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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 03:26:02 UTC

Update Date

2021-09-26 22:59:33 UTC

HMDB ID

HMDB0248969

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Benz[a]anthracene

Description

tetraphene, also known as 1,2-benzanthrazen or benz[a]anthracene, belongs to the class of organic compounds known as phenanthrenes and derivatives. These are polycyclic compounds containing a phenanthrene moiety, which is a tricyclic aromatic compound with three non-linearly fused benzene. Based on a literature review a significant number of articles have been published on tetraphene. This compound has been identified in human blood as reported by (PMID: 31557052 ). Benz[a]anthracene is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Benz[a]anthracene 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

HMDB0248969
     RDKit          3D
Benz[a]anthracene
 30 33  0  0  0  0  0  0  0  0999 V2000
   -4.5444   -0.8286    0.0597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4105    0.5161   -0.2623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1439    1.0851   -0.3536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0563    0.2635   -0.1134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7751    0.8276   -0.2029 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3188    0.0309    0.0315 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1810   -1.3172    0.3542 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3013   -2.0546    0.5751 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5731   -1.5451    0.4986 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7442   -0.2029    0.1785 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0317    0.3226    0.0987 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1835    1.6524   -0.2190 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1150    2.4670   -0.4569 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8398    1.8910   -0.3642 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6188    0.5649   -0.0500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0791   -1.8688    0.4414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1687   -1.0621    0.2048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4310   -1.6145    0.2922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5447   -1.2531    0.1257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2687    1.1503   -0.4484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9863    2.1108   -0.5972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6798    1.8715   -0.4532 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2145   -3.1072    0.8278 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4692   -2.1219    0.6721 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8750   -0.3188    0.2860 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1840    2.0559   -0.2799 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1982    3.5270   -0.7115 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9791    2.5160   -0.5483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1475   -2.9113    0.6924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5914   -2.6464    0.5371 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
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  7 16  2  0
 16 17  1  0
 17 18  2  0
 18  1  1  0
 17  4  1  0
 15  6  1  0
 15 10  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  5 22  1  0
  8 23  1  0
  9 24  1  0
 11 25  1  0
 12 26  1  0
 13 27  1  0
 14 28  1  0
 16 29  1  0
 18 30  1  0
M  END


  Mrv1652304272019072D          

 18 21  0  0  0  0            999 V2000
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5375    0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1250    1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0625    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3000    1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875    0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0625    0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  7  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  4  8  1  0  0  0  0
  5 13  2  0  0  0  0
  6 14  2  0  0  0  0
  7 15  2  0  0  0  0
  8 17  2  0  0  0  0
  9 10  2  0  0  0  0
  9 13  1  0  0  0  0
 10 16  1  0  0  0  0
 11 14  1  0  0  0  0
 11 16  2  0  0  0  0
 12 15  1  0  0  0  0
 12 18  2  0  0  0  0
 13 17  1  0  0  0  0
 14 15  1  0  0  0  0
 16 18  1  0  0  0  0
 17 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0248969

> <DATABASE_NAME>
hmdb

> <SMILES>
C1=CC=C2C=C3C(C=CC4=CC=CC=C34)=CC2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H12/c1-2-7-15-12-18-16(11-14(15)6-1)10-9-13-5-3-4-8-17(13)18/h1-12H

> <INCHI_KEY>
DXBHBZVCASKNBY-UHFFFAOYSA-N

> <FORMULA>
C18H12

> <MOLECULAR_WEIGHT>
228.2879

> <EXACT_MASS>
228.093900384

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
26.653889774124394

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
tetraphene

> <ALOGPS_LOGP>
5.72

> <JCHEM_LOGP>
4.941676085999999

> <ALOGPS_LOGS>
-7.69

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
75.4086

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.63e-06 g/l

> <JCHEM_TRADITIONAL_IUPAC>
benz[a]anthracene

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0248969
     RDKit          3D
Benz[a]anthracene
 30 33  0  0  0  0  0  0  0  0999 V2000
   -4.5444   -0.8286    0.0597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4105    0.5161   -0.2623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1439    1.0851   -0.3536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0563    0.2635   -0.1134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7751    0.8276   -0.2029 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3188    0.0309    0.0315 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1810   -1.3172    0.3542 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3013   -2.0546    0.5751 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5731   -1.5451    0.4986 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7442   -0.2029    0.1785 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0317    0.3226    0.0987 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1835    1.6524   -0.2190 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1150    2.4670   -0.4569 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8398    1.8910   -0.3642 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6188    0.5649   -0.0500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0791   -1.8688    0.4414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1687   -1.0621    0.2048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4310   -1.6145    0.2922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5447   -1.2531    0.1257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2687    1.1503   -0.4484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9863    2.1108   -0.5972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6798    1.8715   -0.4532 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2145   -3.1072    0.8278 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4692   -2.1219    0.6721 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8750   -0.3188    0.2860 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1840    2.0559   -0.2799 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1982    3.5270   -0.7115 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9791    2.5160   -0.5483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1475   -2.9113    0.6924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5914   -2.6464    0.5371 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
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  7 16  2  0
 16 17  1  0
 17 18  2  0
 18  1  1  0
 17  4  1  0
 15  6  1  0
 15 10  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  5 22  1  0
  8 23  1  0
  9 24  1  0
 11 25  1  0
 12 26  1  0
 13 27  1  0
 14 28  1  0
 16 29  1  0
 18 30  1  0
M  END

HEADER    PROTEIN                                 27-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-APR-20         0                                  
HETATM    1  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -8.470   1.334   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -7.700   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -7.700   2.667   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.770   1.334   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -6.160   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.390   4.001   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.850   4.001   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.540   2.667   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.080   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -6.160   2.667   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.770   1.334   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.540   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.080   2.667   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.390   1.334   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.850   1.334   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    7                                                       
CONECT    3    4    5                                                       
CONECT    4    3    8                                                       
CONECT    5    3   13                                                       
CONECT    6    1   14                                                       
CONECT    7    2   15                                                       
CONECT    8    4   17                                                       
CONECT    9   10   13                                                       
CONECT   10    9   16                                                       
CONECT   11   14   16                                                       
CONECT   12   15   18                                                       
CONECT   13    5    9   17                                                  
CONECT   14    6   11   15                                                  
CONECT   15    7   12   14                                                  
CONECT   16   10   11   18                                                  
CONECT   17    8   13   18                                                  
CONECT   18   12   16   17                                                  
MASTER        0    0    0    0    0    0    0    0   18    0   42    0
END

COMPND    HMDB0248969
HETATM    1  C1  UNL     1      -4.544  -0.829   0.060  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.411   0.516  -0.262  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.144   1.085  -0.354  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.056   0.264  -0.113  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.775   0.828  -0.203  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.319   0.031   0.031  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.181  -1.317   0.354  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.301  -2.055   0.575  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.573  -1.545   0.499  1.00  0.00           C  
HETATM   10  C10 UNL     1       2.744  -0.203   0.179  1.00  0.00           C  
HETATM   11  C11 UNL     1       4.032   0.323   0.099  1.00  0.00           C  
HETATM   12  C12 UNL     1       4.183   1.652  -0.219  1.00  0.00           C  
HETATM   13  C13 UNL     1       3.115   2.467  -0.457  1.00  0.00           C  
HETATM   14  C14 UNL     1       1.840   1.891  -0.364  1.00  0.00           C  
HETATM   15  C15 UNL     1       1.619   0.565  -0.050  1.00  0.00           C  
HETATM   16  C16 UNL     1      -1.079  -1.869   0.441  1.00  0.00           C  
HETATM   17  C17 UNL     1      -2.169  -1.062   0.205  1.00  0.00           C  
HETATM   18  C18 UNL     1      -3.431  -1.615   0.292  1.00  0.00           C  
HETATM   19  H1  UNL     1      -5.545  -1.253   0.126  1.00  0.00           H  
HETATM   20  H2  UNL     1      -5.269   1.150  -0.448  1.00  0.00           H  
HETATM   21  H3  UNL     1      -2.986   2.111  -0.597  1.00  0.00           H  
HETATM   22  H4  UNL     1      -0.680   1.871  -0.453  1.00  0.00           H  
HETATM   23  H5  UNL     1       1.214  -3.107   0.828  1.00  0.00           H  
HETATM   24  H6  UNL     1       3.469  -2.122   0.672  1.00  0.00           H  
HETATM   25  H7  UNL     1       4.875  -0.319   0.286  1.00  0.00           H  
HETATM   26  H8  UNL     1       5.184   2.056  -0.280  1.00  0.00           H  
HETATM   27  H9  UNL     1       3.198   3.527  -0.712  1.00  0.00           H  
HETATM   28  H10 UNL     1       0.979   2.516  -0.548  1.00  0.00           H  
HETATM   29  H11 UNL     1      -1.148  -2.911   0.692  1.00  0.00           H  
HETATM   30  H12 UNL     1      -3.591  -2.646   0.537  1.00  0.00           H  
CONECT    1    2    2   18   19
CONECT    2    3   20
CONECT    3    4    4   21
CONECT    4    5   17
CONECT    5    6    6   22
CONECT    6    7   15
CONECT    7    8   16   16
CONECT    8    9    9   23
CONECT    9   10   24
CONECT   10   11   11   15
CONECT   11   12   25
CONECT   12   13   13   26
CONECT   13   14   27
CONECT   14   15   15   28
CONECT   16   17   29
CONECT   17   18   18
CONECT   18   30
END

HMDB0248969
     RDKit          3D
Benz[a]anthracene
 30 33  0  0  0  0  0  0  0  0999 V2000
   -4.5444   -0.8286    0.0597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4105    0.5161   -0.2623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1439    1.0851   -0.3536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0563    0.2635   -0.1134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7751    0.8276   -0.2029 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3188    0.0309    0.0315 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1810   -1.3172    0.3542 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3013   -2.0546    0.5751 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5731   -1.5451    0.4986 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7442   -0.2029    0.1785 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0317    0.3226    0.0987 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1835    1.6524   -0.2190 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1150    2.4670   -0.4569 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8398    1.8910   -0.3642 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6188    0.5649   -0.0500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0791   -1.8688    0.4414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1687   -1.0621    0.2048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4310   -1.6145    0.2922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5447   -1.2531    0.1257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2687    1.1503   -0.4484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9863    2.1108   -0.5972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6798    1.8715   -0.4532 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2145   -3.1072    0.8278 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4692   -2.1219    0.6721 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8750   -0.3188    0.2860 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1840    2.0559   -0.2799 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1982    3.5270   -0.7115 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9791    2.5160   -0.5483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1475   -2.9113    0.6924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5914   -2.6464    0.5371 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
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  7 16  2  0
 16 17  1  0
 17 18  2  0
 18  1  1  0
 17  4  1  0
 15  6  1  0
 15 10  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  5 22  1  0
  8 23  1  0
  9 24  1  0
 11 25  1  0
 12 26  1  0
 13 27  1  0
 14 28  1  0
 16 29  1  0
 18 30  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1,2-Benzanthracene	ChEBI
1,2-Benzanthrazen	ChEBI
2,3-Benzphenanthrene	ChEBI
Benz[a]anthracene	ChEBI
Benzanthrene	ChEBI
Naphthanthracene	ChEBI
Benz(a)anthracene	MeSH
benzo(b)Phenanthrene	MeSH
Benzanthracene	MeSH
benzo(a)Anthracene	MeSH

Chemical Formula

C₁₈H₁₂

Average Molecular Weight

228.2879

Monoisotopic Molecular Weight

228.093900384

IUPAC Name

tetraphene

Traditional Name

benz[a]anthracene

CAS Registry Number

Not Available

SMILES

C1=CC=C2C=C3C(C=CC4=CC=CC=C34)=CC2=C1

InChI Identifier

InChI=1S/C18H12/c1-2-7-15-12-18-16(11-14(15)6-1)10-9-13-5-3-4-8-17(13)18/h1-12H

InChI Key

DXBHBZVCASKNBY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenanthrenes and derivatives. These are polycyclic compounds containing a phenanthrene moiety, which is a tricyclic aromatic compound with three non-linearly fused benzene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenanthrenes and derivatives

Sub Class

Not Available

Direct Parent

Phenanthrenes and derivatives

Alternative Parents

Substituents

Phenanthrene
Anthracene
Aromatic hydrocarbon
Polycyclic hydrocarbon
Unsaturated hydrocarbon
Hydrocarbon
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

tetraphenes (CHEBI:51348 )
ortho-fused polycyclic arene (CHEBI:51348 )

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	5.72	ALOGPS
logP	4.94	ChemAxon
logS	-7.7	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	75.41 m³·mol⁻¹	ChemAxon
Polarizability	26.65 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]-	190.408	30932474
DeepCCS	[M+Na]+	165.865	30932474
AllCCS	[M+H]+	152.5	32859911
AllCCS	[M+H-H2O]+	148.3	32859911
AllCCS	[M+NH4]+	156.4	32859911
AllCCS	[M+Na]+	157.5	32859911
AllCCS	[M-H]-	157.3	32859911
AllCCS	[M+Na-2H]-	156.0	32859911
AllCCS	[M+HCOO]-	154.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Benz[a]anthracene	C1=CC=C2C=C3C(C=CC4=CC=CC=C34)=CC2=C1	3605.8	Standard polar	33892256
Benz[a]anthracene	C1=CC=C2C=C3C(C=CC4=CC=CC=C34)=CC2=C1	2425.0	Standard non polar	33892256
Benz[a]anthracene	C1=CC=C2C=C3C(C=CC4=CC=CC=C34)=CC2=C1	2444.0	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 - Benz[a]anthracene GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fb9-0090000000-c46a82d01b2fdb682073	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Benz[a]anthracene GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-004i-1390000000-10b3e1856a5e6628bfb0	2014-09-20	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 - Benz[a]anthracene 10V, Positive-QTOF	splash10-004i-0090000000-d0e67c3f0e483f55df00	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benz[a]anthracene 20V, Positive-QTOF	splash10-004i-0090000000-5b6fde0da405eeef6fdd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benz[a]anthracene 40V, Positive-QTOF	splash10-0fb9-0190000000-78e190ac0a4705090a72	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benz[a]anthracene 10V, Negative-QTOF	splash10-004i-0090000000-5a92bcda7160b5664bda	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benz[a]anthracene 20V, Negative-QTOF	splash10-004i-0090000000-5a92bcda7160b5664bda	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benz[a]anthracene 40V, Negative-QTOF	splash10-004i-0090000000-b2795d6a0936c780da5e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benz[a]anthracene 10V, Positive-QTOF	splash10-004i-0090000000-1345c9a6e6eae7276959	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benz[a]anthracene 20V, Positive-QTOF	splash10-004i-0090000000-1345c9a6e6eae7276959	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benz[a]anthracene 40V, Positive-QTOF	splash10-004i-0090000000-c9cb8e2548ab4c9993d3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benz[a]anthracene 10V, Negative-QTOF	splash10-004i-0090000000-21ab23fa1007795bd0da	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benz[a]anthracene 20V, Negative-QTOF	splash10-004i-0090000000-21ab23fa1007795bd0da	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benz[a]anthracene 40V, Negative-QTOF	splash10-004i-0090000000-12332b66768765da4483	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View

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

5739

KEGG Compound ID

C14317

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Tetraphene

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

51348

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 Benz[a]anthracene (HMDB0248969)

MOL for HMDB0248969 (Benz[a]anthracene)

3D MOL for HMDB0248969 (Benz[a]anthracene)

3D SDF for HMDB0248969 (Benz[a]anthracene)

3D-SDF for HMDB0248969 (Benz[a]anthracene)

PDB for HMDB0248969 (Benz[a]anthracene)

3D PDB for HMDB0248969 (Benz[a]anthracene)

SMILES for HMDB0248969 (Benz[a]anthracene)

INCHI for HMDB0248969 (Benz[a]anthracene)

Structure for HMDB0248969 (Benz[a]anthracene)

3D Structure for HMDB0248969 (Benz[a]anthracene)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra