MiMeDB: Showing metabocard for Arundine (MMDBc0005901)

Pharmaceutical

Xenobiotic

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-14 23:19:10 UTC

Update Date

2025-10-07 16:05:05 UTC

Metabolite ID

MMDBc0005901

Metabolite Identification

Common Name

Arundine

Description

Arundine is a metabolite classified within the chemical class of bioactive compounds. Recent studies highlight its significance in pharmaceutical chemistry, where arundine, along with other relevant scaffolds, has been synthesized with good yields (PMID:40926652 ). The crystallization of arundine has also been performed, followed by an in-depth crystallographic analysis, which provides insights into its structural properties (PMID:39949312 ). Furthermore, arundine is recognized for its biological activity, as evidenced by protocols that facilitate access to biologically active compounds, including arundine itself (PMID:38214898 ). Innovative methodologies, such as heterogeneous catalysis using MSN-SO3H, have been successfully employed for the construction of diverse polyalkanes, including arundine, underscoring its utility in synthetic chemistry (PMID:38155639 ). The compound's potential extends to unexplored diaryl- and triarylmethane-based molecules, indicating its relevance in the development of anti-inflammatory agents and other biologically significant entities (PMID:35060647 ). Overall, arundine represents a valuable target in both synthetic and medicinal chemistry, highlighting its importance in the ongoing exploration of bioactive metabolites.

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>
MMDBc0005901

> <DATABASE_NAME>
MIME

> <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

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

Molecular Formula

C₁₇H₁₄N₂

Average Mass

246.313

Monoisotopic Mass

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 )

Functional Ontology

Not Available

Physical Properties

State

Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.0016 g/L	ALOGPS
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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-015a-0290000000-b1e393c3273cd53d132b	2017-08-28	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-0090000000-619b108b36f521150c33	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-0390000000-348de193537c5e130b9e	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-001i-0910000000-1d2f17ec342d3f5e8f88	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0090000000-25e5cbcac3548dcca51e	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-0190000000-798996e6d5cc9e140560	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014i-1930000000-b91892533cfa2f979c70	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-0090000000-d9632753570c363a76cc	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001j-0940000000-ec845c8337664c274866	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-015c-1980000000-d0967ca30c42ced65e6e	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00kb-0690000000-b12f9141eb41151c93f5	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00kb-0490000000-2cfbf652cb800f57f0d7	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014i-0690000000-f340cb9c1eddbf6e2f57	2021-10-12	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0193303	Aryl hydrocarbon receptor	Unknown	P35869	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

This table shows at most 5 pathways. For the full list of associated pathways:

See All Associated Bacterial Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria/Eubacteria	Proteobacteria	1	Human	Metabolic reconstruction

Exposure Sources

Other Exposures

Source Type	Data Source	Reference
Drugs - Antimicrobial	U.S. Environmental Protection Agency	CompTox
Cosmetics	U.S. Environmental Protection Agency	CompTox
Domestics	U.S. Environmental Protection Agency	CompTox

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

HMDB0246001

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

CMMC Knowledgebase

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

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 Arundine (MMDBc0005901)

MOL for #<Metabolite:0x00007fd42695f860>

3D MOL for #<Metabolite:0x00007fd42695f860>

3D SDF for #<Metabolite:0x00007fd42695f860>

3D-SDF for #<Metabolite:0x00007fd42695f860>

PDB for #<Metabolite:0x00007fd42695f860>

3D PDB for #<Metabolite:0x00007fd42695f860>

SMILES for #<Metabolite:0x00007fd42695f860>

INCHI for #<Metabolite:0x00007fd42695f860>

Structure for #<Metabolite:0x00007fd42695f860>

3D Structure for #<Metabolite:0x00007fd42695f860>