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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 19:06:40 UTC

Update Date

2021-09-26 23:14:35 UTC

HMDB ID

HMDB0257955

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2-(1H-Indol-2-ylmethyl)-1H-indole

Description

2-[(1H-indol-2-yl)methyl]-1H-indole 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. Based on a literature review very few articles have been published on 2-[(1H-indol-2-yl)methyl]-1H-indole. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2-(1h-indol-2-ylmethyl)-1h-indole is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2-(1H-Indol-2-ylmethyl)-1H-indole is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0257955
     RDKit          3D
2-(1H-Indol-2-ylmethyl)-1H-indole
 33 36  0  0  0  0  0  0  0  0999 V2000
   -4.9685   -0.0586    1.6708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0393   -1.0967    0.7701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0617   -1.2054   -0.1914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0181   -0.2902   -0.2610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9470   -0.1780   -1.0998 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2165    0.8875   -0.7543 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0183    1.3712   -1.3925 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2468    0.7580   -0.7765 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9833    1.2369    0.2870 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0320    0.3738    0.5342 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0683    0.3713    1.4761 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9871   -0.6576    1.4691 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8972   -1.6937    0.5375 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8640   -1.6493   -0.3670 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9275   -0.6333   -0.3868 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8533   -0.3808   -1.1580 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8298    1.4693    0.3254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9415    0.7433    0.6305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9164    0.8579    1.5949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6944    0.0915    2.4491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8539   -1.7926    0.8415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1411   -2.0316   -0.8879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7984   -0.8692   -1.8719 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1390    2.4861   -1.2782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0030    1.1941   -2.4912 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7780    2.1373    0.8384 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1403    1.1628    2.1906 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8161   -0.7100    2.1811 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6414   -2.4820    0.5689 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7856   -2.4537   -1.0981 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5646   -1.0104   -1.9373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4800    2.3728    0.8557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8334    1.6793    2.2840 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  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
  6 17  2  0
 17 18  1  0
 18 19  2  0
 19  1  1  0
 18  4  1  0
 16  8  1  0
 15 10  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  5 23  1  0
  7 24  1  0
  7 25  1  0
  9 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 16 31  1  0
 17 32  1  0
 19 33  1  0
M  END

  Mrv1533004251516192D          

 19 22  0  0  0  0            999 V2000
   -0.1712   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837   -1.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2481   -2.1661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8612   -2.7181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8612   -3.5431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5757   -3.9556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2902   -3.5431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2902   -2.7181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5757   -2.3056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4042   -1.4986    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  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
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
  2 10  1  0  0  0  0
  1 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
 11 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0257955

> <DATABASE_NAME>
hmdb

> <SMILES>
C(C1=CC2=CC=CC=C2N1)C1=CC2=CC=CC=C2N1

> <INCHI_IDENTIFIER>
InChI=1S/C17H14N2/c1-3-7-16-12(5-1)9-14(18-16)11-15-10-13-6-2-4-8-17(13)19-15/h1-10,18-19H,11H2

> <INCHI_KEY>
TWJAXIHBWPVMIR-UHFFFAOYSA-N

> <FORMULA>
C17H14N2

> <MOLECULAR_WEIGHT>
246.313

> <EXACT_MASS>
246.115698459

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
28.232007334169346

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(1H-indol-2-yl)methyl]-1H-indole

> <ALOGPS_LOGP>
4.30

> <JCHEM_LOGP>
3.7179571503333326

> <ALOGPS_LOGS>
-5.07

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.419973243212517

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.61628328576695

> <JCHEM_POLAR_SURFACE_AREA>
31.58

> <JCHEM_REFRACTIVITY>
77.9876

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.08e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(1H-indol-2-ylmethyl)-1H-indole

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0257955
     RDKit          3D
2-(1H-Indol-2-ylmethyl)-1H-indole
 33 36  0  0  0  0  0  0  0  0999 V2000
   -4.9685   -0.0586    1.6708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0393   -1.0967    0.7701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0617   -1.2054   -0.1914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0181   -0.2902   -0.2610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9470   -0.1780   -1.0998 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2165    0.8875   -0.7543 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0183    1.3712   -1.3925 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2468    0.7580   -0.7765 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9833    1.2369    0.2870 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0320    0.3738    0.5342 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0683    0.3713    1.4761 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9871   -0.6576    1.4691 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8972   -1.6937    0.5375 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8640   -1.6493   -0.3670 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9275   -0.6333   -0.3868 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8533   -0.3808   -1.1580 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8298    1.4693    0.3254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9415    0.7433    0.6305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9164    0.8579    1.5949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6944    0.0915    2.4491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8539   -1.7926    0.8415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1411   -2.0316   -0.8879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7984   -0.8692   -1.8719 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1390    2.4861   -1.2782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0030    1.1941   -2.4912 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7780    2.1373    0.8384 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1403    1.1628    2.1906 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8161   -0.7100    2.1811 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6414   -2.4820    0.5689 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7856   -2.4537   -1.0981 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5646   -1.0104   -1.9373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4800    2.3728    0.8557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8334    1.6793    2.2840 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  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
  6 17  2  0
 17 18  1  0
 18 19  2  0
 19  1  1  0
 18  4  1  0
 16  8  1  0
 15 10  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  5 23  1  0
  7 24  1  0
  7 25  1  0
  9 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 16 31  1  0
 17 32  1  0
 19 33  1  0
M  END

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0      -0.320  -1.303   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.090  -2.637   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.463  -4.043   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.608  -5.074   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.608  -6.614   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.941  -7.384   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.275  -6.614   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.275  -5.074   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.941  -4.304   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      -2.621  -2.797   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.126  -0.057   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       2.126  -2.549   0.000  0.00  0.00           N+0
CONECT    1    2   11                                                       
CONECT    2    1    3   10                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8    4   10                                                  
CONECT   10    9    2                                                       
CONECT   11    1   12   19                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   13   19                                                  
CONECT   19   18   11                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   44    0
END

COMPND    HMDB0257955
HETATM    1  C1  UNL     1      -4.968  -0.059   1.671  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.039  -1.097   0.770  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.062  -1.205  -0.191  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.018  -0.290  -0.261  1.00  0.00           C  
HETATM    5  N1  UNL     1      -1.947  -0.178  -1.100  1.00  0.00           N  
HETATM    6  C5  UNL     1      -1.216   0.888  -0.754  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.018   1.371  -1.393  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.247   0.758  -0.776  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.983   1.237   0.287  1.00  0.00           C  
HETATM   10  C9  UNL     1       3.032   0.374   0.534  1.00  0.00           C  
HETATM   11  C10 UNL     1       4.068   0.371   1.476  1.00  0.00           C  
HETATM   12  C11 UNL     1       4.987  -0.658   1.469  1.00  0.00           C  
HETATM   13  C12 UNL     1       4.897  -1.694   0.538  1.00  0.00           C  
HETATM   14  C13 UNL     1       3.864  -1.649  -0.367  1.00  0.00           C  
HETATM   15  C14 UNL     1       2.927  -0.633  -0.387  1.00  0.00           C  
HETATM   16  N2  UNL     1       1.853  -0.381  -1.158  1.00  0.00           N  
HETATM   17  C15 UNL     1      -1.830   1.469   0.325  1.00  0.00           C  
HETATM   18  C16 UNL     1      -2.942   0.743   0.630  1.00  0.00           C  
HETATM   19  C17 UNL     1      -3.916   0.858   1.595  1.00  0.00           C  
HETATM   20  H1  UNL     1      -5.694   0.091   2.449  1.00  0.00           H  
HETATM   21  H2  UNL     1      -5.854  -1.793   0.842  1.00  0.00           H  
HETATM   22  H3  UNL     1      -4.141  -2.032  -0.888  1.00  0.00           H  
HETATM   23  H4  UNL     1      -1.798  -0.869  -1.872  1.00  0.00           H  
HETATM   24  H5  UNL     1       0.139   2.486  -1.278  1.00  0.00           H  
HETATM   25  H6  UNL     1      -0.003   1.194  -2.491  1.00  0.00           H  
HETATM   26  H7  UNL     1       1.778   2.137   0.838  1.00  0.00           H  
HETATM   27  H8  UNL     1       4.140   1.163   2.191  1.00  0.00           H  
HETATM   28  H9  UNL     1       5.816  -0.710   2.181  1.00  0.00           H  
HETATM   29  H10 UNL     1       5.641  -2.482   0.569  1.00  0.00           H  
HETATM   30  H11 UNL     1       3.786  -2.454  -1.098  1.00  0.00           H  
HETATM   31  H12 UNL     1       1.565  -1.010  -1.937  1.00  0.00           H  
HETATM   32  H13 UNL     1      -1.480   2.373   0.856  1.00  0.00           H  
HETATM   33  H14 UNL     1      -3.833   1.679   2.284  1.00  0.00           H  
CONECT    1    2    2   19   20
CONECT    2    3   21
CONECT    3    4    4   22
CONECT    4    5   18
CONECT    5    6   23
CONECT    6    7   17   17
CONECT    7    8   24   25
CONECT    8    9    9   16
CONECT    9   10   26
CONECT   10   11   11   15
CONECT   11   12   27
CONECT   12   13   13   28
CONECT   13   14   29
CONECT   14   15   15   30
CONECT   15   16
CONECT   16   31
CONECT   17   18   32
CONECT   18   19   19
CONECT   19   33
END

HMDB0257955
     RDKit          3D
2-(1H-Indol-2-ylmethyl)-1H-indole
 33 36  0  0  0  0  0  0  0  0999 V2000
   -4.9685   -0.0586    1.6708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0393   -1.0967    0.7701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0617   -1.2054   -0.1914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0181   -0.2902   -0.2610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9470   -0.1780   -1.0998 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2165    0.8875   -0.7543 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0183    1.3712   -1.3925 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2468    0.7580   -0.7765 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9833    1.2369    0.2870 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0320    0.3738    0.5342 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0683    0.3713    1.4761 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9871   -0.6576    1.4691 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8972   -1.6937    0.5375 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8640   -1.6493   -0.3670 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9275   -0.6333   -0.3868 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8533   -0.3808   -1.1580 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8298    1.4693    0.3254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9415    0.7433    0.6305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9164    0.8579    1.5949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6944    0.0915    2.4491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8539   -1.7926    0.8415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1411   -2.0316   -0.8879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7984   -0.8692   -1.8719 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1390    2.4861   -1.2782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0030    1.1941   -2.4912 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7780    2.1373    0.8384 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1403    1.1628    2.1906 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8161   -0.7100    2.1811 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6414   -2.4820    0.5689 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7856   -2.4537   -1.0981 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5646   -1.0104   -1.9373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4800    2.3728    0.8557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8334    1.6793    2.2840 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  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
  6 17  2  0
 17 18  1  0
 18 19  2  0
 19  1  1  0
 18  4  1  0
 16  8  1  0
 15 10  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  5 23  1  0
  7 24  1  0
  7 25  1  0
  9 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 16 31  1  0
 17 32  1  0
 19 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,2'-Methylenebis(1H-indole)	MeSH
Diindolylmethane	MeSH
3,3'-Diindolylmethane	MeSH

Chemical Formula

C₁₇H₁₄N₂

Average Molecular Weight

246.313

Monoisotopic Molecular Weight

246.115698459

IUPAC Name

2-[(1H-indol-2-yl)methyl]-1H-indole

Traditional Name

2-(1H-indol-2-ylmethyl)-1H-indole

CAS Registry Number

Not Available

SMILES

C(C1=CC2=CC=CC=C2N1)C1=CC2=CC=CC=C2N1

InChI Identifier

InChI=1S/C17H14N2/c1-3-7-16-12(5-1)9-14(18-16)11-15-10-13-6-2-4-8-17(13)19-15/h1-10,18-19H,11H2

InChI Key

TWJAXIHBWPVMIR-UHFFFAOYSA-N

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.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indoles

Direct Parent

Indoles

Alternative Parents

Substituents

Indole
Benzenoid
Substituted pyrrole
Heteroaromatic compound
Pyrrole
Azacycle
Organic nitrogen compound
Hydrocarbon derivative
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	4.3	ALOGPS
logP	3.72	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	15.62	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	31.58 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	77.99 m³·mol⁻¹	ChemAxon
Polarizability	28.23 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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
DeepCCS	[M+H]+	150.941	30932474
DeepCCS	[M-H]-	148.546	30932474
DeepCCS	[M-2H]-	181.491	30932474
DeepCCS	[M+Na]+	156.963	30932474
AllCCS	[M+H]+	160.6	32859911
AllCCS	[M+H-H2O]+	157.1	32859911
AllCCS	[M+NH4]+	163.9	32859911
AllCCS	[M+Na]+	164.9	32859911
AllCCS	[M-H]-	160.9	32859911
AllCCS	[M+Na-2H]-	159.8	32859911
AllCCS	[M+HCOO]-	158.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-(1H-Indol-2-ylmethyl)-1H-indole	C(C1=CC2=CC=CC=C2N1)C1=CC2=CC=CC=C2N1	4169.9	Standard polar	33892256
2-(1H-Indol-2-ylmethyl)-1H-indole	C(C1=CC2=CC=CC=C2N1)C1=CC2=CC=CC=C2N1	2689.7	Standard non polar	33892256
2-(1H-Indol-2-ylmethyl)-1H-indole	C(C1=CC2=CC=CC=C2N1)C1=CC2=CC=CC=C2N1	2686.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-(1H-Indol-2-ylmethyl)-1H-indole,1TMS,isomer #1	C[Si](C)(C)N1C(CC2=CC3=CC=CC=C3[NH]2)=CC2=CC=CC=C21	2651.3	Semi standard non polar	33892256
2-(1H-Indol-2-ylmethyl)-1H-indole,1TMS,isomer #1	C[Si](C)(C)N1C(CC2=CC3=CC=CC=C3[NH]2)=CC2=CC=CC=C21	2591.6	Standard non polar	33892256
2-(1H-Indol-2-ylmethyl)-1H-indole,1TMS,isomer #1	C[Si](C)(C)N1C(CC2=CC3=CC=CC=C3[NH]2)=CC2=CC=CC=C21	3255.8	Standard polar	33892256
2-(1H-Indol-2-ylmethyl)-1H-indole,2TMS,isomer #1	C[Si](C)(C)N1C(CC2=CC3=CC=CC=C3N2[Si](C)(C)C)=CC2=CC=CC=C21	2749.9	Semi standard non polar	33892256
2-(1H-Indol-2-ylmethyl)-1H-indole,2TMS,isomer #1	C[Si](C)(C)N1C(CC2=CC3=CC=CC=C3N2[Si](C)(C)C)=CC2=CC=CC=C21	2668.1	Standard non polar	33892256
2-(1H-Indol-2-ylmethyl)-1H-indole,2TMS,isomer #1	C[Si](C)(C)N1C(CC2=CC3=CC=CC=C3N2[Si](C)(C)C)=CC2=CC=CC=C21	2901.8	Standard polar	33892256
2-(1H-Indol-2-ylmethyl)-1H-indole,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(CC2=CC3=CC=CC=C3[NH]2)=CC2=CC=CC=C21	2870.8	Semi standard non polar	33892256
2-(1H-Indol-2-ylmethyl)-1H-indole,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(CC2=CC3=CC=CC=C3[NH]2)=CC2=CC=CC=C21	2788.9	Standard non polar	33892256
2-(1H-Indol-2-ylmethyl)-1H-indole,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(CC2=CC3=CC=CC=C3[NH]2)=CC2=CC=CC=C21	3288.3	Standard polar	33892256
2-(1H-Indol-2-ylmethyl)-1H-indole,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(CC2=CC3=CC=CC=C3N2[Si](C)(C)C(C)(C)C)=CC2=CC=CC=C21	3099.4	Semi standard non polar	33892256
2-(1H-Indol-2-ylmethyl)-1H-indole,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(CC2=CC3=CC=CC=C3N2[Si](C)(C)C(C)(C)C)=CC2=CC=CC=C21	3094.0	Standard non polar	33892256
2-(1H-Indol-2-ylmethyl)-1H-indole,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(CC2=CC3=CC=CC=C3N2[Si](C)(C)C(C)(C)C)=CC2=CC=CC=C21	3058.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(1H-Indol-2-ylmethyl)-1H-indole GC-MS (Non-derivatized) - 70eV, Positive	splash10-000t-2490000000-bb843ad4893c63aad979	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(1H-Indol-2-ylmethyl)-1H-indole GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8928276

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10752953

PDB ID

Not Available

ChEBI ID

Not Available

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)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for 2-(1H-Indol-2-ylmethyl)-1H-indole (HMDB0257955)

MOL for HMDB0257955 (2-(1H-Indol-2-ylmethyl)-1H-indole)

3D MOL for HMDB0257955 (2-(1H-Indol-2-ylmethyl)-1H-indole)

3D SDF for HMDB0257955 (2-(1H-Indol-2-ylmethyl)-1H-indole)

3D-SDF for HMDB0257955 (2-(1H-Indol-2-ylmethyl)-1H-indole)

PDB for HMDB0257955 (2-(1H-Indol-2-ylmethyl)-1H-indole)

3D PDB for HMDB0257955 (2-(1H-Indol-2-ylmethyl)-1H-indole)

SMILES for HMDB0257955 (2-(1H-Indol-2-ylmethyl)-1H-indole)

INCHI for HMDB0257955 (2-(1H-Indol-2-ylmethyl)-1H-indole)

Structure for HMDB0257955 (2-(1H-Indol-2-ylmethyl)-1H-indole)

3D Structure for HMDB0257955 (2-(1H-Indol-2-ylmethyl)-1H-indole)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra