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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 23:02:42 UTC

Update Date

2022-07-12 23:01:06 UTC

HMDB ID

HMDB0246001

Secondary Accession Numbers

None

Metabolite Identification

Common Name

3,3'-Diindolylmethane

Description

3,3'-Diindolylmethane, also known as bis-1H-indol-3-ylmethane or DIM, belongs to the class of organic compounds known as 3-alkylindoles. 3-alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position. Based on a literature review very few articles have been published on 3,3'-Diindolylmethane. This compound has been identified in human blood as reported by (PMID: 31557052 ). 3,3'-diindolylmethane is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 3,3'-Diindolylmethane 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

HMDB0246001
     RDKit          3D
3,3'-Diindolylmethane
 33 36  0  0  0  0  0  0  0  0999 V2000
   -4.5496   -0.4409   -0.7786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8817   -1.2919    0.0916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6720   -0.9228    0.6399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1267    0.2946    0.3229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9470    0.8980    0.7404 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0965    0.3631    1.6491 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0417   -0.5604    0.9843 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0601   -1.9353    0.9449 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1065   -2.3656    0.1867 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7906   -1.2979   -0.2825 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9239   -1.1763   -1.0796 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4280    0.0618   -1.4058 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7639    1.1598   -0.9096 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6493    1.0477   -0.1250 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1462   -0.1915    0.1998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9446    2.1107    0.0967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0549    2.2329   -0.6637 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8073    1.1281   -0.5457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0247    0.7879   -1.1151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5086   -0.7078   -1.2262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3635   -2.2503    0.3066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1619   -1.5842    1.3078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3643   -0.1874    2.5187 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6465    1.2156    2.1509 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3623   -2.5933    1.4325 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4041   -3.3344   -0.0450 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4278   -2.0449   -1.4537 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3057    0.1858   -2.0224 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1297    2.1585   -1.1391 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1336    1.8976    0.2599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1537    2.8643    0.1877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2853    3.0564   -1.2483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5705    1.4220   -1.7923 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  2  0
  8  9  1  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
  5 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19  1  1  0
 18  4  1  0
 15  7  1  0
 15 10  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  6 23  1  0
  6 24  1  0
  8 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


  Mrv1652301212022253D          

 19 22  0  0  0  0            999 V2000
   -3.6735    1.1864    1.1604 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6900   -1.5406   -0.4040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2974   -0.0171    1.4223 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3854   -0.8892    0.5919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5658    1.2100    0.3209 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5325   -0.9719   -0.8857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8538   -1.2030    0.8733 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9576    0.3027    1.1151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0722    0.7157   -1.6538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0842   -1.6130   -1.3269 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0346    2.1323    0.1676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0403   -0.2608   -1.1126 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9833    1.0342   -0.6471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0893    0.0386   -0.2505 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0863    0.2320   -0.3679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7468   -1.1644    0.0358 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7897    0.8741    0.6283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1065   -2.1350   -0.6347 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1329    2.0105    0.9258 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  2  0  0  0  0
  1  5  1  0  0  0  0
  2  4  2  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  4  8  1  0  0  0  0
  5 14  2  0  0  0  0
  6 15  2  0  0  0  0
  7 16  2  0  0  0  0
  8 17  2  0  0  0  0
  9 12  1  0  0  0  0
  9 13  1  0  0  0  0
 10 12  2  0  0  0  0
 10 18  1  0  0  0  0
 11 13  2  0  0  0  0
 11 19  1  0  0  0  0
 12 14  1  0  0  0  0
 13 15  1  0  0  0  0
 14 16  1  0  0  0  0
 15 17  1  0  0  0  0
 16 18  1  0  0  0  0
 17 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0246001

> <DATABASE_NAME>
hmdb

> <SMILES>
C(C1=CNC2=CC=CC=C12)C1=CNC2=CC=CC=C12

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

> <INCHI_KEY>
VFTRKSBEFQDZKX-UHFFFAOYSA-N

> <FORMULA>
C17H14N2

> <MOLECULAR_WEIGHT>
246.313

> <EXACT_MASS>
246.115698459

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
27.574507634078774

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-[(1H-indol-3-yl)methyl]-1H-indole

> <ALOGPS_LOGP>
4.40

> <JCHEM_LOGP>
4.262563828999999

> <ALOGPS_LOGS>
-5.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.180528868983043

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.516569971636585

> <JCHEM_POLAR_SURFACE_AREA>
31.58

> <JCHEM_REFRACTIVITY>
77.96820000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.63e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,3'-diindolylmethane

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0246001
     RDKit          3D
3,3'-Diindolylmethane
 33 36  0  0  0  0  0  0  0  0999 V2000
   -4.5496   -0.4409   -0.7786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8817   -1.2919    0.0916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6720   -0.9228    0.6399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1267    0.2946    0.3229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9470    0.8980    0.7404 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0965    0.3631    1.6491 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0417   -0.5604    0.9843 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0601   -1.9353    0.9449 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1065   -2.3656    0.1867 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7906   -1.2979   -0.2825 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9239   -1.1763   -1.0796 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4280    0.0618   -1.4058 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7639    1.1598   -0.9096 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6493    1.0477   -0.1250 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1462   -0.1915    0.1998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9446    2.1107    0.0967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0549    2.2329   -0.6637 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8073    1.1281   -0.5457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0247    0.7879   -1.1151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5086   -0.7078   -1.2262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3635   -2.2503    0.3066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1619   -1.5842    1.3078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3643   -0.1874    2.5187 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6465    1.2156    2.1509 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3623   -2.5933    1.4325 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4041   -3.3344   -0.0450 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4278   -2.0449   -1.4537 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3057    0.1858   -2.0224 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1297    2.1585   -1.1391 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1336    1.8976    0.2599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1537    2.8643    0.1877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2853    3.0564   -1.2483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5705    1.4220   -1.7923 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  2  0
  8  9  1  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
  5 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19  1  1  0
 18  4  1  0
 15  7  1  0
 15 10  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  6 23  1  0
  6 24  1  0
  8 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                                 21-JAN-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JAN-20         0                                  
HETATM    1  C   UNK     0      -3.674   1.186   1.160  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.690  -1.541  -0.404  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.297  -0.017   1.422  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.385  -0.889   0.592  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.566   1.210   0.321  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.533  -0.972  -0.886  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.854  -1.203   0.873  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.958   0.303   1.115  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.072   0.716  -1.654  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.084  -1.613  -1.327  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.035   2.132   0.168  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.040  -0.261  -1.113  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.983   1.034  -0.647  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.089   0.039  -0.251  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.086   0.232  -0.368  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.747  -1.164   0.036  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.790   0.874   0.628  0.00  0.00           C+0
HETATM   18  N   UNK     0      -2.107  -2.135  -0.635  0.00  0.00           N+0
HETATM   19  N   UNK     0       2.133   2.010   0.926  0.00  0.00           N+0
CONECT    1    3    5                                                       
CONECT    2    4    6                                                       
CONECT    3    1    7                                                       
CONECT    4    2    8                                                       
CONECT    5    1   14                                                       
CONECT    6    2   15                                                       
CONECT    7    3   16                                                       
CONECT    8    4   17                                                       
CONECT    9   12   13                                                       
CONECT   10   12   18                                                       
CONECT   11   13   19                                                       
CONECT   12    9   10   14                                                  
CONECT   13    9   11   15                                                  
CONECT   14    5   12   16                                                  
CONECT   15    6   13   17                                                  
CONECT   16    7   14   18                                                  
CONECT   17    8   15   19                                                  
CONECT   18   10   16                                                       
CONECT   19   11   17                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   44    0
END

COMPND    HMDB0246001
HETATM    1  C1  UNL     1      -4.550  -0.441  -0.779  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.882  -1.292   0.092  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.672  -0.923   0.640  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.127   0.295   0.323  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.947   0.898   0.740  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.096   0.363   1.649  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.042  -0.560   0.984  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.060  -1.935   0.945  1.00  0.00           C  
HETATM    9  N1  UNL     1       2.107  -2.366   0.187  1.00  0.00           N  
HETATM   10  C9  UNL     1       2.791  -1.298  -0.282  1.00  0.00           C  
HETATM   11  C10 UNL     1       3.924  -1.176  -1.080  1.00  0.00           C  
HETATM   12  C11 UNL     1       4.428   0.062  -1.406  1.00  0.00           C  
HETATM   13  C12 UNL     1       3.764   1.160  -0.910  1.00  0.00           C  
HETATM   14  C13 UNL     1       2.649   1.048  -0.125  1.00  0.00           C  
HETATM   15  C14 UNL     1       2.146  -0.192   0.200  1.00  0.00           C  
HETATM   16  C15 UNL     1      -0.945   2.111   0.097  1.00  0.00           C  
HETATM   17  N2  UNL     1      -2.055   2.233  -0.664  1.00  0.00           N  
HETATM   18  C16 UNL     1      -2.807   1.128  -0.546  1.00  0.00           C  
HETATM   19  C17 UNL     1      -4.025   0.788  -1.115  1.00  0.00           C  
HETATM   20  H1  UNL     1      -5.509  -0.708  -1.226  1.00  0.00           H  
HETATM   21  H2  UNL     1      -4.363  -2.250   0.307  1.00  0.00           H  
HETATM   22  H3  UNL     1      -2.162  -1.584   1.308  1.00  0.00           H  
HETATM   23  H4  UNL     1      -0.364  -0.187   2.519  1.00  0.00           H  
HETATM   24  H5  UNL     1       0.647   1.216   2.151  1.00  0.00           H  
HETATM   25  H6  UNL     1       0.362  -2.593   1.433  1.00  0.00           H  
HETATM   26  H7  UNL     1       2.404  -3.334  -0.045  1.00  0.00           H  
HETATM   27  H8  UNL     1       4.428  -2.045  -1.454  1.00  0.00           H  
HETATM   28  H9  UNL     1       5.306   0.186  -2.022  1.00  0.00           H  
HETATM   29  H10 UNL     1       4.130   2.159  -1.139  1.00  0.00           H  
HETATM   30  H11 UNL     1       2.134   1.898   0.260  1.00  0.00           H  
HETATM   31  H12 UNL     1      -0.154   2.864   0.188  1.00  0.00           H  
HETATM   32  H13 UNL     1      -2.285   3.056  -1.248  1.00  0.00           H  
HETATM   33  H14 UNL     1      -4.571   1.422  -1.792  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   16   16
CONECT    6    7   23   24
CONECT    7    8    8   15
CONECT    8    9   25
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   16   17   31
CONECT   17   18   32
CONECT   18   19   19
CONECT   19   33
END

HMDB0246001
     RDKit          3D
3,3'-Diindolylmethane
 33 36  0  0  0  0  0  0  0  0999 V2000
   -4.5496   -0.4409   -0.7786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8817   -1.2919    0.0916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6720   -0.9228    0.6399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1267    0.2946    0.3229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9470    0.8980    0.7404 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0965    0.3631    1.6491 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0417   -0.5604    0.9843 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0601   -1.9353    0.9449 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1065   -2.3656    0.1867 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7906   -1.2979   -0.2825 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9239   -1.1763   -1.0796 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4280    0.0618   -1.4058 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7639    1.1598   -0.9096 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6493    1.0477   -0.1250 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1462   -0.1915    0.1998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9446    2.1107    0.0967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0549    2.2329   -0.6637 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8073    1.1281   -0.5457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0247    0.7879   -1.1151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5086   -0.7078   -1.2262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3635   -2.2503    0.3066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1619   -1.5842    1.3078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3643   -0.1874    2.5187 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6465    1.2156    2.1509 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3623   -2.5933    1.4325 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4041   -3.3344   -0.0450 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4278   -2.0449   -1.4537 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3057    0.1858   -2.0224 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1297    2.1585   -1.1391 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1336    1.8976    0.2599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1537    2.8643    0.1877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2853    3.0564   -1.2483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5705    1.4220   -1.7923 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  2  0
  8  9  1  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
  5 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19  1  1  0
 18  4  1  0
 15  7  1  0
 15 10  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  6 23  1  0
  6 24  1  0
  8 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
3,3'-Methylenebis-1H-indole	ChEBI
Bis-1H-indol-3-ylmethane	ChEBI
DIM	ChEBI
2,2'-Methylenebis(1H-indole)	HMDB
Diindolylmethane	HMDB

Chemical Formula

C₁₇H₁₄N₂

Average Molecular Weight

246.313

Monoisotopic Molecular Weight

246.115698459

IUPAC Name

3-[(1H-indol-3-yl)methyl]-1H-indole

Traditional Name

3,3'-diindolylmethane

CAS Registry Number

Not Available

SMILES

C(C1=CNC2=CC=CC=C12)C1=CNC2=CC=CC=C12

InChI Identifier

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

InChI Key

VFTRKSBEFQDZKX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3-alkylindoles. 3-Alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indoles

Direct Parent

3-alkylindoles

Alternative Parents

Substituents

3-alkylindole
Benzenoid
Substituted pyrrole
Heteroaromatic compound
Pyrrole
Azacycle
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

indoles (CHEBI:50182 )
an indole-phytolexin (CPDQT-424 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (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	4.4	ALOGPS
logP	4.26	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	16.52	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	77.97 m³·mol⁻¹	ChemAxon
Polarizability	27.57 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-2H]-	185.297	30932474
DeepCCS	[M+Na]+	160.816	30932474
AllCCS	[M+H]+	158.9	32859911
AllCCS	[M+H-H2O]+	154.9	32859911
AllCCS	[M+NH4]+	162.7	32859911
AllCCS	[M+Na]+	163.8	32859911
AllCCS	[M-H]-	162.5	32859911
AllCCS	[M+Na-2H]-	161.4	32859911
AllCCS	[M+HCOO]-	160.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3,3'-Diindolylmethane	C(C1=CNC2=CC=CC=C12)C1=CNC2=CC=CC=C12	4389.1	Standard polar	33892256
3,3'-Diindolylmethane	C(C1=CNC2=CC=CC=C12)C1=CNC2=CC=CC=C12	2784.4	Standard non polar	33892256
3,3'-Diindolylmethane	C(C1=CNC2=CC=CC=C12)C1=CNC2=CC=CC=C12	2746.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3,3'-Diindolylmethane,1TMS,isomer #1	C[Si](C)(C)N1C=C(CC2=C[NH]C3=CC=CC=C23)C2=CC=CC=C21	2770.4	Semi standard non polar	33892256
3,3'-Diindolylmethane,1TMS,isomer #1	C[Si](C)(C)N1C=C(CC2=C[NH]C3=CC=CC=C23)C2=CC=CC=C21	2626.8	Standard non polar	33892256
3,3'-Diindolylmethane,1TMS,isomer #1	C[Si](C)(C)N1C=C(CC2=C[NH]C3=CC=CC=C23)C2=CC=CC=C21	3189.0	Standard polar	33892256
3,3'-Diindolylmethane,2TMS,isomer #1	C[Si](C)(C)N1C=C(CC2=CN([Si](C)(C)C)C3=CC=CC=C23)C2=CC=CC=C21	2802.4	Semi standard non polar	33892256
3,3'-Diindolylmethane,2TMS,isomer #1	C[Si](C)(C)N1C=C(CC2=CN([Si](C)(C)C)C3=CC=CC=C23)C2=CC=CC=C21	2700.0	Standard non polar	33892256
3,3'-Diindolylmethane,2TMS,isomer #1	C[Si](C)(C)N1C=C(CC2=CN([Si](C)(C)C)C3=CC=CC=C23)C2=CC=CC=C21	2913.5	Standard polar	33892256
3,3'-Diindolylmethane,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C=C(CC2=C[NH]C3=CC=CC=C23)C2=CC=CC=C21	2977.9	Semi standard non polar	33892256
3,3'-Diindolylmethane,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C=C(CC2=C[NH]C3=CC=CC=C23)C2=CC=CC=C21	2817.4	Standard non polar	33892256
3,3'-Diindolylmethane,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C=C(CC2=C[NH]C3=CC=CC=C23)C2=CC=CC=C21	3251.8	Standard polar	33892256
3,3'-Diindolylmethane,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C=C(CC2=CN([Si](C)(C)C(C)(C)C)C3=CC=CC=C23)C2=CC=CC=C21	3222.3	Semi standard non polar	33892256
3,3'-Diindolylmethane,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C=C(CC2=CN([Si](C)(C)C(C)(C)C)C3=CC=CC=C23)C2=CC=CC=C21	3106.3	Standard non polar	33892256
3,3'-Diindolylmethane,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C=C(CC2=CN([Si](C)(C)C(C)(C)C)C3=CC=CC=C23)C2=CC=CC=C21	3091.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3,3'-Diindolylmethane GC-MS (Non-derivatized) - 70eV, Positive	splash10-015a-0290000000-b1e393c3273cd53d132b	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,3'-Diindolylmethane GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3'-Diindolylmethane 10V, Positive-QTOF	splash10-0002-0090000000-619b108b36f521150c33	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3'-Diindolylmethane 20V, Positive-QTOF	splash10-0002-0390000000-348de193537c5e130b9e	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3'-Diindolylmethane 40V, Positive-QTOF	splash10-001i-0910000000-1d2f17ec342d3f5e8f88	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3'-Diindolylmethane 10V, Negative-QTOF	splash10-0002-0090000000-25e5cbcac3548dcca51e	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3'-Diindolylmethane 20V, Negative-QTOF	splash10-0002-0190000000-798996e6d5cc9e140560	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3'-Diindolylmethane 40V, Negative-QTOF	splash10-014i-1930000000-b91892533cfa2f979c70	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3'-Diindolylmethane 10V, Positive-QTOF	splash10-0002-0090000000-d9632753570c363a76cc	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3'-Diindolylmethane 20V, Positive-QTOF	splash10-001j-0940000000-ec845c8337664c274866	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3'-Diindolylmethane 40V, Positive-QTOF	splash10-015c-1980000000-d0967ca30c42ced65e6e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3'-Diindolylmethane 10V, Negative-QTOF	splash10-00kb-0690000000-b12f9141eb41151c93f5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3'-Diindolylmethane 20V, Negative-QTOF	splash10-00kb-0490000000-2cfbf652cb800f57f0d7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3'-Diindolylmethane 40V, Negative-QTOF	splash10-014i-0690000000-f340cb9c1eddbf6e2f57	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

DB11875

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

2963

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

3,3'-Diindolylmethane

METLIN ID

Not Available

PubChem Compound

3071

PDB ID

Not Available

ChEBI ID

50182

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 ]

Enzymes

Enzyme Details

1. Aryl hydrocarbon receptor

General function:: Involved in transcription regulator activity
Specific function:: Ligand-activated transcriptional activator. Binds to the XRE promoter region of genes it activates. Activates the expression of multiple phase I and II xenobiotic chemical metabolizing enzyme genes (such as the CYP1A1 gene). Mediates biochemical and toxic effects of halogenated aromatic hydrocarbons. Involved in cell-cycle regulation. Likely to play an important role in the development and maturation of many tissues
Gene Name:: AHR
Uniprot ID:: P35869
Molecular weight:: 96146.7

Showing metabocard for 3,3'-Diindolylmethane (HMDB0246001)

MOL for HMDB0246001 (3,3'-Diindolylmethane)

3D MOL for HMDB0246001 (3,3'-Diindolylmethane)

3D SDF for HMDB0246001 (3,3'-Diindolylmethane)

3D-SDF for HMDB0246001 (3,3'-Diindolylmethane)

PDB for HMDB0246001 (3,3'-Diindolylmethane)

3D PDB for HMDB0246001 (3,3'-Diindolylmethane)

SMILES for HMDB0246001 (3,3'-Diindolylmethane)

INCHI for HMDB0246001 (3,3'-Diindolylmethane)

Structure for HMDB0246001 (3,3'-Diindolylmethane)

3D Structure for HMDB0246001 (3,3'-Diindolylmethane)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes