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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 03:46:18 UTC

Update Date

2021-09-26 23:00:00 UTC

HMDB ID

HMDB0249266

Secondary Accession Numbers

None

Metabolite Identification

Common Name

1,3-Dibenzylisoquinoline

Description

1,3-Dibenzylisoquinoline belongs to the class of organic compounds known as linear diarylheptanoids. These are diarylheptanoids with an open heptane chain. The two aromatic rings are linked only by the heptane chain. Based on a literature review very few articles have been published on 1,3-Dibenzylisoquinoline. This compound has been identified in human blood as reported by (PMID: 31557052 ). 1,3-dibenzylisoquinoline is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 1,3-Dibenzylisoquinoline 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

HMDB0249266
     RDKit          3D
1,3-Dibenzylisoquinoline
 43 46  0  0  0  0  0  0  0  0999 V2000
   -5.8403   -0.8754    0.6809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8951   -1.8586    0.7626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7245   -1.8307    0.0112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4883   -0.7849   -0.8515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2693   -0.6972   -1.6680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1618   -0.0036   -0.9258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0733    1.3615   -1.0582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0774    2.0139   -0.3904 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0250    3.3773   -0.4925 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9980    4.0854    0.1713 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8786    3.3809    0.9517 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7627    2.0084    1.0437 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8105    1.2750    0.3980 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7237   -0.0799    0.5285 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6738   -0.8626    1.3173 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9413   -1.2217    0.6942 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9776   -2.1387   -0.3542 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1808   -2.5034   -0.9194 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.3546   -1.0915    0.5425 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1438   -0.7284    1.1068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2965   -0.6892   -0.1632 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.5087   -0.1406   -2.5961 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.6662    3.9699   -1.1096 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0815    5.1711    0.0893 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6698    3.8845    1.5012 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4443    1.4649    1.6685 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2081   -1.8480    1.6382 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8876   -0.3860    2.3219 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0246   -2.5297   -0.6821 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2018   -3.2238   -1.7425 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3307   -2.2979   -0.9526 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3019   -0.6851    0.8859 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2057   -0.0149    1.9280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3168    1.0715   -1.6035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3571    0.9793   -0.2652 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
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 24 43  1  0
M  END


  Mrv1652309112105462D          

 24 27  0  0  0  0            999 V2000
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7145   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  2  0  0  0  0
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 22 23  1  0  0  0  0
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M  END
> <DATABASE_ID>
HMDB0249266

> <DATABASE_NAME>
hmdb

> <SMILES>
C(C1=CC=CC=C1)C1=CC2=CC=CC=C2C(CC2=CC=CC=C2)=N1

> <INCHI_IDENTIFIER>
InChI=1S/C23H19N/c1-3-9-18(10-4-1)15-21-17-20-13-7-8-14-22(20)23(24-21)16-19-11-5-2-6-12-19/h1-14,17H,15-16H2

> <INCHI_KEY>
BJWWOUUGCAPHOV-UHFFFAOYSA-N

> <FORMULA>
C23H19N

> <MOLECULAR_WEIGHT>
309.412

> <EXACT_MASS>
309.151749616

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
35.18011895914278

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1,3-dibenzylisoquinoline

> <ALOGPS_LOGP>
6.17

> <JCHEM_LOGP>
5.676470123

> <ALOGPS_LOGS>
-6.89

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
4.834246686701351

> <JCHEM_POLAR_SURFACE_AREA>
12.89

> <JCHEM_REFRACTIVITY>
98.97810000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.97e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,3-dibenzylisoquinoline

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0249266
     RDKit          3D
1,3-Dibenzylisoquinoline
 43 46  0  0  0  0  0  0  0  0999 V2000
   -5.8403   -0.8754    0.6809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8951   -1.8586    0.7626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7245   -1.8307    0.0112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4883   -0.7849   -0.8515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2693   -0.6972   -1.6680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1618   -0.0036   -0.9258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0733    1.3615   -1.0582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0774    2.0139   -0.3904 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0250    3.3773   -0.4925 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9980    4.0854    0.1713 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8786    3.3809    0.9517 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7627    2.0084    1.0437 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8105    1.2750    0.3980 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7237   -0.0799    0.5285 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6738   -0.8626    1.3173 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9413   -1.2217    0.6942 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9776   -2.1387   -0.3542 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1808   -2.5034   -0.9194 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3892   -1.9985   -0.4945 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3546   -1.0915    0.5425 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1438   -0.7284    1.1068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2965   -0.6892   -0.1632 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4329    0.2055   -0.9391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6100    0.1910   -0.1932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7616   -0.8803    1.2586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0668   -2.6936    1.4407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9932   -2.6066    0.0845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9145   -1.7121   -1.9536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5087   -0.1406   -2.5961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7612    1.9426   -1.6706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6662    3.9699   -1.1096 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0815    5.1711    0.0893 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6698    3.8845    1.5012 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4443    1.4649    1.6685 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2081   -1.8480    1.6382 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8876   -0.3860    2.3219 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0246   -2.5297   -0.6821 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2018   -3.2238   -1.7425 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3307   -2.2979   -0.9526 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3019   -0.6851    0.8859 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2057   -0.0149    1.9280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3168    1.0715   -1.6035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3571    0.9793   -0.2652 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 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 14 22  2  0
  4 23  1  0
 23 24  2  0
 24  1  1  0
 22  6  1  0
 13  8  1  0
 21 16  1  0
  1 25  1  0
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 15 35  1  0
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 17 37  1  0
 18 38  1  0
 19 39  1  0
 20 40  1  0
 21 41  1  0
 23 42  1  0
 24 43  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       1.334  -2.310   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    4    8                                                       
CONECT    8    7    9   17                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   10   16                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16    8                                                       
CONECT   18   16   19                                                       
CONECT   19   18   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   19                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   54    0
END

COMPND    HMDB0249266
HETATM    1  C1  UNL     1      -5.840  -0.875   0.681  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.895  -1.859   0.763  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.724  -1.831   0.011  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.488  -0.785  -0.851  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.269  -0.697  -1.668  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.162  -0.004  -0.926  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.073   1.362  -1.058  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.077   2.014  -0.390  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.025   3.377  -0.492  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.998   4.085   0.171  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.879   3.381   0.952  1.00  0.00           C  
HETATM   12  C12 UNL     1       1.763   2.008   1.044  1.00  0.00           C  
HETATM   13  C13 UNL     1       0.811   1.275   0.398  1.00  0.00           C  
HETATM   14  C14 UNL     1       0.724  -0.080   0.529  1.00  0.00           C  
HETATM   15  C15 UNL     1       1.674  -0.863   1.317  1.00  0.00           C  
HETATM   16  C16 UNL     1       2.941  -1.222   0.694  1.00  0.00           C  
HETATM   17  C17 UNL     1       2.978  -2.139  -0.354  1.00  0.00           C  
HETATM   18  C18 UNL     1       4.181  -2.503  -0.919  1.00  0.00           C  
HETATM   19  C19 UNL     1       5.389  -1.998  -0.494  1.00  0.00           C  
HETATM   20  C20 UNL     1       5.355  -1.092   0.543  1.00  0.00           C  
HETATM   21  C21 UNL     1       4.144  -0.728   1.107  1.00  0.00           C  
HETATM   22  N1  UNL     1      -0.297  -0.689  -0.163  1.00  0.00           N  
HETATM   23  C22 UNL     1      -4.433   0.205  -0.939  1.00  0.00           C  
HETATM   24  C23 UNL     1      -5.610   0.191  -0.193  1.00  0.00           C  
HETATM   25  H1  UNL     1      -6.762  -0.880   1.259  1.00  0.00           H  
HETATM   26  H2  UNL     1      -5.067  -2.694   1.441  1.00  0.00           H  
HETATM   27  H3  UNL     1      -2.993  -2.607   0.085  1.00  0.00           H  
HETATM   28  H4  UNL     1      -1.914  -1.712  -1.954  1.00  0.00           H  
HETATM   29  H5  UNL     1      -2.509  -0.141  -2.596  1.00  0.00           H  
HETATM   30  H6  UNL     1      -1.761   1.943  -1.671  1.00  0.00           H  
HETATM   31  H7  UNL     1      -0.666   3.970  -1.110  1.00  0.00           H  
HETATM   32  H8  UNL     1       1.081   5.171   0.089  1.00  0.00           H  
HETATM   33  H9  UNL     1       2.670   3.885   1.501  1.00  0.00           H  
HETATM   34  H10 UNL     1       2.444   1.465   1.669  1.00  0.00           H  
HETATM   35  H11 UNL     1       1.208  -1.848   1.638  1.00  0.00           H  
HETATM   36  H12 UNL     1       1.888  -0.386   2.322  1.00  0.00           H  
HETATM   37  H13 UNL     1       2.025  -2.530  -0.682  1.00  0.00           H  
HETATM   38  H14 UNL     1       4.202  -3.224  -1.742  1.00  0.00           H  
HETATM   39  H15 UNL     1       6.331  -2.298  -0.953  1.00  0.00           H  
HETATM   40  H16 UNL     1       6.302  -0.685   0.886  1.00  0.00           H  
HETATM   41  H17 UNL     1       4.206  -0.015   1.928  1.00  0.00           H  
HETATM   42  H18 UNL     1      -4.317   1.072  -1.603  1.00  0.00           H  
HETATM   43  H19 UNL     1      -6.357   0.979  -0.265  1.00  0.00           H  
CONECT    1    2    2   24   25
CONECT    2    3   26
CONECT    3    4    4   27
CONECT    4    5   23
CONECT    5    6   28   29
CONECT    6    7    7   22
CONECT    7    8   30
CONECT    8    9    9   13
CONECT    9   10   31
CONECT   10   11   11   32
CONECT   11   12   33
CONECT   12   13   13   34
CONECT   13   14
CONECT   14   15   22   22
CONECT   15   16   35   36
CONECT   16   17   17   21
CONECT   17   18   37
CONECT   18   19   19   38
CONECT   19   20   39
CONECT   20   21   21   40
CONECT   21   41
CONECT   23   24   24   42
CONECT   24   43
END

HMDB0249266
     RDKit          3D
1,3-Dibenzylisoquinoline
 43 46  0  0  0  0  0  0  0  0999 V2000
   -5.8403   -0.8754    0.6809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8951   -1.8586    0.7626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7245   -1.8307    0.0112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4883   -0.7849   -0.8515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2693   -0.6972   -1.6680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1618   -0.0036   -0.9258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0733    1.3615   -1.0582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0774    2.0139   -0.3904 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0250    3.3773   -0.4925 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9980    4.0854    0.1713 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8786    3.3809    0.9517 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7627    2.0084    1.0437 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8105    1.2750    0.3980 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7237   -0.0799    0.5285 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6738   -0.8626    1.3173 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9413   -1.2217    0.6942 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9776   -2.1387   -0.3542 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1808   -2.5034   -0.9194 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3892   -1.9985   -0.4945 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3546   -1.0915    0.5425 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1438   -0.7284    1.1068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2965   -0.6892   -0.1632 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4329    0.2055   -0.9391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6100    0.1910   -0.1932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7616   -0.8803    1.2586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0668   -2.6936    1.4407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9932   -2.6066    0.0845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9145   -1.7121   -1.9536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5087   -0.1406   -2.5961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7612    1.9426   -1.6706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6662    3.9699   -1.1096 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0815    5.1711    0.0893 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6698    3.8845    1.5012 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4443    1.4649    1.6685 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2081   -1.8480    1.6382 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8876   -0.3860    2.3219 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0246   -2.5297   -0.6821 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2018   -3.2238   -1.7425 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3307   -2.2979   -0.9526 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3019   -0.6851    0.8859 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2057   -0.0149    1.9280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3168    1.0715   -1.6035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3571    0.9793   -0.2652 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 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 14 22  2  0
  4 23  1  0
 23 24  2  0
 24  1  1  0
 22  6  1  0
 13  8  1  0
 21 16  1  0
  1 25  1  0
  2 26  1  0
  3 27  1  0
  5 28  1  0
  5 29  1  0
  7 30  1  0
  9 31  1  0
 10 32  1  0
 11 33  1  0
 12 34  1  0
 15 35  1  0
 15 36  1  0
 17 37  1  0
 18 38  1  0
 19 39  1  0
 20 40  1  0
 21 41  1  0
 23 42  1  0
 24 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Benzyl-isoquinoline	HMDB
Benzyl-isoquinolines	HMDB
Benzylisoquinoline	HMDB
Bis-benzyl-isoquinolines	HMDB
Bis-benzylisoquinolines	HMDB
Bis-benzylisoquinoline	HMDB
Benzyl isoquinoline	HMDB
Bis benzyl isoquinolines	HMDB
Bis-benzyl-isoquinoline	HMDB
Benzyl isoquinolines	HMDB
Bis benzylisoquinoline	HMDB
Bisbenzylisoquinolines	HMDB
Benzylisoquinolines	HMDB
Bis benzyl isoquinoline	HMDB
Bis benzylisoquinolines	HMDB
Bisbenzylisoquinoline	HMDB

Chemical Formula

C₂₃H₁₉N

Average Molecular Weight

309.412

Monoisotopic Molecular Weight

309.151749616

IUPAC Name

1,3-dibenzylisoquinoline

Traditional Name

1,3-dibenzylisoquinoline

CAS Registry Number

Not Available

SMILES

C(C1=CC=CC=C1)C1=CC2=CC=CC=C2C(CC2=CC=CC=C2)=N1

InChI Identifier

InChI=1S/C23H19N/c1-3-9-18(10-4-1)15-21-17-20-13-7-8-14-22(20)23(24-21)16-19-11-5-2-6-12-19/h1-14,17H,15-16H2

InChI Key

BJWWOUUGCAPHOV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as linear diarylheptanoids. These are diarylheptanoids with an open heptane chain. The two aromatic rings are linked only by the heptane chain.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Diarylheptanoids

Sub Class

Linear diarylheptanoids

Direct Parent

Linear diarylheptanoids

Alternative Parents

Substituents

Linear 1,7-diphenylheptane skeleton
Benzylisoquinoline
Isoquinoline
Benzenoid
Pyridine
Monocyclic benzene moiety
Heteroaromatic compound
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Organopnictogen 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	6.17	ALOGPS
logP	5.68	ChemAxon
logS	-6.9	ALOGPS
pKa (Strongest Basic)	4.83	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	12.89 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	98.98 m³·mol⁻¹	ChemAxon
Polarizability	35.18 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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]+	169.723	30932474
DeepCCS	[M-H]-	167.365	30932474
DeepCCS	[M-2H]-	201.087	30932474
DeepCCS	[M+Na]+	176.314	30932474
AllCCS	[M+H]+	180.3	32859911
AllCCS	[M+H-H2O]+	176.7	32859911
AllCCS	[M+NH4]+	183.7	32859911
AllCCS	[M+Na]+	184.6	32859911
AllCCS	[M-H]-	177.1	32859911
AllCCS	[M+Na-2H]-	176.0	32859911
AllCCS	[M+HCOO]-	175.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1,3-Dibenzylisoquinoline	C(C1=CC=CC=C1)C1=CC2=CC=CC=C2C(CC2=CC=CC=C2)=N1	4003.5	Standard polar	33892256
1,3-Dibenzylisoquinoline	C(C1=CC=CC=C1)C1=CC2=CC=CC=C2C(CC2=CC=CC=C2)=N1	2751.6	Standard non polar	33892256
1,3-Dibenzylisoquinoline	C(C1=CC=CC=C1)C1=CC2=CC=CC=C2C(CC2=CC=CC=C2)=N1	2795.4	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 1,3-Dibenzylisoquinoline GC-MS (Non-derivatized) - 70eV, Positive	splash10-00l6-2291000000-504109a13d0e8dd03644	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,3-Dibenzylisoquinoline 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 - 1,3-Dibenzylisoquinoline 10V, Positive-QTOF	splash10-03di-0009000000-2227e383891d8d5c8732	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3-Dibenzylisoquinoline 20V, Positive-QTOF	splash10-03xr-2098000000-ad47ea63fe6d0c4aa3c4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3-Dibenzylisoquinoline 40V, Positive-QTOF	splash10-05o3-3094000000-a170c51744e772bf8bf2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3-Dibenzylisoquinoline 10V, Negative-QTOF	splash10-0a4i-0009000000-c0bcd4da5499463e22c1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3-Dibenzylisoquinoline 20V, Negative-QTOF	splash10-0a4i-0009000000-c0bcd4da5499463e22c1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3-Dibenzylisoquinoline 40V, Negative-QTOF	splash10-05mo-1795000000-aaa2772c93acc3b8e149	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

11201335

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

22169421

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 1,3-Dibenzylisoquinoline (HMDB0249266)

MOL for HMDB0249266 (1,3-Dibenzylisoquinoline)

3D MOL for HMDB0249266 (1,3-Dibenzylisoquinoline)

3D SDF for HMDB0249266 (1,3-Dibenzylisoquinoline)

3D-SDF for HMDB0249266 (1,3-Dibenzylisoquinoline)

PDB for HMDB0249266 (1,3-Dibenzylisoquinoline)

3D PDB for HMDB0249266 (1,3-Dibenzylisoquinoline)

SMILES for HMDB0249266 (1,3-Dibenzylisoquinoline)

INCHI for HMDB0249266 (1,3-Dibenzylisoquinoline)

Structure for HMDB0249266 (1,3-Dibenzylisoquinoline)

3D Structure for HMDB0249266 (1,3-Dibenzylisoquinoline)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra