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Showing NP-Card for Cyclohexylamine (NP0002745)

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Record Information
Version1.0
Created at2020-11-23 19:39:22 UTC
Updated at2021-08-19 23:59:19 UTC
NP-MRD IDNP0002745
Secondary Accession NumbersNone
Natural Product Identification
Common NameCyclohexylamine
Provided ByBMRBBMRB logo
DescriptionCyclohexylamine belongs to the class of organic compounds known as cyclohexylamines. These are organic compounds containing a cyclohexylamine moiety, which consist of a cyclohexane ring attached to an amine group. Cyclohexylamine is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Cyclohexylamine is found in Mus musculus. It was first documented in 1995 (PMID: 7766708). Based on a literature review a significant number of articles have been published on Cyclohexylamine (PMID: 17984079) (PMID: 26686724) (PMID: 14726272) (PMID: 34349919).
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0002745 (Cyclohexylamine)


     RDKit          2D

 20 20  0  0  0  0  0  0  0  0999 V2000
   -2.4869    0.1519    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1124   -0.4488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7595    1.0091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6795    1.4324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7657    0.3979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4128   -1.0600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0263   -1.4833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7148    1.1093    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6943   -0.7380    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9426   -1.6981    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7268    1.1903    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9265    2.4998    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0128    2.7761    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8870    2.3224    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5959    1.6472    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1401   -0.2028    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9098   -1.1544    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5798   -2.5507    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6405   -2.8270    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2337   -2.3733    0.0000 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
  7  2  1  0
  1  8  1  0
  1  9  1  0
  2 10  1  6
  3 11  1  1
  3 12  1  0
  4 13  1  1
  4 14  1  0
  5 15  1  6
  5 16  1  0
  6 17  1  1
  6 18  1  0
  7 19  1  1
  7 20  1  0
M  END
Download

3D MOL for NP0002745 (Cyclohexylamine)

NP0002745
     RDKit          3D

 20 20  0  0  0  0  0  0  0  0999 V2000
   -2.4311   -0.2002    0.2947 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1172   -0.2343   -0.3706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2884   -1.2704    0.3339 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1570   -1.2051   -0.0762 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7703    0.1433    0.1038 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8521    1.2881    0.0788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5092    1.1065   -0.4580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3390    0.0710    1.2932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9856    0.5260   -0.2128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3354   -0.6490   -1.3853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3772   -1.2281    1.4298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6544   -2.2879    0.0389 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2389   -1.5275   -1.1344 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6871   -1.9919    0.5193 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5804    0.2274   -0.6820 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3653    0.0890    1.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7992    1.7246    1.1207 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3422    2.1213   -0.5082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5597    1.4630   -1.5253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1954    1.8342    0.0753 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
  7  2  1  0
  1  8  1  0
  1  9  1  0
  2 10  1  0
  3 11  1  0
  3 12  1  0
  4 13  1  0
  4 14  1  0
  5 15  1  0
  5 16  1  0
  6 17  1  0
  6 18  1  0
  7 19  1  0
  7 20  1  0
M  END
Download

3D SDF for NP0002745 (Cyclohexylamine)


     RDKit          2D

 20 20  0  0  0  0  0  0  0  0999 V2000
   -2.4869    0.1519    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1124   -0.4488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7595    1.0091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6795    1.4324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7657    0.3979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4128   -1.0600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0263   -1.4833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7148    1.1093    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6943   -0.7380    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9426   -1.6981    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7268    1.1903    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9265    2.4998    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0128    2.7761    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8870    2.3224    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5959    1.6472    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1401   -0.2028    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9098   -1.1544    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5798   -2.5507    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6405   -2.8270    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2337   -2.3733    0.0000 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
  7  2  1  0
  1  8  1  0
  1  9  1  0
  2 10  1  6
  3 11  1  1
  3 12  1  0
  4 13  1  1
  4 14  1  0
  5 15  1  6
  5 16  1  0
  6 17  1  1
  6 18  1  0
  7 19  1  1
  7 20  1  0
M  END
> <DATABASE_ID>
NP0002745

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NC1CCCCC1

> <INCHI_IDENTIFIER>
InChI=1S/C6H13N/c7-6-4-2-1-3-5-6/h6H,1-5,7H2

> <INCHI_KEY>
PAFZNILMFXTMIY-UHFFFAOYSA-N

> <FORMULA>
C6H13N

> <MOLECULAR_WEIGHT>
99.1741

> <EXACT_MASS>
99.104799421

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
20

> <JCHEM_AVERAGE_POLARIZABILITY>
12.439408453081615

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
cyclohexanamine

> <ALOGPS_LOGP>
1.30

> <JCHEM_LOGP>
1.1738116663333336

> <ALOGPS_LOGS>
-1.10

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
10.454842850802967

> <JCHEM_POLAR_SURFACE_AREA>
26.02

> <JCHEM_REFRACTIVITY>
30.933

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.82e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cyclohexylamine

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for NP0002745 (Cyclohexylamine)

NP0002745
     RDKit          3D

 20 20  0  0  0  0  0  0  0  0999 V2000
   -2.4311   -0.2002    0.2947 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1172   -0.2343   -0.3706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2884   -1.2704    0.3339 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1570   -1.2051   -0.0762 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7703    0.1433    0.1038 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8521    1.2881    0.0788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5092    1.1065   -0.4580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3390    0.0710    1.2932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9856    0.5260   -0.2128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3354   -0.6490   -1.3853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3772   -1.2281    1.4298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6544   -2.2879    0.0389 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2389   -1.5275   -1.1344 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6871   -1.9919    0.5193 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5804    0.2274   -0.6820 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3653    0.0890    1.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7992    1.7246    1.1207 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3422    2.1213   -0.5082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5597    1.4630   -1.5253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1954    1.8342    0.0753 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
  7  2  1  0
  1  8  1  0
  1  9  1  0
  2 10  1  0
  3 11  1  0
  3 12  1  0
  4 13  1  0
  4 14  1  0
  5 15  1  0
  5 16  1  0
  6 17  1  0
  6 18  1  0
  7 19  1  0
  7 20  1  0
M  END
Download

PDB for NP0002745 (Cyclohexylamine)

HEADER    PROTEIN                                 17-JUL-18   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUL-18         0                                  
HETATM    1  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       1.334   3.850   0.000  0.00  0.00           N+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    6                                                       
CONECT    6    4    5    7                                                  
CONECT    7    6                                                            
MASTER        0    0    0    0    0    0    0    0    7    0   14    0
END
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3D PDB for NP0002745 (Cyclohexylamine)

COMPND    NP0002745
HETATM    1  N1  UNL     1      -2.431  -0.200   0.295  1.00  0.00           N  
HETATM    2  C1  UNL     1      -1.117  -0.234  -0.371  1.00  0.00           C  
HETATM    3  C2  UNL     1      -0.288  -1.270   0.334  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.157  -1.205  -0.076  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.770   0.143   0.104  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.852   1.288   0.079  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.509   1.106  -0.458  1.00  0.00           C  
HETATM    8  H1  UNL     1      -2.339   0.071   1.293  1.00  0.00           H  
HETATM    9  H2  UNL     1      -2.986   0.526  -0.213  1.00  0.00           H  
HETATM   10  H3  UNL     1      -1.335  -0.649  -1.385  1.00  0.00           H  
HETATM   11  H4  UNL     1      -0.377  -1.228   1.430  1.00  0.00           H  
HETATM   12  H5  UNL     1      -0.654  -2.288   0.039  1.00  0.00           H  
HETATM   13  H6  UNL     1       1.239  -1.527  -1.134  1.00  0.00           H  
HETATM   14  H7  UNL     1       1.687  -1.992   0.519  1.00  0.00           H  
HETATM   15  H8  UNL     1       2.580   0.227  -0.682  1.00  0.00           H  
HETATM   16  H9  UNL     1       2.365   0.089   1.064  1.00  0.00           H  
HETATM   17  H10 UNL     1       0.799   1.725   1.121  1.00  0.00           H  
HETATM   18  H11 UNL     1       1.342   2.121  -0.508  1.00  0.00           H  
HETATM   19  H12 UNL     1      -0.560   1.463  -1.525  1.00  0.00           H  
HETATM   20  H13 UNL     1      -1.195   1.834   0.075  1.00  0.00           H  
CONECT    1    2    8    9
CONECT    2    3    7   10
CONECT    3    4   11   12
CONECT    4    5   13   14
CONECT    5    6   15   16
CONECT    6    7   17   18
CONECT    7   19   20
END
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SMILES for NP0002745 (Cyclohexylamine)

NC1CCCCC1
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INCHI for NP0002745 (Cyclohexylamine)

InChI=1S/C6H13N/c7-6-4-2-1-3-5-6/h6H,1-5,7H2
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View in JSmol
Synonyms
ValueSource
CyclohexanamineChEBI
1-amino-CYCLOHEXANEHMDB
1-AminocyclohexaneHMDB
1-CyclohexylamineHMDB
AminocyclohexaneHMDB
AminocylcohexaneHMDB
AminohexahydrobenzeneHMDB
CHAHMDB
Cyclohexanamine, 9ciHMDB
Cyclohexyl amineHMDB
Cyclohexylamine.HCLHMDB
HAIHMDB
hexahydro-AnilineHMDB
hexahydro-BenzenamineHMDB
HexahydroanilineHMDB
HexahydrobenzenamineHMDB
CyclohexylaminesMeSH, HMDB
Chemical FormulaC6H13N
Average Mass99.1741 Da
Monoisotopic Mass99.10480 Da
IUPAC Namecyclohexanamine
Traditional Namecyclohexylamine
CAS Registry NumberNot Available
SMILES
NC1CCCCC1
InChI Identifier
InChI=1S/C6H13N/c7-6-4-2-1-3-5-6/h6H,1-5,7H2
InChI KeyPAFZNILMFXTMIY-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Mus musculusLOTUS Database
Toddalia asiaticaKNApSAcK Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as cyclohexylamines. These are organic compounds containing a cyclohexylamine moiety, which consist of a cyclohexane ring attached to an amine group.
KingdomOrganic compounds
Super ClassOrganic nitrogen compounds
ClassOrganonitrogen compounds
Sub ClassCyclohexylamines
Direct ParentCyclohexylamines
Alternative ParentsNot Available
SubstituentsNot Available
Molecular FrameworkAliphatic homomonocyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting Point-17.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Boiling Point134.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility1000000 mg/L @ 20 °C (exp)The Good Scents Company Information System
LogP1.490The Good Scents Company Information System
Predicted Properties
PropertyValueSource
logP1.3ALOGPS
logP1.17ChemAxon
logS-1.1ALOGPS
pKa (Strongest Basic)10.45ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area26.02 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity30.93 m³·mol⁻¹ChemAxon
Polarizability12.44 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0031404
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB003478
KNApSAcK IDC00044142
Chemspider ID7677
KEGG Compound IDC00571
BioCyc IDCPD-303
BiGG IDNot Available
Wikipedia LinkCyclohexylamine
METLIN IDNot Available
PubChem Compound7965
PDB IDNot Available
ChEBI ID15773
Good Scents IDrw1232791
References
General References
  1. Ulrich EL, Akutsu H, Doreleijers JF, Harano Y, Ioannidis YE, Lin J, Livny M, Mading S, Maziuk D, Miller Z, Nakatani E, Schulte CF, Tolmie DE, Kent Wenger R, Yao H, Markley JL: BioMagResBank. Nucleic Acids Res. 2008 Jan;36(Database issue):D402-8. doi: 10.1093/nar/gkm957. Epub 2007 Nov 4. [PubMed:17984079 ]
  2. Hagi T, Kobayashi M, Nomura M: Metabolome analysis of milk fermented by gamma-aminobutyric acid-producing Lactococcus lactis. J Dairy Sci. 2016 Feb;99(2):994-1001. doi: 10.3168/jds.2015-9945. Epub 2015 Dec 10. [PubMed:26686724 ]
  3. Serra-Majem L, Bassas L, Garcia-Glosas R, Ribas L, Ingles C, Casals I, Saavedra P, Renwick AG: Cyclamate intake and cyclohexylamine excretion are not related to male fertility in humans. Food Addit Contam. 2003 Dec;20(12):1097-104. doi: 10.1080/02652030310001620450. [PubMed:14726272 ]
  4. Douglas GC, Hu J, Thirkill TL, Hovanes K, Fuller M, King BF: Cyclohexylamine inhibits the adhesion of lymphocytic cells to human syncytiotrophoblast. Biochim Biophys Acta. 1995 May 12;1266(3):229-34. doi: 10.1016/0167-4889(95)00025-n. [PubMed:7766708 ]
  5. Zhao Y, Zhu Y, Ma G, Wei Q, Yang S, Zeng X, Zhang H, Chen J: Short, enantioselective, gram-scale synthesis of (-)-zephyranthine. Chem Sci. 2021 Jun 21;12(27):9452-9457. doi: 10.1039/d1sc03147c. eCollection 2021 Jul 14. [PubMed:34349919 ]