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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 01:36:12 UTC

Update Date

2021-09-26 22:58:33 UTC

HMDB ID

HMDB0248326

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Aminonitropyrene

Description

Aminonitropyrene 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. Based on a literature review a small amount of articles have been published on Aminonitropyrene. This compound has been identified in human blood as reported by (PMID: 31557052 ). Aminonitropyrene is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Aminonitropyrene 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

HMDB0248326
     RDKit          3D
Aminonitropyrene
 30 33  0  0  0  0  0  0  0  0999 V2000
    3.8560    1.8499   -0.1721 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5313    1.3578   -0.1251 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3994    2.1443   -0.2065 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1267    1.6019   -0.1542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0039    2.3790   -0.2436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2778    1.8375   -0.1991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4538    0.4709   -0.0598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6738   -0.1293   -0.0060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8470   -1.4992    0.1373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7114   -2.2910    0.2278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4594   -1.6891    0.1735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3276   -2.4694    0.2578 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9397   -1.9372    0.2066 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0590   -0.5651    0.0672 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3424   -0.0030    0.0118 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4754   -0.8413    0.0785 N   0  0  0  0  0  4  0  0  0  0  0  0
    3.8546   -1.3223    1.1476 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1707   -1.1259   -1.0655 O   0  0  0  0  0  1  0  0  0  0  0  0
   -0.0572    0.2358   -0.0149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222   -0.3207    0.0321 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3163    2.0626    0.7636 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4306    2.0284   -1.0020 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5360    3.2218   -0.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8931    3.4478   -0.3458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1701    2.4368   -0.2677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5470    0.5169   -0.0857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8465   -1.9483    0.1826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8427   -3.3574    0.3389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4459   -3.5370    0.3695 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8416   -2.5550    0.2717 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 14 19  1  0
 19 20  2  0
 15  2  1  0
 19  4  1  0
 20  7  1  0
 20 11  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  5 24  1  0
  6 25  1  0
  8 26  1  0
  9 27  1  0
 10 28  1  0
 12 29  1  0
 13 30  1  0
M  CHG  2  16   1  18  -1
M  END


  Mrv1652309112103362D          

 20 23  0  0  0  0            999 V2000
    5.4434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0309    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0309   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3184    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3184   -1.0164    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    1.7309   -1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4934   -1.0164    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.4934    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  4 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 13 18  1  0  0  0  0
 11 19  1  0  0  0  0
 19 20  2  0  0  0  0
  3 20  1  0  0  0  0
M  CHG  2  15   1  17  -1
M  END
> <DATABASE_ID>
HMDB0248326

> <DATABASE_NAME>
hmdb

> <SMILES>
NC1=C(C2=C3C(C=CC4=C3C(C=C2)=CC=C4)=C1)[N+]([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H10N2O2/c17-13-8-11-5-4-9-2-1-3-10-6-7-12(15(11)14(9)10)16(13)18(19)20/h1-8H,17H2

> <INCHI_KEY>
MKRMWLCRHKWLFK-UHFFFAOYSA-N

> <FORMULA>
C16H10N2O2

> <MOLECULAR_WEIGHT>
262.268

> <EXACT_MASS>
262.07422757

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
26.834498549744414

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-nitropyren-2-amine

> <ALOGPS_LOGP>
4.29

> <JCHEM_LOGP>
4.044985715999999

> <ALOGPS_LOGS>
-5.45

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.539025392944275

> <JCHEM_PKA_STRONGEST_BASIC>
0.09621846792267097

> <JCHEM_POLAR_SURFACE_AREA>
69.16

> <JCHEM_REFRACTIVITY>
77.74350000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.41e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-nitropyren-2-amine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0248326
     RDKit          3D
Aminonitropyrene
 30 33  0  0  0  0  0  0  0  0999 V2000
    3.8560    1.8499   -0.1721 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5313    1.3578   -0.1251 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3994    2.1443   -0.2065 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1267    1.6019   -0.1542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0039    2.3790   -0.2436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2778    1.8375   -0.1991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4538    0.4709   -0.0598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6738   -0.1293   -0.0060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8470   -1.4992    0.1373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7114   -2.2910    0.2278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4594   -1.6891    0.1735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3276   -2.4694    0.2578 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9397   -1.9372    0.2066 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0590   -0.5651    0.0672 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3424   -0.0030    0.0118 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4754   -0.8413    0.0785 N   0  0  0  0  0  4  0  0  0  0  0  0
    3.8546   -1.3223    1.1476 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1707   -1.1259   -1.0655 O   0  0  0  0  0  1  0  0  0  0  0  0
   -0.0572    0.2358   -0.0149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222   -0.3207    0.0321 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3163    2.0626    0.7636 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4306    2.0284   -1.0020 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5360    3.2218   -0.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8931    3.4478   -0.3458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1701    2.4368   -0.2677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5470    0.5169   -0.0857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8465   -1.9483    0.1826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8427   -3.3574    0.3389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4459   -3.5370    0.3695 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8416   -2.5550    0.2717 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 14 19  1  0
 19 20  2  0
 15  2  1  0
 19  4  1  0
 20  7  1  0
 20 11  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  5 24  1  0
  6 25  1  0
  8 26  1  0
  9 27  1  0
 10 28  1  0
 12 29  1  0
 13 30  1  0
M  CHG  2  16   1  18  -1
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      10.161   0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.391   2.104   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.851   2.104   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.081   0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.851  -0.564   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.391  -0.564   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.081  -1.897   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.541  -1.897   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.771  -0.564   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.541   0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.771   2.104   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.231   2.104   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.461   0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.231  -0.564   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       2.461  -1.897   0.000  0.00  0.00           N+1
HETATM   16  O   UNK     0       3.231  -3.231   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       0.921  -1.897   0.000  0.00  0.00           O-1
HETATM   18  N   UNK     0       0.921   0.770   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       5.541   3.437   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.081   3.437   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   20                                                  
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9    4   11                                                  
CONECT   11   10   12   19                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13    9   15                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   13                                                            
CONECT   19   11   20                                                       
CONECT   20   19    3                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   46    0
END

COMPND    HMDB0248326
HETATM    1  N1  UNL     1       3.856   1.850  -0.172  1.00  0.00           N  
HETATM    2  C1  UNL     1       2.531   1.358  -0.125  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.399   2.144  -0.207  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.127   1.602  -0.154  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.004   2.379  -0.244  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.278   1.838  -0.199  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.454   0.471  -0.060  1.00  0.00           C  
HETATM    8  C7  UNL     1      -3.674  -0.129  -0.006  1.00  0.00           C  
HETATM    9  C8  UNL     1      -3.847  -1.499   0.137  1.00  0.00           C  
HETATM   10  C9  UNL     1      -2.711  -2.291   0.228  1.00  0.00           C  
HETATM   11  C10 UNL     1      -1.459  -1.689   0.174  1.00  0.00           C  
HETATM   12  C11 UNL     1      -0.328  -2.469   0.258  1.00  0.00           C  
HETATM   13  C12 UNL     1       0.940  -1.937   0.207  1.00  0.00           C  
HETATM   14  C13 UNL     1       1.059  -0.565   0.067  1.00  0.00           C  
HETATM   15  C14 UNL     1       2.342  -0.003   0.012  1.00  0.00           C  
HETATM   16  N2  UNL     1       3.475  -0.841   0.078  1.00  0.00           N1+
HETATM   17  O1  UNL     1       3.855  -1.322   1.148  1.00  0.00           O  
HETATM   18  O2  UNL     1       4.171  -1.126  -1.066  1.00  0.00           O1-
HETATM   19  C15 UNL     1      -0.057   0.236  -0.015  1.00  0.00           C  
HETATM   20  C16 UNL     1      -1.322  -0.321   0.032  1.00  0.00           C  
HETATM   21  H1  UNL     1       4.316   2.063   0.764  1.00  0.00           H  
HETATM   22  H2  UNL     1       4.431   2.028  -1.002  1.00  0.00           H  
HETATM   23  H3  UNL     1       1.536   3.222  -0.318  1.00  0.00           H  
HETATM   24  H4  UNL     1      -0.893   3.448  -0.346  1.00  0.00           H  
HETATM   25  H5  UNL     1      -3.170   2.437  -0.268  1.00  0.00           H  
HETATM   26  H6  UNL     1      -4.547   0.517  -0.086  1.00  0.00           H  
HETATM   27  H7  UNL     1      -4.847  -1.948   0.183  1.00  0.00           H  
HETATM   28  H8  UNL     1      -2.843  -3.357   0.339  1.00  0.00           H  
HETATM   29  H9  UNL     1      -0.446  -3.537   0.369  1.00  0.00           H  
HETATM   30  H10 UNL     1       1.842  -2.555   0.272  1.00  0.00           H  
CONECT    1    2   21   22
CONECT    2    3    3   15
CONECT    3    4   23
CONECT    4    5    5   19
CONECT    5    6   24
CONECT    6    7    7   25
CONECT    7    8   20
CONECT    8    9    9   26
CONECT    9   10   27
CONECT   10   11   11   28
CONECT   11   12   20
CONECT   12   13   13   29
CONECT   13   14   30
CONECT   14   15   15   19
CONECT   15   16
CONECT   16   17   17   18
CONECT   19   20   20
END

HMDB0248326
     RDKit          3D
Aminonitropyrene
 30 33  0  0  0  0  0  0  0  0999 V2000
    3.8560    1.8499   -0.1721 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5313    1.3578   -0.1251 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3994    2.1443   -0.2065 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1267    1.6019   -0.1542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0039    2.3790   -0.2436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2778    1.8375   -0.1991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4538    0.4709   -0.0598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6738   -0.1293   -0.0060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8470   -1.4992    0.1373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7114   -2.2910    0.2278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4594   -1.6891    0.1735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3276   -2.4694    0.2578 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9397   -1.9372    0.2066 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0590   -0.5651    0.0672 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3424   -0.0030    0.0118 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4754   -0.8413    0.0785 N   0  0  0  0  0  4  0  0  0  0  0  0
    3.8546   -1.3223    1.1476 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1707   -1.1259   -1.0655 O   0  0  0  0  0  1  0  0  0  0  0  0
   -0.0572    0.2358   -0.0149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222   -0.3207    0.0321 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3163    2.0626    0.7636 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4306    2.0284   -1.0020 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5360    3.2218   -0.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8931    3.4478   -0.3458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1701    2.4368   -0.2677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5470    0.5169   -0.0857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8465   -1.9483    0.1826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8427   -3.3574    0.3389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4459   -3.5370    0.3695 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8416   -2.5550    0.2717 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 14 19  1  0
 19 20  2  0
 15  2  1  0
 19  4  1  0
 20  7  1  0
 20 11  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  5 24  1  0
  6 25  1  0
  8 26  1  0
  9 27  1  0
 10 28  1  0
 12 29  1  0
 13 30  1  0
M  CHG  2  16   1  18  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₆H₁₀N₂O₂

Average Molecular Weight

262.268

Monoisotopic Molecular Weight

262.07422757

IUPAC Name

1-nitropyren-2-amine

Traditional Name

1-nitropyren-2-amine

CAS Registry Number

Not Available

SMILES

NC1=C(C2=C3C(C=CC4=C3C(C=C2)=CC=C4)=C1)[N+]([O-])=O

InChI Identifier

InChI=1S/C16H10N2O2/c17-13-8-11-5-4-9-2-1-3-10-6-7-12(15(11)14(9)10)16(13)18(19)20/h1-8H,17H2

InChI Key

MKRMWLCRHKWLFK-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
Phenanthrene
1-nitronaphthalene
2-nitronaphthalene
Naphthalene
Nitroaromatic compound
C-nitro compound
Organic nitro compound
Propargyl-type 1,3-dipolar organic compound
Allyl-type 1,3-dipolar organic compound
Organic oxoazanium
Organic 1,3-dipolar compound
Primary amine
Hydrocarbon derivative
Organonitrogen compound
Organic oxide
Organic oxygen compound
Amine
Organic nitrogen compound
Organic salt
Organic cation
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	4.29	ALOGPS
logP	4.04	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	14.54	ChemAxon
pKa (Strongest Basic)	0.096	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	69.16 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	77.74 m³·mol⁻¹	ChemAxon
Polarizability	26.83 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]+	169.593	30932474
DeepCCS	[M-H]-	167.235	30932474
DeepCCS	[M-2H]-	200.216	30932474
DeepCCS	[M+Na]+	176.442	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	20.3339 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.28 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2346.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	729.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	249.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	459.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	460.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	741.9 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	1029.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	82.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1605.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	605.7 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	1941.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	645.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	628.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	671.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	397.2 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	47.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Aminonitropyrene	NC1=C(C2=C3C(C=CC4=C3C(C=C2)=CC=C4)=C1)[N+]([O-])=O	4057.2	Standard polar	33892256
Aminonitropyrene	NC1=C(C2=C3C(C=CC4=C3C(C=C2)=CC=C4)=C1)[N+]([O-])=O	2636.2	Standard non polar	33892256
Aminonitropyrene	NC1=C(C2=C3C(C=CC4=C3C(C=C2)=CC=C4)=C1)[N+]([O-])=O	3152.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Aminonitropyrene,1TMS,isomer #1	C[Si](C)(C)NC1=CC2=CC=C3C=CC=C4C=CC(=C1[N+](=O)[O-])C2=C34	2700.0	Semi standard non polar	33892256
Aminonitropyrene,1TMS,isomer #1	C[Si](C)(C)NC1=CC2=CC=C3C=CC=C4C=CC(=C1[N+](=O)[O-])C2=C34	2794.4	Standard non polar	33892256
Aminonitropyrene,1TMS,isomer #1	C[Si](C)(C)NC1=CC2=CC=C3C=CC=C4C=CC(=C1[N+](=O)[O-])C2=C34	3531.8	Standard polar	33892256
Aminonitropyrene,2TMS,isomer #1	C[Si](C)(C)N(C1=CC2=CC=C3C=CC=C4C=CC(=C1[N+](=O)[O-])C2=C34)[Si](C)(C)C	2797.5	Semi standard non polar	33892256
Aminonitropyrene,2TMS,isomer #1	C[Si](C)(C)N(C1=CC2=CC=C3C=CC=C4C=CC(=C1[N+](=O)[O-])C2=C34)[Si](C)(C)C	2899.1	Standard non polar	33892256
Aminonitropyrene,2TMS,isomer #1	C[Si](C)(C)N(C1=CC2=CC=C3C=CC=C4C=CC(=C1[N+](=O)[O-])C2=C34)[Si](C)(C)C	3252.5	Standard polar	33892256
Aminonitropyrene,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=CC2=CC=C3C=CC=C4C=CC(=C1[N+](=O)[O-])C2=C34	3000.4	Semi standard non polar	33892256
Aminonitropyrene,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=CC2=CC=C3C=CC=C4C=CC(=C1[N+](=O)[O-])C2=C34	2980.7	Standard non polar	33892256
Aminonitropyrene,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=CC2=CC=C3C=CC=C4C=CC(=C1[N+](=O)[O-])C2=C34	3578.0	Standard polar	33892256
Aminonitropyrene,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC2=CC=C3C=CC=C4C=CC(=C1[N+](=O)[O-])C2=C34)[Si](C)(C)C(C)(C)C	3193.3	Semi standard non polar	33892256
Aminonitropyrene,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC2=CC=C3C=CC=C4C=CC(=C1[N+](=O)[O-])C2=C34)[Si](C)(C)C(C)(C)C	3295.4	Standard non polar	33892256
Aminonitropyrene,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC2=CC=C3C=CC=C4C=CC(=C1[N+](=O)[O-])C2=C34)[Si](C)(C)C(C)(C)C	3323.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Aminonitropyrene GC-MS (Non-derivatized) - 70eV, Positive	splash10-03di-0090000000-e454d247898c3d9d60de	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aminonitropyrene GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

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

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

67175690

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

54077434

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 Aminonitropyrene (HMDB0248326)

MOL for HMDB0248326 (Aminonitropyrene)

3D MOL for HMDB0248326 (Aminonitropyrene)

3D SDF for HMDB0248326 (Aminonitropyrene)

3D-SDF for HMDB0248326 (Aminonitropyrene)

PDB for HMDB0248326 (Aminonitropyrene)

3D PDB for HMDB0248326 (Aminonitropyrene)

SMILES for HMDB0248326 (Aminonitropyrene)

INCHI for HMDB0248326 (Aminonitropyrene)

Structure for HMDB0248326 (Aminonitropyrene)

3D Structure for HMDB0248326 (Aminonitropyrene)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra