer #1CCCCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C1668.2Standard non polar33892256
Spectra
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 IDFDB009573
KNApSAcK IDC00001413
Chemspider ID7811
KEGG Compound IDC08306
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkHexylamine
METLIN IDNot Available
PubChem Compound8102
PDB IDNot Available
ChEBI ID5712
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. (). EAFUS: Everything Added to Food in the United States.. .