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Showing NP-Card for Indole (NP0001127)

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Record Information
Version1.0
Created at2005-11-16 15:48:42 UTC
Updated at2021-10-07 20:39:53 UTC
NP-MRD IDNP0001127
Secondary Accession NumbersNone
Natural Product Identification
Common NameIndole
DescriptionIndole is an aromatic heterocyclic organic compound. It has a bicyclic structure, consisting of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring. It can be produced by bacteria as a degradation product of the amino acid tryptophan. It occurs naturally in human feces and has an intense fecal smell. At very low concentrations, however, it has a flowery smell, and is a constituent of many flower scents (such as orange blossoms) and perfumes. Natural jasmine oil, used in the perfume industry, contains around 2.5% Of indole. Indole also occurs in coal tar. The participation of the nitrogen lone electron pair in the aromatic ring means that indole is not a base, and it does not behave like a simple amine.
Structure
Data?1628564083
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0001127 (Indole)


  Mrv1652306242117433D          

 16 17  0  0  0  0            999 V2000
   -2.0680   -0.6600   -0.0908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1063    0.6743    0.2571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8958    1.3263    0.3792 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3133    0.6749    0.1630 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6034    1.0460    0.2091 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4250    0.0248   -0.0880 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6263   -1.0677   -0.3405 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3218   -0.6681   -0.1860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8862   -1.3363   -0.3124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9954   -1.2051   -0.1961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0346    1.2036    0.4307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9052    2.3691    0.6503 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9144    2.0111    0.4475 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5255    0.0507   -0.1242 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9912   -2.0665   -0.6140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8294   -2.3771   -0.5848 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9  1  1  0  0  0  0
  8  4  1  0  0  0  0
  1 10  1  0  0  0  0
  2 11  1  0  0  0  0
  3 12  1  0  0  0  0
  5 13  1  0  0  0  0
  6 14  1  0  0  0  0
  7 15  1  0  0  0  0
  9 16  1  0  0  0  0
M  END
Download

3D MOL for NP0001127 (Indole)

HMDB0000738
     RDKit          3D
Indole
 16 17  0  0  0  0  0  0  0  0999 V2000
   -2.0866    0.7054   -0.1655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0364   -0.6712   -0.0819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8642   -1.3845    0.0296 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3435   -0.6948    0.0611 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6153   -1.1125    0.1613 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4099   -0.0360    0.1456 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6263    1.0900    0.0330 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2984    0.6866   -0.0224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8880    1.3898   -0.1342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0353    1.2245   -0.2524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9790   -1.2270   -0.1055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8657   -2.4617    0.0926 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9610   -2.0892    0.2391 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4811   -0.0151    0.2081 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9131    2.1238   -0.0104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8933    2.4719   -0.1979 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  1  1  0
  8  4  1  0
  1 10  1  0
  2 11  1  0
  3 12  1  0
  5 13  1  0
  6 14  1  0
  7 15  1  0
  9 16  1  0
M  END
Download

3D SDF for NP0001127 (Indole)


  Mrv1652306242117433D          

 16 17  0  0  0  0            999 V2000
   -2.0680   -0.6600   -0.0908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1063    0.6743    0.2571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8958    1.3263    0.3792 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3133    0.6749    0.1630 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6034    1.0460    0.2091 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4250    0.0248   -0.0880 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6263   -1.0677   -0.3405 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3218   -0.6681   -0.1860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8862   -1.3363   -0.3124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9954   -1.2051   -0.1961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0346    1.2036    0.4307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9052    2.3691    0.6503 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9144    2.0111    0.4475 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5255    0.0507   -0.1242 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9912   -2.0665   -0.6140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8294   -2.3771   -0.5848 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9  1  1  0  0  0  0
  8  4  1  0  0  0  0
  1 10  1  0  0  0  0
  2 11  1  0  0  0  0
  3 12  1  0  0  0  0
  5 13  1  0  0  0  0
  6 14  1  0  0  0  0
  7 15  1  0  0  0  0
  9 16  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0001127

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]N1C([H])=C([H])C2=C([H])C([H])=C([H])C([H])=C12

> <INCHI_IDENTIFIER>
InChI=1S/C8H7N/c1-2-4-8-7(3-1)5-6-9-8/h1-6,9H

> <INCHI_KEY>
SIKJAQJRHWYJAI-UHFFFAOYSA-N

> <FORMULA>
C8H7N

> <MOLECULAR_WEIGHT>
117.1479

> <EXACT_MASS>
117.057849229

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
16

> <JCHEM_AVERAGE_POLARIZABILITY>
12.81574628396194

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1H-indole

> <ALOGPS_LOGP>
2.29

> <JCHEM_LOGP>
2.0720078089999996

> <ALOGPS_LOGS>
-1.34

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.437037050201045

> <JCHEM_POLAR_SURFACE_AREA>
15.79

> <JCHEM_REFRACTIVITY>
37.1445

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.31e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
indole

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for NP0001127 (Indole)

HMDB0000738
     RDKit          3D
Indole
 16 17  0  0  0  0  0  0  0  0999 V2000
   -2.0866    0.7054   -0.1655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0364   -0.6712   -0.0819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8642   -1.3845    0.0296 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3435   -0.6948    0.0611 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6153   -1.1125    0.1613 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4099   -0.0360    0.1456 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6263    1.0900    0.0330 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2984    0.6866   -0.0224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8880    1.3898   -0.1342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0353    1.2245   -0.2524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9790   -1.2270   -0.1055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8657   -2.4617    0.0926 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9610   -2.0892    0.2391 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4811   -0.0151    0.2081 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9131    2.1238   -0.0104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8933    2.4719   -0.1979 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  1  1  0
  8  4  1  0
  1 10  1  0
  2 11  1  0
  3 12  1  0
  5 13  1  0
  6 14  1  0
  7 15  1  0
  9 16  1  0
M  END
Download

PDB for NP0001127 (Indole)

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0      -2.068  -0.660  -0.091  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.106   0.674   0.257  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.896   1.326   0.379  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.313   0.675   0.163  0.00  0.00           C+0
HETATM    5  N   UNK     0       1.603   1.046   0.209  0.00  0.00           N+0
HETATM    6  C   UNK     0       2.425   0.025  -0.088  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.626  -1.068  -0.341  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.322  -0.668  -0.186  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.886  -1.336  -0.312  0.00  0.00           C+0
HETATM   10  H   UNK     0      -2.995  -1.205  -0.196  0.00  0.00           H+0
HETATM   11  H   UNK     0      -3.035   1.204   0.431  0.00  0.00           H+0
HETATM   12  H   UNK     0      -0.905   2.369   0.650  0.00  0.00           H+0
HETATM   13  H   UNK     0       1.914   2.011   0.448  0.00  0.00           H+0
HETATM   14  H   UNK     0       3.526   0.051  -0.124  0.00  0.00           H+0
HETATM   15  H   UNK     0       1.991  -2.067  -0.614  0.00  0.00           H+0
HETATM   16  H   UNK     0      -0.829  -2.377  -0.585  0.00  0.00           H+0
CONECT    1    2    9   10                                                  
CONECT    2    1    3   11                                                  
CONECT    3    2    4   12                                                  
CONECT    4    3    5    8                                                  
CONECT    5    4    6   13                                                  
CONECT    6    5    7   14                                                  
CONECT    7    6    8   15                                                  
CONECT    8    7    9    4                                                  
CONECT    9    8    1   16                                                  
CONECT   10    1                                                            
CONECT   11    2                                                            
CONECT   12    3                                                            
CONECT   13    5                                                            
CONECT   14    6                                                            
CONECT   15    7                                                            
CONECT   16    9                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END
Download

3D PDB for NP0001127 (Indole)

COMPND    HMDB0000738
HETATM    1  C1  UNL     1      -2.087   0.705  -0.166  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.036  -0.671  -0.082  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.864  -1.384   0.030  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.343  -0.695   0.061  1.00  0.00           C  
HETATM    5  N1  UNL     1       1.615  -1.112   0.161  1.00  0.00           N  
HETATM    6  C5  UNL     1       2.410  -0.036   0.146  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.626   1.090   0.033  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.298   0.687  -0.022  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.888   1.390  -0.134  1.00  0.00           C  
HETATM   10  H1  UNL     1      -3.035   1.225  -0.252  1.00  0.00           H  
HETATM   11  H2  UNL     1      -2.979  -1.227  -0.105  1.00  0.00           H  
HETATM   12  H3  UNL     1      -0.866  -2.462   0.093  1.00  0.00           H  
HETATM   13  H4  UNL     1       1.961  -2.089   0.239  1.00  0.00           H  
HETATM   14  H5  UNL     1       3.481  -0.015   0.208  1.00  0.00           H  
HETATM   15  H6  UNL     1       1.913   2.124  -0.010  1.00  0.00           H  
HETATM   16  H7  UNL     1      -0.893   2.472  -0.198  1.00  0.00           H  
CONECT    1    2    2    9   10
CONECT    2    3   11
CONECT    3    4    4   12
CONECT    4    5    8
CONECT    5    6   13
CONECT    6    7    7   14
CONECT    7    8   15
CONECT    8    9    9
CONECT    9   16
END
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SMILES for NP0001127 (Indole)

[H]N1C([H])=C([H])C2=C([H])C([H])=C([H])C([H])=C12
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INCHI for NP0001127 (Indole)

InChI=1S/C8H7N/c1-2-4-8-7(3-1)5-6-9-8/h1-6,9H
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View in JSmol
Synonyms
ValueSource
2,3-BenzopyrroleChEBI
indolChEBI
1-AzaindeneHMDB
1-BenzazoleHMDB
Benzo[b]pyrroleHMDB
KetoleHMDB
IndoleHMDB
Chemical FormulaC8H7N
Average Mass117.1479 Da
Monoisotopic Mass117.05785 Da
IUPAC Name1H-indole
Traditional Nameindole
CAS Registry Number120-72-9
SMILES
[H]N1C([H])=C([H])C2=C([H])C([H])=C([H])C([H])=C12
InChI Identifier
InChI=1S/C8H7N/c1-2-4-8-7(3-1)5-6-9-8/h1-6,9H
InChI KeySIKJAQJRHWYJAI-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
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Aloysia triphyllaFooDB
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Amelanchier alnifoliaFooDB
Amorphophallus eichleriLOTUS Database
Amorphophallus spp.KNApSAcK Database
Anacardium occidentaleFooDB
Ananas comosusFooDB
Anas platyrhynchosFooDB
AnatidaeFooDB
Anethum graveolensFooDB
Angelica keiskeiFooDB
Annona cherimolaFooDB
Annona muricataFooDB
Annona reticulataFooDB
Annona squamosaFooDB
Anser anserFooDB
Anthriscus cerefoliumFooDB
Apium graveolensFooDB
Apium graveolens var. dulceFooDB
Apium graveolens var. rapaceumFooDB
Apium graveolens var. secalinumFooDB
Arachis hypogaeaFooDB
Arctium lappaFooDB
Armoracia rusticanaFooDB
Artemisia dracunculusFooDB
Artemisia vulgarisFooDB
Artocarpus altilisFooDB
Artocarpus heterophyllusFooDB
Arum maculatumKNApSAcK Database
Asparagus officinalisFooDB
Attalea speciosaFooDB
Auricularia auricula-judaeFooDB
Auricularia polytrichaFooDB
Avena sativa L.FooDB
Averrhoa carambolaFooDB
Basella albaFooDB
Benincasa hispidaFooDB
Bertholletia excelsaFooDB
Beta vulgarisFooDB
Beta vulgaris ssp. ciclaFooDB
Bison bisonFooDB
Borago officinalisFooDB
Bos taurusFooDB
Bos taurus X Bison bisonFooDB
Brassica alboglabraFooDB
Brassica hirtaKNApSAcK Database
Brassica junceaFooDB
Brassica napusFooDB
Brassica napus var. napusFooDB
Brassica nigraLOTUS Database
Brassica oleraceaFooDB
Brassica oleracea var. botrytisFooDB
    • L. Valettea X. Fernandez, S. Poulain, A.-M. Loiseau, L. Lizzani-Cuvelier, R. Levieil, L. Restier....
Brassica oleracea var. capitataFooDB
Brassica oleracea var. gemmiferaFooDB
Brassica oleracea var. gongylodesFooDB
Brassica oleracea var. italicaFooDB
Brassica oleracea var. sabaudaFooDB
Brassica oleracea var. viridisFooDB
Brassica rapaFooDB
Brassica rapa ssp. chinensisFooDB
Brassica rapa var. pekinensisFooDB
Brassica rapa var. rapaFooDB
Brassica ruvoFooDB
Brosimum alicastrumFooDB
Bubalus bubalisFooDB
Byrsonima crassifoliaFooDB
Cajanus cajanFooDB
Camellia sinensisKNApSAcK Database
Campylobacter jejuni-
Canarium ovatumFooDB
Cannabis sativaCannabisDB
      Not Available
Cantharellus cibariusFooDB
Canthium subcordatumLOTUS Database
Capparis spinosaFooDB
Capra aegagrus hircusFooDB
Capsicum annuumFooDB
Capsicum annuum L.FooDB
Capsicum annuum var. annuumFooDB
Capsicum chinenseFooDB
Capsicum pubescensFooDB
Carica papaya L.FooDB
Carissa macrocarpaFooDB
Carthamus tinctoriusFooDB
Carum carviFooDB
CaryaFooDB
Carya illinoinensisFooDB
CastaneaFooDB
Castanea crenataFooDB
Castanea mollissimaFooDB
Castanea sativaFooDB
Catharanthus roseusKNApSAcK Database
Ceratonia siliquaFooDB
CervidaeFooDB
Cervus canadensisFooDB
Chamaemelum nobileFooDB
Chamerion angustifoliumFooDB
Chenopodium albumFooDB
Chenopodium quinoaFooDB
Chimonanthus fragrusKNApSAcK Database
Chrysanthemum coronariumFooDB
Cicer arietinumFooDB
Cichorium endiviaFooDB
Cichorium intybusFooDB
CinnamomumFooDB
Cinnamomum aromaticumFooDB
Cinnamomum verumFooDB
CirsiumFooDB
Citrullus lanatusFooDB
Citrus ×limon (L.) Burm. f. (pro sp.)FooDB
Citrus aurantifoliaKNApSAcK Database
Citrus aurantiifoliaFooDB
Citrus aurantiumKNApSAcK Database
Citrus hystrixKNApSAcK Database
Citrus latifoliaFooDB
Citrus limonKNApSAcK Database
Citrus maximaFooDB
Citrus paradisiKNApSAcK Database
Citrus reticulataKNApSAcK Database
Citrus sinensisKNApSAcK Database
Citrus spp.KNApSAcK Database
Citrus X sinensis (L.) Osbeck (pro. sp.)Plant
Clostridium difficile-
Cocos nuciferaFooDB
Coffea arabicaKNApSAcK Database
Coffea arabica L.Plant
Coffea canephoraKNApSAcK Database
Colocasia esculentaFooDB
ColumbaFooDB
ColumbidaeFooDB
Coprinopsis picaceaLOTUS Database
Corchorus olitoriusFooDB
Coriandrum sativum L.FooDB
CorylusFooDB
Corylus avellanaFooDB
Crateva religiosaFooDB
Crocus sativusFooDB
Cucumis meloFooDB
Cucumis metuliferusFooDB
Cucumis sativus L.FooDB
CucurbitaFooDB
Cucurbita maximaFooDB
Cucurbita moschataFooDB
Cuminum cyminumFooDB
Curcuma longaFooDB
Cydonia oblongaFooDB
Cymbopogon citratusFooDB
Cynara cardunculusFooDB
Cynara scolymusFooDB
Daphne papyraceaLOTUS Database
Daucus carotaFooDB
Daucus carota ssp. sativusFooDB
Dimocarpus longanFooDB
DioscoreaFooDB
Dioscorea pentaphyllaFooDB
DiospyrosFooDB
Diospyros kakiFooDB
Diospyros virginianaFooDB
Dracunculus vulgarisKNApSAcK Database
Dromaius novaehollandiaeFooDB
Durio zibethinusFooDB
Dysphania ambrosioidesFooDB
ElaeisFooDB
Eleocharis dulcisFooDB
Elettaria cardamomumFooDB
Empetrum nigrumFooDB
Equus caballusFooDB
Eragrostis tefFooDB
Eriobotrya japonicaFooDB
Eruca vesicaria subsp. SativaFooDB
Eugenia javanicaFooDB
Eugenia unifloraFooDB
Eutrema japonicumFooDB
Fagopyrum esculentumFooDB
Fagopyrum tataricumFooDB
FagusFooDB
Feijoa sellowianaFooDB
Ficus caricaFooDB
Flammulina velutipesFooDB
Foeniculum vulgareFooDB
Fragaria x ananassaFooDB
Gallus gallusFooDB
Garcinia mangostanaFooDB
Gaylussacia baccataFooDB
Ginkgo bilobaFooDB
Giraffa camelopardalisLOTUS Database
Glycine maxFooDB
Glycyrrhiza glabraLOTUS Database
GossypiumFooDB
Gossypium hirsutumLOTUS Database
Grifola frondosaFooDB
Hedysarum alpinumFooDB
Helianthus annuus L.FooDB
Helianthus tuberosusFooDB
Hibiscus sabbariffaFooDB
Hippophae rhamnoidesFooDB
Hordeum vulgareFooDB
Hyssopus officinalis L.FooDB
Ilex paraguariensisLOTUS Database
Illicium verumFooDB
Ipomoea aquaticaFooDB
Ipomoea batatasFooDB
Isatis tinctoriaLOTUS Database
Jasminum grandiflorumPlant
Jasminum spp.KNApSAcK Database
JuglansFooDB
Juglans ailanthifoliaFooDB
Juglans cinereaFooDB
Juglans nigra L.FooDB
Juglans regiaFooDB
Lablab purpureusFooDB
Lactuca sativaFooDB
Lagenaria sicerariaFooDB
Lagopus mutaFooDB
Lathyrus sativusFooDB
Laurus nobilis L.FooDB
Lens culinarisFooDB
Lentinus edodesFooDB
Lepidium meyeniiLOTUS Database
Lepidium sativumFooDB
LeporidaeFooDB
Lepus timidusFooDB
Levisticum officinaleFooDB
Linum usitatissimumFooDB
Litchi chinensisFooDB
Lonicera japonicaLOTUS Database
Luffa aegyptiacaFooDB
LupinusFooDB
Lupinus albusFooDB
MacadamiaFooDB
Macadamia tetraphyllaFooDB
Malpighia emarginataFooDB
MalusFooDB
Malus pumilaFooDB
Mammea americanaFooDB
Mangifera indicaFooDB
Manihot esculentaFooDB
Manilkara zapotaFooDB
Maranta arundinaceaFooDB
Matricaria recutitaFooDB
Matteuccia struthiopterisFooDB
Medicago sativaFooDB
Melanitta fuscaFooDB
Meleagris gallopavoFooDB
Melissa officinalis L.FooDB
MenthaFooDB
Mentha aquaticaFooDB
Mentha arvensisFooDB
Mentha spicataFooDB
Mentha x piperitaFooDB
Mespilus germanicaFooDB
Metroxylon saguFooDB
Momordica charantiaFooDB
MorchellaceaeFooDB
Morella rubraFooDB
Moringa oleiferaFooDB
MorusFooDB
Morus nigraFooDB
Murraya paniculataKNApSAcK Database
Musa acuminataFooDB
Musa x paradisiacaFooDB
MyricaFooDB
Myristica fragransFooDB
Narcissus tazettaLOTUS Database
Narcissus tazetta var.chinensisKNApSAcK Database
NelumboFooDB
Nelumbo nuciferaFooDB
Nephelium lappaceumFooDB
Nothomyrmecia macropsLOTUS Database
Numida meleagrisFooDB
Nuphar luteaFooDB
Ocimum basilicumFooDB
OdocoileusFooDB
Oenothera biennisFooDB
Olea europaeaFooDB
OpuntiaFooDB
Opuntia cochenilliferaFooDB
Opuntia macrorhizaFooDB
Origanum majoranaFooDB
Origanum onitesFooDB
Origanum vulgareFooDB
Origanum X majoricumFooDB
OryctolagusFooDB
Oryza rufipogonFooDB
Oryza sativaFooDB
Ovis ariesFooDB
Pachyrhizus erosusFooDB
Panax ginsengFooDB
Pangium eduleFooDB
Panicum miliaceumFooDB
Passiflora edulisFooDB
Pastinaca sativaFooDB
Pediomelum esculentumFooDB
Perideridia oreganaFooDB
Persea americanaFooDB
Petasites japonicusFooDB
Petroselinum crispumFooDB
Phaseolus coccineusFooDB
Phaseolus lunatusFooDB
Phaseolus vulgarisFooDB
PhasianidaeFooDB
Phasianus colchicusFooDB
Phoenix dactyliferaFooDB
Photinia melanocarpaFooDB
Phyllostachys edulisFooDB
PhysalisFooDB
Physalis philadelphica var. immaculataFooDB
Phytolacca americanaFooDB
Pimenta dioicaFooDB
Pimpinella anisumFooDB
PinusFooDB
Pinus edulisFooDB
Piper nigrum L.FooDB
Pistacia veraFooDB
Pisum sativumFooDB
Pleurotus ostreatusFooDB
Polygala senegaLOTUS Database
Polygonum alpinumFooDB
Portulaca oleraceaFooDB
Pouteria sapotaFooDB
Prunus armeniacaFooDB
Prunus aviumFooDB
Prunus avium L.FooDB
Prunus cerasusFooDB
Prunus domesticaFooDB
Prunus dulcisFooDB
Prunus persicaFooDB
Prunus persica var. nucipersicaFooDB
Prunus persica var. persicaFooDB
Prunus tomentosaFooDB
Prunus virginianaFooDB
Psidium cattleianumFooDB
Psidium guajavaFooDB
Psophocarpus tetragonolobusFooDB
Punica granatumFooDB
Pyrus communisFooDB
Pyrus pyrifoliaFooDB
QuercusFooDB
Raphanus sativusFooDB
Raphanus sativus var. longipinnatusFooDB
Raphanus sativus var. sativusFooDB
Rheum rhabarbarumFooDB
Ribes aureumFooDB
Ribes glandulosumFooDB
Ribes nigrumFooDB
Ribes rubrumFooDB
Ribes uva-crispaFooDB
RosaFooDB
Rubus arcticusFooDB
Rubus chamaemorusFooDB
Rubus idaeusFooDB
Rubus occidentalisFooDB
Rubus spectabilisFooDB
RumexFooDB
Rumex acetosaFooDB
Rumex articusFooDB
Sagittaria latifoliaFooDB
Salix pulchraFooDB
Salvia divinorumLOTUS Database
Salvia elegansFooDB
Salvia hispanicaFooDB
Salvia officinalisFooDB
Salvia rosmarinusFooDB
Sambucus nigraFooDB
Sambucus nigra L.FooDB
Satureja hortensis L.FooDB
Satureja montanaFooDB
Sauromatum guttatumKNApSAcK Database
Sauromatum venosumLOTUS Database
Sauromatun guttatum-
Scorzonera hispanicaFooDB
Scutellaria baicalensisLOTUS Database
Secale cerealeFooDB
Sechium eduleFooDB
Senecio adenotrichiusLOTUS Database
Sergia lucensLOTUS Database
Sesamum indicumFooDB
Sesbania bispinosaFooDB
Sinapis albaFooDB
SisymbriumFooDB
Solanum lycopersicumFooDB
Solanum lycopersicum var. cerasiformeFooDB
Solanum lycopersicum var. lycopersicumFooDB
Solanum melongenaFooDB
Solanum quitoenseFooDB
Solanum tuberosumFooDB
Sorbus aucupariaFooDB
Sorghum bicolorFooDB
Spinacia oleraceaFooDB
Struthio camelusFooDB
Sus scrofaFooDB
Sus scrofa domesticaFooDB
Syzygium aromaticumFooDB
Syzygium cuminiFooDB
Syzygium jambosFooDB
Tamarindus indicaFooDB
Tanacetum partheniumLOTUS Database
Taraxacum officinaleFooDB
Tecoma stansLOTUS Database
Tetragonia tetragonioidesFooDB
ThelespermaFooDB
Theobroma cacaoFooDB
    • Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Thymus pulegioidesFooDB
Thymus vulgarisFooDB
Tilia cordataFooDB
Tilia L.FooDB
Tragopogon porrifoliusFooDB
Trigonella foenum-graecumFooDB
TriticumFooDB
Triticum aestivumFooDB
Triticum durumFooDB
Triticum speltaFooDB
Triticum turanicumFooDB
Typha angustifoliaFooDB
VacciniumFooDB
Vaccinium angustifoliumFooDB
Vaccinium angustifolium X Vaccinium corymbosumFooDB
Vaccinium arboreumFooDB
Vaccinium corymbosumFooDB
Vaccinium deliciosumFooDB
Vaccinium elliottiiFooDB
Vaccinium macrocarponFooDB
Vaccinium myrtilloidesFooDB
Vaccinium myrtillusFooDB
Vaccinium ovalifoliumFooDB
Vaccinium ovatumFooDB
Vaccinium oxycoccosFooDB
Vaccinium parvifoliumFooDB
Vaccinium reticulatumFooDB
Vaccinium stamineumFooDB
Vaccinium uliginosumFooDB
Vaccinium vitis-idaeaFooDB
Valerianella locustaFooDB
VanillaFooDB
Verbena officinalisFooDB
Viburnum eduleFooDB
Vicia fabaFooDB
Vigna aconitifoliaFooDB
Vigna angularisFooDB
Vigna mungoFooDB
Vigna radiataFooDB
Vigna umbellataFooDB
Vigna unguiculataFooDB
Vigna unguiculata ssp. cylindricaFooDB
Vigna unguiculata ssp. unguiculataFooDB
Vigna unguiculata var. sesquipedalisFooDB
VitisFooDB
Vitis aestivalisFooDB
Vitis labruscaFooDB
Vitis rotundifoliaFooDB
Vitis vinifera L.FooDB
Viverra zibetha-
Xanthosoma sagittifoliumFooDB
Zea maysLOTUS Database
Zea mays L.FooDB
Zingiber miogaLOTUS Database
Zingiber officinaleFooDB
ZizaniaFooDB
Zizania aquaticaFooDB
Ziziphus zizyphusFooDB
Species Where Detected
Species NameSourceReference
Escherichia coliKNApSAcK Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as indoles. Indoles are compounds containing an indole moiety, which consists of pyrrole ring fused to benzene to form 2,3-benzopyrrole.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassIndoles and derivatives
Sub ClassIndoles
Direct ParentIndoles
Alternative Parents
Substituents
  • Indole
  • Benzenoid
  • Heteroaromatic compound
  • Pyrrole
  • Azacycle
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point52.5 °CNot Available
Boiling Point253.00 to 254.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility3.56 mg/mLNot Available
LogP2.14Hansch CH, Leo A and Hoekman DH. "Exploring QSAR: Hydrophobic, Electronic, and Steric Constraints. Volume 1" ACS Publications (1995).
Predicted Properties
PropertyValueSource
Water Solubility5.31 g/LALOGPS
logP2.29ALOGPS
logP2.07ChemAxon
logS-1.3ALOGPS
pKa (Strongest Acidic)16.44ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area15.79 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity37.14 m³·mol⁻¹ChemAxon
Polarizability12.82 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0000738
DrugBank IDDB04532
Phenol Explorer Compound IDNot Available
FoodDB IDFDB012008
KNApSAcK IDC00001418
Chemspider ID776
KEGG Compound IDC00463
BioCyc IDINDOLE
BiGG IDNot Available
Wikipedia LinkIndole
METLIN ID286
PubChem Compound798
PDB IDNot Available
ChEBI ID16881
Good Scents IDrw1006511
References
General References
  1. Raw I, Schmidt BJ, Merzel J: Catecholamines and congenital pain insensitivity. Braz J Med Biol Res. 1984;17(3-4):271-9. [PubMed:6085021 ]
  2. Cooke M, Leeves N, White C: Time profile of putrescine, cadaverine, indole and skatole in human saliva. Arch Oral Biol. 2003 Apr;48(4):323-7. [PubMed:12663078 ]
  3. Gambhir KK, McMenamy RH, Watson F: Positions in human serum albumin which involve the indole binding site. Sequence of 107-residue fragment. J Biol Chem. 1975 Sep 10;250(17):6711-9. [PubMed:1158878 ]
  4. Welch DF, Ahlin PA, Matsen JM: Differentiation of Haemophilus spp. in Respiratory isolate cultures by an indole spot test. J Clin Microbiol. 1982 Feb;15(2):216-9. [PubMed:7040445 ]
  5. Kunka RL, Hussey EK, Shaw S, Warner P, Aubert B, Richard I, Fowler PA, Pakes GE: Safety, tolerability, and pharmacokinetics of sumatriptan suppositories following single and multiple doses in healthy volunteers. Cephalalgia. 1997 Jun;17(4):532-40. [PubMed:9209775 ]
  6. Scott AK: Sumatriptan clinical pharmacokinetics. Clin Pharmacokinet. 1994 Nov;27(5):337-44. [PubMed:7851052 ]
  7. Coowar D, Bouissac J, Hanbali M, Paschaki M, Mohier E, Luu B: Effects of indole fatty alcohols on the differentiation of neural stem cell derived neurospheres. J Med Chem. 2004 Dec 2;47(25):6270-82. [PubMed:15566297 ]
  8. Citron DM, Baron EJ, Finegold SM, Goldstein EJ: Short prereduced anaerobically sterilized (PRAS) biochemical scheme for identification of clinical isolates of bile-resistant Bacteroides species. J Clin Microbiol. 1990 Oct;28(10):2220-3. [PubMed:2229345 ]
  9. Agatsuma S, Sekino H, Watanabe H: Indoxyl-beta-D-glucuronide and 3-indoxyl sulfate in plasma of hemodialysis patients. Clin Nephrol. 1996 Apr;45(4):250-6. [PubMed:8861801 ]
  10. Aoyama I, Miyazaki T, Niwa T: Preventive effects of an oral sorbent on nephropathy in rats. Miner Electrolyte Metab. 1999 Jul-Dec;25(4-6):365-72. [PubMed:10681668 ]
  11. Yoshida M, Mishiro Y: [Indole production in human whole saliva]. Shigaku. 1989 Aug;77(2):472-86. [PubMed:2489307 ]
  12. Freedman DX, Belendiuk K, Belendiuk GW, Crayton JW: Blood tryptophan metabolism in chronic schizophrenics. Arch Gen Psychiatry. 1981 Jun;38(6):655-9. [PubMed:7247628 ]
  13. Takken W, van Loon JJ, Adam W: Inhibition of host-seeking response and olfactory responsiveness in Anopheles gambiae following blood feeding. J Insect Physiol. 2001 Mar;47(3):303-310. [PubMed:11119776 ]