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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-05-17 01:20:51 UTC

Update Date

2022-03-07 03:17:44 UTC

HMDB ID

HMDB0060438

Secondary Accession Numbers

HMDB60438

Metabolite Identification

Common Name

Benzo[a]pyrene-7,8-diol

Description

Benzo[a]pyrene-7,8-diol, also known as BP-7,8 diol, belongs to the class of organic compounds known as pyrenes. Pyrenes are compounds containing a pyrene moiety, which consists four fused benzene rings, resulting in a flat aromatic system. Benzo[a]pyrene-7,8-diol is an extremely weak basic (essentially neutral) compound (based on its pKa). Benzo[a]pyrene-7,8-diol exists in all living organisms, ranging from bacteria to humans. These are compounds containing a pyrene moiety, which consists four fused benzene rings, resulting in a flat aromatic system.

Structure

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

HMDB0249735
     RDKit          3D
(E)-7,8-Dihydrobenzo(a)pyrene-7,8-diol
 36 40  0  0  0  0  0  0  0  0999 V2000
    5.0685    0.5866   -1.1475 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1347    0.4516   -0.0795 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4484    1.7306    0.1503 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1398    1.8617    0.1767 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2739    0.7117   -0.0270 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8313   -0.5233   -0.2499 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0045   -1.6522   -0.4439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3495   -1.4832   -0.4042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1623   -2.5745   -0.5916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5405   -2.4863   -0.5661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0627   -1.2306   -0.3400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4513   -1.0972   -0.3065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0170    0.1385   -0.0836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1867    1.2325    0.1042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8167    1.1103    0.0728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0197    2.2171    0.2631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6258    2.1149    0.2351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1019    0.8713    0.0111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8949   -0.2425   -0.1805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2650   -0.1344   -0.1516 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2819   -0.7218   -0.3015 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6860   -1.7510    0.5726 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7757    1.2182   -0.8326 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8111    0.2541    0.8145 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0552    2.6039    0.3047 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7544    2.8232    0.3495 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4935   -2.6025   -0.6157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7397   -3.5486   -0.7672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2068   -3.3159   -0.7083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0705   -1.9799   -0.4584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0930    0.2271   -0.0603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6457    2.1923    0.2775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5205    3.1620    0.4340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0919    3.0225    0.3919 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5236   -1.1536   -1.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5797   -2.0326    0.2511 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  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
  6 21  1  0
 21 22  1  0
 21  2  1  0
 18  5  1  0
 19  8  1  0
 20 11  1  0
 20 15  1  0
  1 23  1  0
  2 24  1  0
  3 25  1  0
  4 26  1  0
  7 27  1  0
  9 28  1  0
 10 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 16 33  1  0
 17 34  1  0
 21 35  1  0
 22 36  1  0
M  END

Structure #1
  Mrv0541 02241207002D          

 22 26  0  0  0  0            999 V2000
    1.3333    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6033   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8734    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6835   -1.1466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4936   -1.3025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2236    1.6598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0337    1.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6540    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4641    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8439   -0.8348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4135   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6835    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0337   -0.6789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1139    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3038    0.7243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3839   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7342    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9535    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7637    0.1007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1941   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5443    0.1007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4641   -1.1466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  2 11  1  0  0  0  0
  3 12  2  0  0  0  0
  4  5  2  0  0  0  0
  4 11  1  0  0  0  0
  5 13  1  0  0  0  0
  6  7  2  0  0  0  0
  6 12  1  0  0  0  0
  7 15  1  0  0  0  0
  8  9  2  0  0  0  0
  8 14  1  0  0  0  0
  9 17  1  0  0  0  0
 10 13  1  0  0  0  0
 10 16  2  0  0  0  0
 11 18  2  0  0  0  0
 12 18  1  0  0  0  0
 13 19  2  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 15 19  1  0  0  0  0
 16 20  1  0  0  0  0
 17 20  1  0  0  0  0
 17 21  1  0  0  0  0
 18 19  1  0  0  0  0
 20 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060438

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1C=CC2=C3C=CC4=CC=CC5=C4C3=C(C=C5)C=C2C1O

> <INCHI_IDENTIFIER>
InChI=1S/C20H14O2/c21-17-9-8-14-15-7-6-12-3-1-2-11-4-5-13(19(15)18(11)12)10-16(14)20(17)22/h1-10,17,20-22H

> <INCHI_KEY>
YDXRLMMGARHIIC-UHFFFAOYSA-N

> <FORMULA>
C20H14O2

> <MOLECULAR_WEIGHT>
286.324

> <EXACT_MASS>
286.099379692

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
31.453707204272707

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
pentacyclo[10.6.2.0²,⁷.0⁹,¹⁹.0¹⁶,²⁰]icosa-1,3,7,9(19),10,12(20),13,15,17-nonaene-5,6-diol

> <ALOGPS_LOGP>
3.61

> <JCHEM_LOGP>
3.307152816

> <ALOGPS_LOGS>
-5.32

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.692725009540293

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.150086073878729

> <JCHEM_PKA_STRONGEST_BASIC>
-3.373702433945751

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
88.04439999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.37e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
benzo(a)pyrene 7,8-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0249735
     RDKit          3D
(E)-7,8-Dihydrobenzo(a)pyrene-7,8-diol
 36 40  0  0  0  0  0  0  0  0999 V2000
    5.0685    0.5866   -1.1475 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1347    0.4516   -0.0795 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4484    1.7306    0.1503 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1398    1.8617    0.1767 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2739    0.7117   -0.0270 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8313   -0.5233   -0.2499 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0045   -1.6522   -0.4439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3495   -1.4832   -0.4042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1623   -2.5745   -0.5916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5405   -2.4863   -0.5661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0627   -1.2306   -0.3400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4513   -1.0972   -0.3065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0170    0.1385   -0.0836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1867    1.2325    0.1042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8167    1.1103    0.0728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0197    2.2171    0.2631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6258    2.1149    0.2351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1019    0.8713    0.0111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8949   -0.2425   -0.1805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2650   -0.1344   -0.1516 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2819   -0.7218   -0.3015 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6860   -1.7510    0.5726 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7757    1.2182   -0.8326 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8111    0.2541    0.8145 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0552    2.6039    0.3047 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7544    2.8232    0.3495 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4935   -2.6025   -0.6157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7397   -3.5486   -0.7672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2068   -3.3159   -0.7083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0705   -1.9799   -0.4584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0930    0.2271   -0.0603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6457    2.1923    0.2775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5205    3.1620    0.4340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0919    3.0225    0.3919 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5236   -1.1536   -1.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5797   -2.0326    0.2511 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  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
  6 21  1  0
 21 22  1  0
 21  2  1  0
 18  5  1  0
 19  8  1  0
 20 11  1  0
 20 15  1  0
  1 23  1  0
  2 24  1  0
  3 25  1  0
  4 26  1  0
  7 27  1  0
  9 28  1  0
 10 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 16 33  1  0
 17 34  1  0
 21 35  1  0
 22 36  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Structure #1                                      
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       2.489   1.061   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.993  -0.394   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.497   2.225   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.009  -2.140   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.521  -2.431   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.017   3.098   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.530   2.807   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.554   2.225   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.066   1.934   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.042  -1.558   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.505  -0.685   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.009   1.934   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.530  -1.267   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.546   1.061   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.034   1.352   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.050  -0.394   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.571   0.479   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.513   0.479   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.026   0.188   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.562  -0.685   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      14.083   0.188   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      12.066  -2.140   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1   11                                                       
CONECT    3    1   12                                                       
CONECT    4    5   11                                                       
CONECT    5    4   13                                                       
CONECT    6    7   12                                                       
CONECT    7    6   15                                                       
CONECT    8    9   14                                                       
CONECT    9    8   17                                                       
CONECT   10   13   16                                                       
CONECT   11    2    4   18                                                  
CONECT   12    3    6   18                                                  
CONECT   13    5   10   19                                                  
CONECT   14    8   15   16                                                  
CONECT   15    7   14   19                                                  
CONECT   16   10   14   20                                                  
CONECT   17    9   20   21                                                  
CONECT   18   11   12   19                                                  
CONECT   19   13   15   18                                                  
CONECT   20   16   17   22                                                  
CONECT   21   17                                                            
CONECT   22   20                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   52    0
END

COMPND    HMDB0249735
HETATM    1  O1  UNL     1       5.068   0.587  -1.148  1.00  0.00           O  
HETATM    2  C1  UNL     1       4.135   0.452  -0.079  1.00  0.00           C  
HETATM    3  C2  UNL     1       3.448   1.731   0.150  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.140   1.862   0.177  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.274   0.712  -0.027  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.831  -0.523  -0.250  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.004  -1.652  -0.444  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.350  -1.483  -0.404  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.162  -2.575  -0.592  1.00  0.00           C  
HETATM   10  C9  UNL     1      -2.540  -2.486  -0.566  1.00  0.00           C  
HETATM   11  C10 UNL     1      -3.063  -1.231  -0.340  1.00  0.00           C  
HETATM   12  C11 UNL     1      -4.451  -1.097  -0.306  1.00  0.00           C  
HETATM   13  C12 UNL     1      -5.017   0.138  -0.084  1.00  0.00           C  
HETATM   14  C13 UNL     1      -4.187   1.233   0.104  1.00  0.00           C  
HETATM   15  C14 UNL     1      -2.817   1.110   0.073  1.00  0.00           C  
HETATM   16  C15 UNL     1      -2.020   2.217   0.263  1.00  0.00           C  
HETATM   17  C16 UNL     1      -0.626   2.115   0.235  1.00  0.00           C  
HETATM   18  C17 UNL     1      -0.102   0.871   0.011  1.00  0.00           C  
HETATM   19  C18 UNL     1      -0.895  -0.242  -0.181  1.00  0.00           C  
HETATM   20  C19 UNL     1      -2.265  -0.134  -0.152  1.00  0.00           C  
HETATM   21  C20 UNL     1       3.282  -0.722  -0.301  1.00  0.00           C  
HETATM   22  O2  UNL     1       3.686  -1.751   0.573  1.00  0.00           O  
HETATM   23  H1  UNL     1       5.776   1.218  -0.833  1.00  0.00           H  
HETATM   24  H2  UNL     1       4.811   0.254   0.814  1.00  0.00           H  
HETATM   25  H3  UNL     1       4.055   2.604   0.305  1.00  0.00           H  
HETATM   26  H4  UNL     1       1.754   2.823   0.350  1.00  0.00           H  
HETATM   27  H5  UNL     1       1.494  -2.602  -0.616  1.00  0.00           H  
HETATM   28  H6  UNL     1      -0.740  -3.549  -0.767  1.00  0.00           H  
HETATM   29  H7  UNL     1      -3.207  -3.316  -0.708  1.00  0.00           H  
HETATM   30  H8  UNL     1      -5.071  -1.980  -0.458  1.00  0.00           H  
HETATM   31  H9  UNL     1      -6.093   0.227  -0.060  1.00  0.00           H  
HETATM   32  H10 UNL     1      -4.646   2.192   0.277  1.00  0.00           H  
HETATM   33  H11 UNL     1      -2.520   3.162   0.434  1.00  0.00           H  
HETATM   34  H12 UNL     1      -0.092   3.023   0.392  1.00  0.00           H  
HETATM   35  H13 UNL     1       3.524  -1.154  -1.335  1.00  0.00           H  
HETATM   36  H14 UNL     1       4.580  -2.033   0.251  1.00  0.00           H  
CONECT    1    2   23
CONECT    2    3   21   24
CONECT    3    4    4   25
CONECT    4    5   26
CONECT    5    6    6   18
CONECT    6    7   21
CONECT    7    8    8   27
CONECT    8    9   19
CONECT    9   10   10   28
CONECT   10   11   29
CONECT   11   12   12   20
CONECT   12   13   30
CONECT   13   14   14   31
CONECT   14   15   32
CONECT   15   16   16   20
CONECT   16   17   33
CONECT   17   18   18   34
CONECT   18   19
CONECT   19   20   20
CONECT   21   22   35
CONECT   22   36
END

HMDB0249735
     RDKit          3D
(E)-7,8-Dihydrobenzo(a)pyrene-7,8-diol
 36 40  0  0  0  0  0  0  0  0999 V2000
    5.0685    0.5866   -1.1475 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1347    0.4516   -0.0795 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4484    1.7306    0.1503 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1398    1.8617    0.1767 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2739    0.7117   -0.0270 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8313   -0.5233   -0.2499 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0045   -1.6522   -0.4439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3495   -1.4832   -0.4042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1623   -2.5745   -0.5916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5405   -2.4863   -0.5661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0627   -1.2306   -0.3400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4513   -1.0972   -0.3065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0170    0.1385   -0.0836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1867    1.2325    0.1042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8167    1.1103    0.0728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0197    2.2171    0.2631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6258    2.1149    0.2351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1019    0.8713    0.0111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8949   -0.2425   -0.1805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2650   -0.1344   -0.1516 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2819   -0.7218   -0.3015 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6860   -1.7510    0.5726 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7757    1.2182   -0.8326 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8111    0.2541    0.8145 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0552    2.6039    0.3047 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7544    2.8232    0.3495 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4935   -2.6025   -0.6157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7397   -3.5486   -0.7672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2068   -3.3159   -0.7083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0705   -1.9799   -0.4584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0930    0.2271   -0.0603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6457    2.1923    0.2775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5205    3.1620    0.4340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0919    3.0225    0.3919 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5236   -1.1536   -1.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5797   -2.0326    0.2511 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  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
  6 21  1  0
 21 22  1  0
 21  2  1  0
 18  5  1  0
 19  8  1  0
 20 11  1  0
 20 15  1  0
  1 23  1  0
  2 24  1  0
  3 25  1  0
  4 26  1  0
  7 27  1  0
  9 28  1  0
 10 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 16 33  1  0
 17 34  1  0
 21 35  1  0
 22 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Benzo[a]pyrene-7,8-dihydrodiol	Kegg
7,8-Dihydroxy-7,8-dihydrobenzo(a)pyrene	HMDB
Benzo(a)pyrene 7,8-dihydrodiol, (7R-trans)-isomer	HMDB
Benzopyrene-7,8-dihydrodiol	HMDB
7,8-Dihydro-7,8-dihydroxybenzopyrene	HMDB
7,8-Dihydrobenzo(a)pyrene-7,8-diol	HMDB
BP-7,8 Diol	HMDB
Benzo(a)pyrene 7,8-dihydrodiol, (cis)-isomer	HMDB
trans-Benzopyrene 7,8-dihydrodiol	HMDB
7,8-Dihydro 7,8-dihydroxybenzo(a)pyrene	HMDB
Benzo(a)pyrene 7,8-dihydrodiol, (trans)-(+-)-isomer	HMDB
Benzo(a)pyrene 7,8-dihydrodiol, (trans)-isomer	HMDB
Benzo(a)pyrene 7,8-dihydrodiol, (7S-trans)-isomer	HMDB
trans-7,8-Dihydroxy-7,8-dihydrobenzo(a)pyrene	HMDB
Benzo(a)pyrene 7,8-dihydrodiol	MeSH

Chemical Formula

C₂₀H₁₄O₂

Average Molecular Weight

286.324

Monoisotopic Molecular Weight

286.099379692

IUPAC Name

pentacyclo[10.6.2.0²,⁷.0⁹,¹⁹.0¹⁶,²⁰]icosa-1,3,7,9(19),10,12(20),13,15,17-nonaene-5,6-diol

Traditional Name

benzo(a)pyrene 7,8-diol

CAS Registry Number

Not Available

SMILES

OC1C=CC2=C3C=CC4=CC=CC5=C4C3=C(C=C5)C=C2C1O

InChI Identifier

InChI=1S/C20H14O2/c21-17-9-8-14-15-7-6-12-3-1-2-11-4-5-13(19(15)18(11)12)10-16(14)20(17)22/h1-10,17,20-22H

InChI Key

YDXRLMMGARHIIC-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrenes. Pyrenes are compounds containing a pyrene moiety, which consists four fused benzene rings, resulting in a flat aromatic system.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Pyrenes

Sub Class

Not Available

Direct Parent

Pyrenes

Alternative Parents

Substituents

Pyrene
Phenanthrol
Phenanthrene
Naphthalene
Secondary alcohol
1,2-diol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

pyrenes (CHEBI:34562 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0060438)

Source

Exogenous

Exogenous (HMDB: HMDB0060438)

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
Water Solubility	0.0014 g/L	ALOGPS
logP	3.61	ALOGPS
logP	3.31	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	13.15	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	88.04 m³·mol⁻¹	ChemAxon
Polarizability	31.45 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	166.319	31661259
DarkChem	[M-H]-	164.83	31661259
DeepCCS	[M+H]+	177.118	30932474
DeepCCS	[M-H]-	174.76	30932474
DeepCCS	[M-2H]-	208.371	30932474
DeepCCS	[M+Na]+	183.597	30932474
AllCCS	[M+H]+	170.1	32859911
AllCCS	[M+H-H2O]+	166.5	32859911
AllCCS	[M+NH4]+	173.4	32859911
AllCCS	[M+Na]+	174.3	32859911
AllCCS	[M-H]-	174.9	32859911
AllCCS	[M+Na-2H]-	173.8	32859911
AllCCS	[M+HCOO]-	172.7	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm √ó 2.1 mm; 1.7 Œºmparticle diameter). Predicted by Afia on May 17, 2022.	6.77 minutes	32390414
Predicted by Siyang on May 30, 2022	14.8774 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.52 minutes	32390414

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Benzo[a]pyrene-7,8-diol	OC1C=CC2=C3C=CC4=CC=CC5=C4C3=C(C=C5)C=C2C1O	4298.7	Standard polar	33892256
Benzo[a]pyrene-7,8-diol	OC1C=CC2=C3C=CC4=CC=CC5=C4C3=C(C=C5)C=C2C1O	2988.4	Standard non polar	33892256
Benzo[a]pyrene-7,8-diol	OC1C=CC2=C3C=CC4=CC=CC5=C4C3=C(C=C5)C=C2C1O	3274.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Benzo[a]pyrene-7,8-diol,1TMS,isomer #1	C[Si](C)(C)OC1C=CC2=C(C=C3C=CC4=CC=CC5=CC=C2C3=C45)C1O	3146.4	Semi standard non polar	33892256
Benzo[a]pyrene-7,8-diol,1TMS,isomer #2	C[Si](C)(C)OC1C2=CC3=CC=C4C=CC=C5C=CC(=C2C=CC1O)C3=C45	3101.5	Semi standard non polar	33892256
Benzo[a]pyrene-7,8-diol,2TMS,isomer #1	C[Si](C)(C)OC1C=CC2=C(C=C3C=CC4=CC=CC5=CC=C2C3=C45)C1O[Si](C)(C)C	3076.8	Semi standard non polar	33892256
Benzo[a]pyrene-7,8-diol,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1C=CC2=C(C=C3C=CC4=CC=CC5=CC=C2C3=C45)C1O	3366.3	Semi standard non polar	33892256
Benzo[a]pyrene-7,8-diol,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1C2=CC3=CC=C4C=CC=C5C=CC(=C2C=CC1O)C3=C45	3310.2	Semi standard non polar	33892256
Benzo[a]pyrene-7,8-diol,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1C=CC2=C(C=C3C=CC4=CC=CC5=CC=C2C3=C45)C1O[Si](C)(C)C(C)(C)C	3508.5	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 - Benzo[a]pyrene-7,8-diol GC-MS (Non-derivatized) - 70eV, Positive	splash10-056r-0090000000-d0f9942584aaf480d999	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Benzo[a]pyrene-7,8-diol GC-MS (2 TMS) - 70eV, Positive	splash10-0103-8009100000-fe801e46e710eea32e4f	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Benzo[a]pyrene-7,8-diol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Benzo[a]pyrene-7,8-diol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Benzo[a]pyrene-7,8-diol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Benzo[a]pyrene-7,8-diol GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Benzo[a]pyrene-7,8-diol GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Benzo[a]pyrene-7,8-diol GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Benzo[a]pyrene-7,8-diol GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Benzo[a]pyrene-7,8-diol GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	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 - Benzo[a]pyrene-7,8-diol 10V, Positive-QTOF	splash10-000i-0090000000-e746f506858cf64c915a	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzo[a]pyrene-7,8-diol 20V, Positive-QTOF	splash10-0k9i-1090000000-fcf1f10a896618157892	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzo[a]pyrene-7,8-diol 40V, Positive-QTOF	splash10-0gb9-1290000000-d88f3784dd0a513870f4	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzo[a]pyrene-7,8-diol 10V, Negative-QTOF	splash10-000i-0090000000-7c6172f7110a47ae0a1a	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzo[a]pyrene-7,8-diol 20V, Negative-QTOF	splash10-000i-0090000000-40d4296cbb4974e7d7c7	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzo[a]pyrene-7,8-diol 40V, Negative-QTOF	splash10-0a70-1090000000-35194879c01560da4ee1	2015-09-15	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-23	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-23	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-23	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-23	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-23	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-23	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-23	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-23	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-23	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-23	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-23	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-23	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-23	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-23	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-23	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-23	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-23	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-23	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-23	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-23	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

C14852

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25892

PDB ID

Not Available

ChEBI ID

34562

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

Magrane M: UniProt Knowledgebase: a hub of integrated protein data. Database (Oxford). 2011 Mar 29;2011:bar009. doi: 10.1093/database/bar009. Print 2011. [PubMed:21447597 ]

Only showing the first 10 proteins. There are 20 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Glutathione S-transferase Mu 2

General function:: Involved in glutathione transferase activity
Specific function:: Conjugation of reduced glutathione to a wide number of exogenous and endogenous hydrophobic electrophiles.
Gene Name:: GSTM2
Uniprot ID:: P28161
Molecular weight:: 25744.395

Reactions

Benzo[a]pyrene-7,8-diol + Glutathione → 7,8-Dihydro-7-hydroxy-8-S-glutathionyl-benzo[a]pyrene + Water	details

Enzyme Details

2. Glutathione S-transferase Mu 1

General function:: Involved in glutathione transferase activity
Specific function:: Conjugation of reduced glutathione to a wide number of exogenous and endogenous hydrophobic electrophiles.
Gene Name:: GSTM1
Uniprot ID:: P09488
Molecular weight:: 25711.555

Reactions

Benzo[a]pyrene-7,8-diol + Glutathione → 7,8-Dihydro-7-hydroxy-8-S-glutathionyl-benzo[a]pyrene + Water	details

Enzyme Details

3. Glutathione S-transferase kappa 1

General function:: Involved in protein disulfide oxidoreductase activity
Specific function:: Significant glutathione conjugating activity is found only with the model substrate, 1-chloro-2,4-dinitrobenzene (CDNB).
Gene Name:: GSTK1
Uniprot ID:: Q9Y2Q3
Molecular weight:: 31565.605

Reactions

Benzo[a]pyrene-7,8-diol + Glutathione → 7,8-Dihydro-7-hydroxy-8-S-glutathionyl-benzo[a]pyrene + Water	details

Enzyme Details

4. Microsomal glutathione S-transferase 3

General function:: Involved in glutathione transferase activity
Specific function:: Also functions as a glutathione peroxidase.
Gene Name:: MGST3
Uniprot ID:: O14880
Molecular weight:: 16516.185

Reactions

Benzo[a]pyrene-7,8-diol + Glutathione → 7,8-Dihydro-7-hydroxy-8-S-glutathionyl-benzo[a]pyrene + Water	details

Enzyme Details

5. Glutathione S-transferase Mu 3

General function:: Involved in glutathione transferase activity
Specific function:: Conjugation of reduced glutathione to a wide number of exogenous and endogenous hydrophobic electrophiles. May govern uptake and detoxification of both endogenous compounds and xenobiotics at the testis and brain blood barriers.
Gene Name:: GSTM3
Uniprot ID:: P21266
Molecular weight:: 26559.32

Reactions

Benzo[a]pyrene-7,8-diol + Glutathione → 7,8-Dihydro-7-hydroxy-8-S-glutathionyl-benzo[a]pyrene + Water	details

Enzyme Details

6. Glutathione S-transferase A1

General function:: Involved in glutathione transferase activity
Specific function:: Conjugation of reduced glutathione to a wide number of exogenous and endogenous hydrophobic electrophiles.
Gene Name:: GSTA1
Uniprot ID:: P08263
Molecular weight:: 25630.785

Reactions

Benzo[a]pyrene-7,8-diol + Glutathione → 7,8-Dihydro-7-hydroxy-8-S-glutathionyl-benzo[a]pyrene + Water	details

Enzyme Details

7. Microsomal glutathione S-transferase 1

General function:: Involved in glutathione transferase activity
Specific function:: Conjugation of reduced glutathione to a wide number of exogenous and endogenous hydrophobic electrophiles. Has a wide substrate specificity.
Gene Name:: MGST1
Uniprot ID:: P10620
Molecular weight:: 17598.45

Reactions

Benzo[a]pyrene-7,8-diol + Glutathione → 7,8-Dihydro-7-hydroxy-8-S-glutathionyl-benzo[a]pyrene + Water	details

Enzyme Details

8. Glutathione S-transferase Mu 4

General function:: Involved in glutathione transferase activity
Specific function:: Conjugation of reduced glutathione to a wide number of exogenous and endogenous hydrophobic electrophiles. Active on 1-chloro-2,4-dinitrobenzene.
Gene Name:: GSTM4
Uniprot ID:: Q03013
Molecular weight:: 25561.095

Reactions

Benzo[a]pyrene-7,8-diol + Glutathione → 7,8-Dihydro-7-hydroxy-8-S-glutathionyl-benzo[a]pyrene + Water	details

Enzyme Details

9. Glutathione S-transferase Mu 5

General function:: Involved in glutathione transferase activity
Specific function:: Conjugation of reduced glutathione to a wide number of exogenous and endogenous hydrophobic electrophiles.
Gene Name:: GSTM5
Uniprot ID:: P46439
Molecular weight:: 25674.455

Reactions

Benzo[a]pyrene-7,8-diol + Glutathione → 7,8-Dihydro-7-hydroxy-8-S-glutathionyl-benzo[a]pyrene + Water	details

Enzyme Details

10. Microsomal glutathione S-transferase 2

General function:: Involved in enzyme activator activity
Specific function:: Can catalyze the production of LTC4 from LTA4 and reduced glutathione. Can catalyze the conjugation of 1-chloro-2,4-dinitrobenzene with reduced glutathione.
Gene Name:: MGST2
Uniprot ID:: Q99735
Molecular weight:: 16620.4

Reactions

Benzo[a]pyrene-7,8-diol + Glutathione → 7,8-Dihydro-7-hydroxy-8-S-glutathionyl-benzo[a]pyrene + Water	details

Only showing the first 10 proteins. There are 20 proteins in total.

Show all enzymes and transporters

Showing metabocard for Benzo[a]pyrene-7,8-diol (HMDB0060438)

MOL for HMDB0060438 (Benzo[a]pyrene-7,8-diol)

3D MOL for HMDB0060438 (Benzo[a]pyrene-7,8-diol)

3D SDF for HMDB0060438 (Benzo[a]pyrene-7,8-diol)

3D-SDF for HMDB0060438 (Benzo[a]pyrene-7,8-diol)

PDB for HMDB0060438 (Benzo[a]pyrene-7,8-diol)

3D PDB for HMDB0060438 (Benzo[a]pyrene-7,8-diol)

SMILES for HMDB0060438 (Benzo[a]pyrene-7,8-diol)

INCHI for HMDB0060438 (Benzo[a]pyrene-7,8-diol)

Structure for HMDB0060438 (Benzo[a]pyrene-7,8-diol)

3D Structure for HMDB0060438 (Benzo[a]pyrene-7,8-diol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

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