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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-05-09 20:55:40 UTC

Update Date

2022-03-07 03:17:39 UTC

HMDB ID

HMDB0060116

Secondary Accession Numbers

HMDB60116

Metabolite Identification

Common Name

Dibenzo[a,l]pyrene

Description

Dibenzo[a,l]pyrene, also known as 1,2,3,4-dibenzpyrene or DB(a,L)p, belongs to the class of organic compounds known as benzopyrenes. These are organic compounds containing a benzene fused to a pyrene(benzo[def]phenanthrene) ring system. Dibenzo[a,l]pyrene is possibly neutral. Dibenzo[a,l]pyrene is a potentially toxic compound.

Structure

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

HMDB0060116
     RDKit          3D
Dibenzo[a,l]pyrene
 38 43  0  0  0  0  0  0  0  0999 V2000
    4.7158    0.5307    0.1360 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2175   -0.7421    0.2615 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8640   -0.9866    0.1624 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9753    0.0232   -0.0720 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4880    1.3261   -0.1884 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8454    1.5597   -0.0865 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6541    2.4126   -0.2366 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3083    2.2259   -0.1723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5372    3.3458   -0.1681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8946    3.1693   -0.0630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4156    1.8923    0.0366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8021    1.8112    0.1282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3485    0.5516    0.2157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5395   -0.5913    0.2118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1712   -0.4321    0.1181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3354   -1.5308    0.1092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9174   -2.7599    0.0304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1635   -3.8960   -0.1336 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1983   -3.7935   -0.2242 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8090   -2.5346   -0.1459 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0619   -1.4139    0.0281 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6150   -0.1570   -0.0340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2364    0.9805   -0.0734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5956    0.8041    0.0312 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7704    0.7370    0.2073 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9569   -1.5263    0.4412 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6022   -1.9645    0.4696 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2083    2.5954   -0.1892 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0610    3.3859   -0.3244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0919    4.3452   -0.2494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5053    4.0597   -0.0633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4110    2.7041    0.1295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4247    0.4120    0.2908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0372   -1.5182    0.2893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9616   -2.9085    0.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6425   -4.8748   -0.1907 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8388   -4.6620   -0.3553 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8409   -2.5802   -0.4162 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  2  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
  6  1  1  0
 23  8  1  0
 22  4  1  0
 24 11  1  0
 24 15  1  0
 21 16  1  0
  1 25  1  0
  2 26  1  0
  3 27  1  0
  6 28  1  0
  7 29  1  0
  9 30  1  0
 10 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
 20 38  1  0
M  END


  Mrv0541 05091313552D          

 24 29  0  0  0  0            999 V2000
    6.0197   -0.9809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7497   -0.2014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7792    1.8255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5893    1.6696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6188   -0.6691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4796   -1.6046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8889   -1.4486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9395   -0.0454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2391    1.2018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8593    0.8900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1589   -0.0454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9690   -2.3841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7792   -2.5400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1294   -2.0723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6990   -1.6046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6695   -1.4486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3193   -1.9164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3994   -0.6691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5091    0.4223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9690   -0.2014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3193    0.2664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2391   -0.9809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0492   -1.1368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5893   -0.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  4  3  2  0  0  0  0
  6  1  1  0  0  0  0
  7  5  2  0  0  0  0
  8  2  1  0  0  0  0
  9  3  1  0  0  0  0
 10  4  1  0  0  0  0
 11  5  1  0  0  0  0
 13 12  2  0  0  0  0
 15  7  1  0  0  0  0
 15 12  1  0  0  0  0
 16  6  2  0  0  0  0
 16 14  1  0  0  0  0
 17 13  1  0  0  0  0
 17 14  2  0  0  0  0
 18  8  2  0  0  0  0
 18 16  1  0  0  0  0
 19  9  2  0  0  0  0
 20 11  2  0  0  0  0
 20 19  1  0  0  0  0
 21 10  2  0  0  0  0
 21 19  1  0  0  0  0
 22 15  2  0  0  0  0
 22 20  1  0  0  0  0
 23 17  1  0  0  0  0
 23 22  1  0  0  0  0
 24 18  1  0  0  0  0
 24 21  1  0  0  0  0
 24 23  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060116

> <DATABASE_NAME>
hmdb

> <SMILES>
C1=CC=C2C(=C1)C=C1C=CC3=C4C(=CC=C3)C3=CC=CC=C3C2=C14

> <INCHI_IDENTIFIER>
InChI=1S/C24H14/c1-2-8-18-16(6-1)14-17-13-12-15-7-5-11-20-19-9-3-4-10-21(19)24(18)23(17)22(15)20/h1-14H

> <INCHI_KEY>
JNTHRSHGARDABO-UHFFFAOYSA-N

> <FORMULA>
C24H14

> <MOLECULAR_WEIGHT>
302.368

> <EXACT_MASS>
302.109550448

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_AVERAGE_POLARIZABILITY>
34.9874267785088

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
hexacyclo[10.10.2.0²,⁷.0⁸,²⁴.0¹⁵,²³.0¹⁷,²²]tetracosa-1(23),2,4,6,8,10,12(24),13,15,17,19,21-dodecaene

> <ALOGPS_LOGP>
7.45

> <JCHEM_LOGP>
6.2628809940000005

> <ALOGPS_LOGS>
-8.93

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0

> <JCHEM_REFRACTIVITY>
99.62299999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.57e-07 g/l

> <JCHEM_TRADITIONAL_IUPAC>
DIBENZO[a,l]PYRENE

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0060116
     RDKit          3D
Dibenzo[a,l]pyrene
 38 43  0  0  0  0  0  0  0  0999 V2000
    4.7158    0.5307    0.1360 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2175   -0.7421    0.2615 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8640   -0.9866    0.1624 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9753    0.0232   -0.0720 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4880    1.3261   -0.1884 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8454    1.5597   -0.0865 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6541    2.4126   -0.2366 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3083    2.2259   -0.1723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5372    3.3458   -0.1681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8946    3.1693   -0.0630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4156    1.8923    0.0366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8021    1.8112    0.1282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3485    0.5516    0.2157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5395   -0.5913    0.2118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1712   -0.4321    0.1181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3354   -1.5308    0.1092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9174   -2.7599    0.0304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1635   -3.8960   -0.1336 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1983   -3.7935   -0.2242 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8090   -2.5346   -0.1459 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0619   -1.4139    0.0281 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6150   -0.1570   -0.0340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2364    0.9805   -0.0734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5956    0.8041    0.0312 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7704    0.7370    0.2073 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9569   -1.5263    0.4412 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6022   -1.9645    0.4696 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2083    2.5954   -0.1892 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0610    3.3859   -0.3244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0919    4.3452   -0.2494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5053    4.0597   -0.0633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4110    2.7041    0.1295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4247    0.4120    0.2908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0372   -1.5182    0.2893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9616   -2.9085    0.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6425   -4.8748   -0.1907 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8388   -4.6620   -0.3553 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8409   -2.5802   -0.4162 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  2  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
  6  1  1  0
 23  8  1  0
 22  4  1  0
 24 11  1  0
 24 15  1  0
 21 16  1  0
  1 25  1  0
  2 26  1  0
  3 27  1  0
  6 28  1  0
  7 29  1  0
  9 30  1  0
 10 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
 20 38  1  0
M  END

HEADER    PROTEIN                                 09-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-MAY-13         0                                  
HETATM    1  C   UNK     0      11.237  -1.831   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.733  -0.376   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.188   3.408   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.700   3.117   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.155  -1.249   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.229  -2.995   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.659  -2.704   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.220  -0.085   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.180   2.243   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.204   1.661   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.163  -0.085   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.675  -4.450   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.188  -4.741   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.708  -3.868   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.171  -2.995   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.716  -2.704   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.196  -3.577   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.212  -1.249   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.684   0.788   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.675  -0.376   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.196   0.497   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.180  -1.831   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.692  -2.122   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.700  -0.958   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    8                                                       
CONECT    3    4    9                                                       
CONECT    4    3   10                                                       
CONECT    5    7   11                                                       
CONECT    6    1   16                                                       
CONECT    7    5   15                                                       
CONECT    8    2   18                                                       
CONECT    9    3   19                                                       
CONECT   10    4   21                                                       
CONECT   11    5   20                                                       
CONECT   12   13   15                                                       
CONECT   13   12   17                                                       
CONECT   14   16   17                                                       
CONECT   15    7   12   22                                                  
CONECT   16    6   14   18                                                  
CONECT   17   13   14   23                                                  
CONECT   18    8   16   24                                                  
CONECT   19    9   20   21                                                  
CONECT   20   11   19   22                                                  
CONECT   21   10   19   24                                                  
CONECT   22   15   20   23                                                  
CONECT   23   17   22   24                                                  
CONECT   24   18   21   23                                                  
MASTER        0    0    0    0    0    0    0    0   24    0   58    0
END

COMPND    HMDB0060116
HETATM    1  C1  UNL     1       4.716   0.531   0.136  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.218  -0.742   0.262  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.864  -0.987   0.162  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.975   0.023  -0.072  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.488   1.326  -0.188  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.845   1.560  -0.086  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.654   2.413  -0.237  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.308   2.226  -0.172  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.537   3.346  -0.168  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.895   3.169  -0.063  1.00  0.00           C  
HETATM   11  C11 UNL     1      -2.416   1.892   0.037  1.00  0.00           C  
HETATM   12  C12 UNL     1      -3.802   1.811   0.128  1.00  0.00           C  
HETATM   13  C13 UNL     1      -4.348   0.552   0.216  1.00  0.00           C  
HETATM   14  C14 UNL     1      -3.539  -0.591   0.212  1.00  0.00           C  
HETATM   15  C15 UNL     1      -2.171  -0.432   0.118  1.00  0.00           C  
HETATM   16  C16 UNL     1      -1.335  -1.531   0.109  1.00  0.00           C  
HETATM   17  C17 UNL     1      -1.917  -2.760   0.030  1.00  0.00           C  
HETATM   18  C18 UNL     1      -1.164  -3.896  -0.134  1.00  0.00           C  
HETATM   19  C19 UNL     1       0.198  -3.793  -0.224  1.00  0.00           C  
HETATM   20  C20 UNL     1       0.809  -2.535  -0.146  1.00  0.00           C  
HETATM   21  C21 UNL     1       0.062  -1.414   0.028  1.00  0.00           C  
HETATM   22  C22 UNL     1       0.615  -0.157  -0.034  1.00  0.00           C  
HETATM   23  C23 UNL     1      -0.236   0.981  -0.073  1.00  0.00           C  
HETATM   24  C24 UNL     1      -1.596   0.804   0.031  1.00  0.00           C  
HETATM   25  H1  UNL     1       5.770   0.737   0.207  1.00  0.00           H  
HETATM   26  H2  UNL     1       4.957  -1.526   0.441  1.00  0.00           H  
HETATM   27  H3  UNL     1       2.602  -1.965   0.470  1.00  0.00           H  
HETATM   28  H4  UNL     1       4.208   2.595  -0.189  1.00  0.00           H  
HETATM   29  H5  UNL     1       2.061   3.386  -0.324  1.00  0.00           H  
HETATM   30  H6  UNL     1      -0.092   4.345  -0.249  1.00  0.00           H  
HETATM   31  H7  UNL     1      -2.505   4.060  -0.063  1.00  0.00           H  
HETATM   32  H8  UNL     1      -4.411   2.704   0.130  1.00  0.00           H  
HETATM   33  H9  UNL     1      -5.425   0.412   0.291  1.00  0.00           H  
HETATM   34  H10 UNL     1      -4.037  -1.518   0.289  1.00  0.00           H  
HETATM   35  H11 UNL     1      -2.962  -2.908   0.090  1.00  0.00           H  
HETATM   36  H12 UNL     1      -1.643  -4.875  -0.191  1.00  0.00           H  
HETATM   37  H13 UNL     1       0.839  -4.662  -0.355  1.00  0.00           H  
HETATM   38  H14 UNL     1       1.841  -2.580  -0.416  1.00  0.00           H  
CONECT    1    2    2    6   25
CONECT    2    3   26
CONECT    3    4    4   27
CONECT    4    5   22
CONECT    5    6    6    7
CONECT    6   28
CONECT    7    8    8   29
CONECT    8    9   23
CONECT    9   10   10   30
CONECT   10   11   31
CONECT   11   12   12   24
CONECT   12   13   32
CONECT   13   14   14   33
CONECT   14   15   34
CONECT   15   16   16   24
CONECT   16   17   21
CONECT   17   18   18   35
CONECT   18   19   36
CONECT   19   20   20   37
CONECT   20   21   38
CONECT   21   22   22
CONECT   22   23
CONECT   23   24   24
END

HMDB0060116
     RDKit          3D
Dibenzo[a,l]pyrene
 38 43  0  0  0  0  0  0  0  0999 V2000
    4.7158    0.5307    0.1360 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2175   -0.7421    0.2615 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8640   -0.9866    0.1624 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9753    0.0232   -0.0720 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4880    1.3261   -0.1884 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8454    1.5597   -0.0865 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6541    2.4126   -0.2366 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3083    2.2259   -0.1723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5372    3.3458   -0.1681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8946    3.1693   -0.0630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4156    1.8923    0.0366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8021    1.8112    0.1282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3485    0.5516    0.2157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5395   -0.5913    0.2118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1712   -0.4321    0.1181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3354   -1.5308    0.1092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9174   -2.7599    0.0304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1635   -3.8960   -0.1336 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1983   -3.7935   -0.2242 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8090   -2.5346   -0.1459 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0619   -1.4139    0.0281 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6150   -0.1570   -0.0340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2364    0.9805   -0.0734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5956    0.8041    0.0312 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7704    0.7370    0.2073 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9569   -1.5263    0.4412 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6022   -1.9645    0.4696 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2083    2.5954   -0.1892 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0610    3.3859   -0.3244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0919    4.3452   -0.2494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5053    4.0597   -0.0633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4110    2.7041    0.1295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4247    0.4120    0.2908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0372   -1.5182    0.2893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9616   -2.9085    0.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6425   -4.8748   -0.1907 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8388   -4.6620   -0.3553 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8409   -2.5802   -0.4162 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  2  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
  6  1  1  0
 23  8  1  0
 22  4  1  0
 24 11  1  0
 24 15  1  0
 21 16  1  0
  1 25  1  0
  2 26  1  0
  3 27  1  0
  6 28  1  0
  7 29  1  0
  9 30  1  0
 10 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
 20 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1,2,3,4-Dibenzpyrene	ChEBI
1,2,9,10-Dibenzopyrene	ChEBI
1,2:3,4-Dibenzopyrene	ChEBI
1,2:9,10-Dibenzopyrene	ChEBI
2,3:4,5-Dibenzopyrene	ChEBI
4,5,6,7-Dibenzpyrene	ChEBI
DB(a,L)p	ChEBI
DBP	ChEBI
Dibenzo(D,e,F,p)chrysene	ChEBI
Dibenzo[def,p]chrysene	ChEBI
Dibenzo(a,L)pyrene	HMDB
1,2,3,4-Dibenzopyrene	HMDB
Dibenzo(def,p)chrysene	HMDB

Chemical Formula

C₂₄H₁₄

Average Molecular Weight

302.368

Monoisotopic Molecular Weight

302.109550448

IUPAC Name

hexacyclo[10.10.2.0²,⁷.0⁸,²⁴.0¹⁵,²³.0¹⁷,²²]tetracosa-1(23),2,4,6,8,10,12(24),13,15,17,19,21-dodecaene

Traditional Name

DIBENZO[a,l]PYRENE

CAS Registry Number

Not Available

SMILES

C1=CC=C2C(=C1)C=C1C=CC3=C4C(=CC=C3)C3=CC=CC=C3C2=C14

InChI Identifier

InChI=1S/C24H14/c1-2-8-18-16(6-1)14-17-13-12-15-7-5-11-20-19-9-3-4-10-21(19)24(18)23(17)22(15)20/h1-14H

InChI Key

JNTHRSHGARDABO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzopyrenes. These are organic compounds containing a benzene fused to a pyrene(benzo[def]phenanthrene) ring system.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Benzo-e-pyrene
Benzo-a-pyrene
Triphenylene
Chrysene
Phenanthrene
Anthracene
Aromatic hydrocarbon
Polycyclic hydrocarbon
Unsaturated hydrocarbon
Hydrocarbon
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

ortho- and peri-fused polycyclic arene (CHEBI:35861 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0060116)

Process

Not Available

Role

Biological role

human metabolite (HMDB: HMDB0060116)
mutagen (HMDB: HMDB0060116)

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
Water Solubility	3.6e-07 g/L	ALOGPS
logP	7.45	ALOGPS
logP	6.26	ChemAxon
logS	-8.9	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	99.62 m³·mol⁻¹	ChemAxon
Polarizability	34.99 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	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
DarkChem	[M+H]+	165.442	31661259
DarkChem	[M-H]-	168.387	31661259
DeepCCS	[M-2H]-	210.892	30932474
DeepCCS	[M+Na]+	186.034	30932474
AllCCS	[M+H]+	173.6	32859911
AllCCS	[M+H-H2O]+	170.1	32859911
AllCCS	[M+NH4]+	176.8	32859911
AllCCS	[M+Na]+	177.7	32859911
AllCCS	[M-H]-	175.2	32859911
AllCCS	[M+Na-2H]-	173.1	32859911
AllCCS	[M+HCOO]-	170.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dibenzo[a,l]pyrene	C1=CC=C2C(=C1)C=C1C=CC3=C4C(=CC=C3)C3=CC=CC=C3C2=C14	4621.9	Standard polar	33892256
Dibenzo[a,l]pyrene	C1=CC=C2C(=C1)C=C1C=CC3=C4C(=CC=C3)C3=CC=CC=C3C2=C14	3405.3	Standard non polar	33892256
Dibenzo[a,l]pyrene	C1=CC=C2C(=C1)C=C1C=CC3=C4C(=CC=C3)C3=CC=CC=C3C2=C14	3481.7	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 - Dibenzo[a,l]pyrene GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udi-0069000000-79ffc5ceeae8bcda5804	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dibenzo[a,l]pyrene GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0udi-0419000000-f51bcd5a2a855e4946b6	2014-10-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dibenzo[a,l]pyrene 10V, Positive-QTOF	splash10-0udi-0009000000-47a15bfb48ded410fec5	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dibenzo[a,l]pyrene 20V, Positive-QTOF	splash10-0udi-0019000000-f65c65a5ce298114108a	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dibenzo[a,l]pyrene 40V, Positive-QTOF	splash10-0fb9-0093000000-09920bc24c1bd8854810	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dibenzo[a,l]pyrene 10V, Negative-QTOF	splash10-0udi-0009000000-e12220354769bce9257f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dibenzo[a,l]pyrene 20V, Negative-QTOF	splash10-0udi-0009000000-e12220354769bce9257f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dibenzo[a,l]pyrene 40V, Negative-QTOF	splash10-0udi-0069000000-c0191e32f85fb011592b	2016-08-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

Not Available

KEGG Compound ID

C19174

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9119

PDB ID

Not Available

ChEBI ID

35861

Food Biomarker Ontology

Not Available

VMH ID

CN0016

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Thiele I, Swainston N, Fleming RM, Hoppe A, Sahoo S, Aurich MK, Haraldsdottir H, Mo ML, Rolfsson O, Stobbe MD, Thorleifsson SG, Agren R, Bolling C, Bordel S, Chavali AK, Dobson P, Dunn WB, Endler L, Hala D, Hucka M, Hull D, Jameson D, Jamshidi N, Jonsson JJ, Juty N, Keating S, Nookaew I, Le Novere N, Malys N, Mazein A, Papin JA, Price ND, Selkov E Sr, Sigurdsson MI, Simeonidis E, Sonnenschein N, Smallbone K, Sorokin A, van Beek JH, Weichart D, Goryanin I, Nielsen J, Westerhoff HV, Kell DB, Mendes P, Palsson BO: A community-driven global reconstruction of human metabolism. Nat Biotechnol. 2013 May;31(5):419-25. doi: 10.1038/nbt.2488. Epub 2013 Mar 3. [PubMed:23455439 ]

Showing metabocard for Dibenzo[a,l]pyrene (HMDB0060116)

MOL for HMDB0060116 (Dibenzo[a,l]pyrene)

3D MOL for HMDB0060116 (Dibenzo[a,l]pyrene)

3D SDF for HMDB0060116 (Dibenzo[a,l]pyrene)

3D-SDF for HMDB0060116 (Dibenzo[a,l]pyrene)

PDB for HMDB0060116 (Dibenzo[a,l]pyrene)

3D PDB for HMDB0060116 (Dibenzo[a,l]pyrene)

SMILES for HMDB0060116 (Dibenzo[a,l]pyrene)

INCHI for HMDB0060116 (Dibenzo[a,l]pyrene)

Structure for HMDB0060116 (Dibenzo[a,l]pyrene)

3D Structure for HMDB0060116 (Dibenzo[a,l]pyrene)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra