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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 22:59:29 UTC

Update Date

2021-09-26 22:54:42 UTC

HMDB ID

HMDB0245947

Secondary Accession Numbers

None

Metabolite Identification

Common Name

3-Nitrobenzanthrone

Description

3-Nitrobenzanthrone 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 very few articles have been published on 3-Nitrobenzanthrone. This compound has been identified in human blood as reported by (PMID: 31557052 ). 3-nitrobenzanthrone is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 3-Nitrobenzanthrone 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

HMDB0245947
     RDKit          3D
3-Nitrobenzanthrone
 30 33  0  0  0  0  0  0  0  0999 V2000
   -1.8027    2.9500    0.2929 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3020    1.7913    0.2212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1758    0.6370    0.2342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5457    0.8180    0.3254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3563   -0.2994    0.3369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7924   -1.5518    0.2578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4066   -1.7298    0.1652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5893   -0.6313    0.1529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1310   -0.7659    0.0581 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4193   -2.0199   -0.0237 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7840   -2.1310   -0.1142 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6464   -1.0185   -0.1267 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0388   -1.2372   -0.2262 N   0  0  0  0  0  4  0  0  0  0  0  0
    4.3962   -2.2909   -0.8547 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0227   -0.4673    0.2613 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.0921    0.2402   -0.0456 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8792    1.3719   -0.0601 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3139    2.6293    0.0181 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9544    2.7518    0.1111 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1579    1.6153    0.1249 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6962    0.3523    0.0469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9843    1.7988    0.3872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4251   -0.1640    0.4070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4249   -2.4469    0.2660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9854   -2.7153    0.1037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1203   -2.9470   -0.0242 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2770   -3.0999   -0.1813 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9459    1.3314   -0.1412 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9596    3.5200    0.0042 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4582    3.7089    0.1758 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  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 12 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20  2  1  0
  8  3  1  0
 21  9  2  0
 21 16  1  0
  4 22  1  0
  5 23  1  0
  6 24  1  0
  7 25  1  0
 10 26  1  0
 11 27  1  0
 17 28  1  0
 18 29  1  0
 19 30  1  0
M  CHG  2  13   1  15  -1
M  END


  Mrv1572004201615532D          

 21 24  0  0  0  0            999 V2000
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  4  1  1  0  0  0  0
  5  2  1  0  0  0  0
  6  3  2  0  0  0  0
  7  3  1  0  0  0  0
  9  8  2  0  0  0  0
 10  4  2  0  0  0  0
 11  8  1  0  0  0  0
 11 10  1  0  0  0  0
 12  5  2  0  0  0  0
 12 10  1  0  0  0  0
 13  6  1  0  0  0  0
 14  7  2  0  0  0  0
 15  9  1  0  0  0  0
 15 13  2  0  0  0  0
 16 11  2  0  0  0  0
 16 13  1  0  0  0  0
 16 14  1  0  0  0  0
 17 12  1  0  0  0  0
 17 14  1  0  0  0  0
 18 15  1  0  0  0  0
 19 17  2  0  0  0  0
 20 18  2  0  0  0  0
 21 18  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0245947

> <DATABASE_NAME>
hmdb

> <SMILES>
O=C1C2=CC=CC=C2C2=C3C1=CC=CC3=C(C=C2)N(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C17H9NO3/c19-17-12-5-2-1-4-10(12)11-8-9-15(18(20)21)13-6-3-7-14(17)16(11)13/h1-9H

> <INCHI_KEY>
QAJOWHGESRCVLY-UHFFFAOYSA-N

> <FORMULA>
C17H9NO3

> <MOLECULAR_WEIGHT>
275.263

> <EXACT_MASS>
275.058243154

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
27.62451089215091

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
14-nitrotetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,9,11,13,15-octaen-8-one

> <ALOGPS_LOGP>
4.01

> <JCHEM_LOGP>
4.036039345333333

> <ALOGPS_LOGS>
-5.20

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.550849735538881

> <JCHEM_POLAR_SURFACE_AREA>
62.89

> <JCHEM_REFRACTIVITY>
79.48659999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.73e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-nitrobenzanthrone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0245947
     RDKit          3D
3-Nitrobenzanthrone
 30 33  0  0  0  0  0  0  0  0999 V2000
   -1.8027    2.9500    0.2929 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3020    1.7913    0.2212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1758    0.6370    0.2342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5457    0.8180    0.3254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3563   -0.2994    0.3369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7924   -1.5518    0.2578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4066   -1.7298    0.1652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5893   -0.6313    0.1529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1310   -0.7659    0.0581 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4193   -2.0199   -0.0237 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7840   -2.1310   -0.1142 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6464   -1.0185   -0.1267 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0388   -1.2372   -0.2262 N   0  0  0  0  0  4  0  0  0  0  0  0
    4.3962   -2.2909   -0.8547 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0227   -0.4673    0.2613 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.0921    0.2402   -0.0456 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8792    1.3719   -0.0601 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3139    2.6293    0.0181 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9544    2.7518    0.1111 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1579    1.6153    0.1249 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6962    0.3523    0.0469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9843    1.7988    0.3872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4251   -0.1640    0.4070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4249   -2.4469    0.2660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9854   -2.7153    0.1037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1203   -2.9470   -0.0242 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2770   -3.0999   -0.1813 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9459    1.3314   -0.1412 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9596    3.5200    0.0042 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4582    3.7089    0.1758 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  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 12 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20  2  1  0
  8  3  1  0
 21  9  2  0
 21 16  1  0
  4 22  1  0
  5 23  1  0
  6 24  1  0
  7 25  1  0
 10 26  1  0
 11 27  1  0
 17 28  1  0
 18 29  1  0
 19 30  1  0
M  CHG  2  13   1  15  -1
M  END

HEADER    PROTEIN                                 20-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-16         0                                  
HETATM    1  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.669  -0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       2.667   4.620   0.000  0.00  0.00           N+0
HETATM   19  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       2.667   6.160   0.000  0.00  0.00           O+0
CONECT    1    2    4                                                       
CONECT    2    1    5                                                       
CONECT    3    6    7                                                       
CONECT    4    1   10                                                       
CONECT    5    2   12                                                       
CONECT    6    3   13                                                       
CONECT    7    3   14                                                       
CONECT    8    9   11                                                       
CONECT    9    8   15                                                       
CONECT   10    4   11   12                                                  
CONECT   11    8   10   16                                                  
CONECT   12    5   10   17                                                  
CONECT   13    6   15   16                                                  
CONECT   14    7   16   17                                                  
CONECT   15    9   13   18                                                  
CONECT   16   11   13   14                                                  
CONECT   17   12   14   19                                                  
CONECT   18   15   20   21                                                  
CONECT   19   17                                                            
CONECT   20   18                                                            
CONECT   21   18                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   48    0
END

COMPND    HMDB0245947
HETATM    1  O1  UNL     1      -1.803   2.950   0.293  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.302   1.791   0.221  1.00  0.00           C  
HETATM    3  C2  UNL     1      -2.176   0.637   0.234  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.546   0.818   0.325  1.00  0.00           C  
HETATM    5  C4  UNL     1      -4.356  -0.299   0.337  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.792  -1.552   0.258  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.407  -1.730   0.165  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.589  -0.631   0.153  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.131  -0.766   0.058  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.419  -2.020  -0.024  1.00  0.00           C  
HETATM   11  C10 UNL     1       1.784  -2.131  -0.114  1.00  0.00           C  
HETATM   12  C11 UNL     1       2.646  -1.019  -0.127  1.00  0.00           C  
HETATM   13  N1  UNL     1       4.039  -1.237  -0.226  1.00  0.00           N1+
HETATM   14  O2  UNL     1       4.396  -2.291  -0.855  1.00  0.00           O  
HETATM   15  O3  UNL     1       5.023  -0.467   0.261  1.00  0.00           O1-
HETATM   16  C12 UNL     1       2.092   0.240  -0.046  1.00  0.00           C  
HETATM   17  C13 UNL     1       2.879   1.372  -0.060  1.00  0.00           C  
HETATM   18  C14 UNL     1       2.314   2.629   0.018  1.00  0.00           C  
HETATM   19  C15 UNL     1       0.954   2.752   0.111  1.00  0.00           C  
HETATM   20  C16 UNL     1       0.158   1.615   0.125  1.00  0.00           C  
HETATM   21  C17 UNL     1       0.696   0.352   0.047  1.00  0.00           C  
HETATM   22  H1  UNL     1      -3.984   1.799   0.387  1.00  0.00           H  
HETATM   23  H2  UNL     1      -5.425  -0.164   0.407  1.00  0.00           H  
HETATM   24  H3  UNL     1      -4.425  -2.447   0.266  1.00  0.00           H  
HETATM   25  H4  UNL     1      -1.985  -2.715   0.104  1.00  0.00           H  
HETATM   26  H5  UNL     1      -0.120  -2.947  -0.024  1.00  0.00           H  
HETATM   27  H6  UNL     1       2.277  -3.100  -0.181  1.00  0.00           H  
HETATM   28  H7  UNL     1       3.946   1.331  -0.141  1.00  0.00           H  
HETATM   29  H8  UNL     1       2.960   3.520   0.004  1.00  0.00           H  
HETATM   30  H9  UNL     1       0.458   3.709   0.176  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   20
CONECT    3    4    4    8
CONECT    4    5   22
CONECT    5    6    6   23
CONECT    6    7   24
CONECT    7    8    8   25
CONECT    8    9
CONECT    9   10   21   21
CONECT   10   11   11   26
CONECT   11   12   27
CONECT   12   13   16   16
CONECT   13   14   14   15
CONECT   16   17   21
CONECT   17   18   18   28
CONECT   18   19   29
CONECT   19   20   20   30
CONECT   20   21
END

HMDB0245947
     RDKit          3D
3-Nitrobenzanthrone
 30 33  0  0  0  0  0  0  0  0999 V2000
   -1.8027    2.9500    0.2929 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3020    1.7913    0.2212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1758    0.6370    0.2342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5457    0.8180    0.3254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3563   -0.2994    0.3369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7924   -1.5518    0.2578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4066   -1.7298    0.1652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5893   -0.6313    0.1529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1310   -0.7659    0.0581 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4193   -2.0199   -0.0237 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7840   -2.1310   -0.1142 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6464   -1.0185   -0.1267 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0388   -1.2372   -0.2262 N   0  0  0  0  0  4  0  0  0  0  0  0
    4.3962   -2.2909   -0.8547 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0227   -0.4673    0.2613 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.0921    0.2402   -0.0456 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8792    1.3719   -0.0601 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3139    2.6293    0.0181 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9544    2.7518    0.1111 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1579    1.6153    0.1249 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6962    0.3523    0.0469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9843    1.7988    0.3872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4251   -0.1640    0.4070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4249   -2.4469    0.2660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9854   -2.7153    0.1037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1203   -2.9470   -0.0242 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2770   -3.0999   -0.1813 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9459    1.3314   -0.1412 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9596    3.5200    0.0042 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4582    3.7089    0.1758 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  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 12 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20  2  1  0
  8  3  1  0
 21  9  2  0
 21 16  1  0
  4 22  1  0
  5 23  1  0
  6 24  1  0
  7 25  1  0
 10 26  1  0
 11 27  1  0
 17 28  1  0
 18 29  1  0
 19 30  1  0
M  CHG  2  13   1  15  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Nitrobenzanthrone	HMDB
Nitrobenzanthrone	HMDB
3-Nitrobenzanthrone	MeSH

Chemical Formula

C₁₇H₉NO₃

Average Molecular Weight

275.263

Monoisotopic Molecular Weight

275.058243154

IUPAC Name

14-nitrotetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,9,11,13,15-octaen-8-one

Traditional Name

3-nitrobenzanthrone

CAS Registry Number

Not Available

SMILES

O=C1C2=CC=CC=C2C2=C3C1=CC=CC3=C(C=C2)N(=O)=O

InChI Identifier

InChI=1S/C17H9NO3/c19-17-12-5-2-1-4-10(12)11-8-9-15(18(20)21)13-6-3-7-14(17)16(11)13/h1-9H

InChI Key

QAJOWHGESRCVLY-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

Anthracene
Phenanthrene
1-nitronaphthalene
2-nitronaphthalene
Nitroaromatic compound
Aryl ketone
Ketone
C-nitro compound
Organic nitro compound
Organic oxoazanium
Organic 1,3-dipolar compound
Allyl-type 1,3-dipolar organic compound
Propargyl-type 1,3-dipolar organic compound
Organonitrogen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organic oxygen compound
Organopnictogen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	4.01	ALOGPS
logP	4.04	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Basic)	-7.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	62.89 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	79.49 m³·mol⁻¹	ChemAxon
Polarizability	27.62 Å³	ChemAxon
Number of Rings	4	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
DeepCCS	[M+H]+	162.098	30932474
DeepCCS	[M-H]-	159.74	30932474
DeepCCS	[M-2H]-	192.626	30932474
DeepCCS	[M+Na]+	168.191	30932474
AllCCS	[M+H]+	160.8	32859911
AllCCS	[M+H-H2O]+	157.1	32859911
AllCCS	[M+NH4]+	164.3	32859911
AllCCS	[M+Na]+	165.3	32859911
AllCCS	[M-H]-	162.6	32859911
AllCCS	[M+Na-2H]-	161.0	32859911
AllCCS	[M+HCOO]-	159.5	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	16.4958 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.41 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2588.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	539.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	209.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	301.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	390.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	651.5 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	675.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	138.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1464.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	612.5 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1531.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	536.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	454.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	469.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	487.9 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	84.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-Nitrobenzanthrone	O=C1C2=CC=CC=C2C2=C3C1=CC=CC3=C(C=C2)N(=O)=O	3994.4	Standard polar	33892256
3-Nitrobenzanthrone	O=C1C2=CC=CC=C2C2=C3C1=CC=CC3=C(C=C2)N(=O)=O	2719.1	Standard non polar	33892256
3-Nitrobenzanthrone	O=C1C2=CC=CC=C2C2=C3C1=CC=CC3=C(C=C2)N(=O)=O	2730.0	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 - 3-Nitrobenzanthrone GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-1090000000-7a90b60b2ab76b9d63fa	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Nitrobenzanthrone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Nitrobenzanthrone 35V, Positive-QTOF	splash10-001j-0090000000-6a7d626fa11c8bbf3c91	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Nitrobenzanthrone 10V, Positive-QTOF	splash10-004i-0090000000-694ade9a785958c90ec0	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Nitrobenzanthrone 20V, Positive-QTOF	splash10-004i-0090000000-e9dc82b90150a531e311	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Nitrobenzanthrone 40V, Positive-QTOF	splash10-01si-5490000000-aa2ce5a5cbe50825eaba	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Nitrobenzanthrone 10V, Negative-QTOF	splash10-00di-0090000000-eedd9b49314f26fb135e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Nitrobenzanthrone 20V, Negative-QTOF	splash10-00di-0090000000-2d43b2341aeca67c8e08	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Nitrobenzanthrone 40V, Negative-QTOF	splash10-0100-1090000000-76054d420d6352dfa994	2016-08-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

2103821

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

3-Nitrobenzanthrone

METLIN ID

Not Available

PubChem Compound

2825690

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for 3-Nitrobenzanthrone (HMDB0245947)

MOL for HMDB0245947 (3-Nitrobenzanthrone)

3D MOL for HMDB0245947 (3-Nitrobenzanthrone)

3D SDF for HMDB0245947 (3-Nitrobenzanthrone)

3D-SDF for HMDB0245947 (3-Nitrobenzanthrone)

PDB for HMDB0245947 (3-Nitrobenzanthrone)

3D PDB for HMDB0245947 (3-Nitrobenzanthrone)

SMILES for HMDB0245947 (3-Nitrobenzanthrone)

INCHI for HMDB0245947 (3-Nitrobenzanthrone)

Structure for HMDB0245947 (3-Nitrobenzanthrone)

3D Structure for HMDB0245947 (3-Nitrobenzanthrone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra