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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:45:19 UTC

Update Date

2022-03-07 02:53:06 UTC

HMDB ID

HMDB0031764

Secondary Accession Numbers

HMDB31764

Metabolite Identification

Common Name

Nifursol

Description

Nifursol, also known as histomon or RT 6912, belongs to the class of organic compounds known as dinitrophenols. These are organic aromatic compounds containing a benzene that carries a single phenol group and exactly two nitro groups. Based on a literature review very few articles have been published on Nifursol.

Structure

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


  Mrv0541 02241214502D          

 26 27  0  0  0  0            999 V2000
    1.1134    1.1546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8558    0.9071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3508    1.5671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8558    2.2270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1134    1.9796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4533    2.4746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3709    2.1446    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4533    1.3196    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1958    0.9896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2784    0.1654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6183   -0.3296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7009   -1.1546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4434   -1.4846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1033   -0.9896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0209   -0.1646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6808    0.3296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0108   -2.1446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9283   -1.3196    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5883   -0.9071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1242   -2.4746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0416   -1.6496    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7009   -1.3196    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5883    0.9071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1758    1.5671    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5883    2.3096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8558    1.4846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  2  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3 24  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 26  2  0  0  0  0
 10 11  2  0  0  0  0
 10 15  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 21  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 18  1  0  0  0  0
 15 16  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  2  0  0  0  0
 20 21  2  0  0  0  0
 21 22  2  0  0  0  0
 23 24  2  0  0  0  0
 24 25  2  0  0  0  0
M  END

HMDB0031764
     RDKit          3D
Nifursol
 33 34  0  0  0  0  0  0  0  0999 V2000
    0.3260    1.8480    1.7968 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1063    0.6548    1.5096 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7529   -0.3685    1.9062 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9498   -0.1127    2.5446 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0570   -0.1529    1.9888 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2497   -0.4750    0.5872 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3870   -0.7922   -0.4022 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0992   -1.0146   -1.5853 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4239   -0.8127   -1.2439 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5295   -0.9308   -2.1429 N   0  0  0  0  0  4  0  0  0  0  0  0
    6.6675   -0.7279   -1.7294 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3108   -1.2637   -3.4348 O   0  0  0  0  0  1  0  0  0  0  0  0
    4.4436   -0.5064    0.0138 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3687    0.6185    0.8480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0307    1.8225    0.5629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2489    1.8465   -0.0731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9087    3.0679   -0.3541 N   0  0  0  0  0  4  0  0  0  0  0  0
   -3.4253    4.1745   -0.0420 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1233    3.0659   -0.9891 O   0  0  0  0  0  1  0  0  0  0  0  0
   -3.8238    0.6525   -0.4347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2063   -0.5832   -0.1741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8424   -1.7811   -0.5725 N   0  0  0  0  0  4  0  0  0  0  0  0
   -3.7589   -2.8307    0.0622 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6071   -1.7638   -1.7124 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.9707   -0.5632    0.4728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3371   -1.7261    0.7432 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5219   -1.3638    1.7522 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9828    0.0692    2.5845 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3334   -0.8786   -0.3652 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7241   -1.2834   -2.5561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6139    2.7833    0.8300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7902    0.6331   -0.9417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5966   -2.6509    0.5507 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  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
 10 12  1  0
  9 13  1  0
  2 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 16 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 21 25  2  0
 25 26  1  0
 13  6  1  0
 25 14  1  0
  3 27  1  0
  5 28  1  0
  7 29  1  0
  8 30  1  0
 15 31  1  0
 20 32  1  0
 26 33  1  0
M  CHG  6  10   1  12  -1  17   1  19  -1  22   1  24  -1
M  END


  Mrv0541 02241214502D          

 26 27  0  0  0  0            999 V2000
    1.1134    1.1546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8558    0.9071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3508    1.5671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8558    2.2270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1134    1.9796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4533    2.4746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3709    2.1446    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4533    1.3196    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1958    0.9896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2784    0.1654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6183   -0.3296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7009   -1.1546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4434   -1.4846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1033   -0.9896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0209   -0.1646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6808    0.3296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0108   -2.1446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9283   -1.3196    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5883   -0.9071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1242   -2.4746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0416   -1.6496    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7009   -1.3196    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5883    0.9071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1758    1.5671    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5883    2.3096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8558    1.4846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  2  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3 24  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 26  2  0  0  0  0
 10 11  2  0  0  0  0
 10 15  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 21  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 18  1  0  0  0  0
 15 16  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  2  0  0  0  0
 20 21  2  0  0  0  0
 21 22  2  0  0  0  0
 23 24  2  0  0  0  0
 24 25  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031764

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=C(C=C(C=C1C(=O)N\N=C/C1=CC=C(O1)N(=O)=O)N(=O)=O)N(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H7N5O9/c18-11-8(3-6(15(20)21)4-9(11)16(22)23)12(19)14-13-5-7-1-2-10(26-7)17(24)25/h1-5,18H,(H,14,19)/b13-5-

> <INCHI_KEY>
XXUXXCZCUGIGPP-ACAGNQJTSA-N

> <FORMULA>
C12H7N5O9

> <MOLECULAR_WEIGHT>
365.2121

> <EXACT_MASS>
365.024376847

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
29.249836949898224

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-hydroxy-3,5-dinitro-N'-[(1Z)-(5-nitrofuran-2-yl)methylidene]benzohydrazide

> <ALOGPS_LOGP>
2.56

> <JCHEM_LOGP>
2.2790596426666667

> <ALOGPS_LOGS>
-3.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.469853959267347

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.8020477751692727

> <JCHEM_PKA_STRONGEST_BASIC>
-2.3823302726758806

> <JCHEM_POLAR_SURFACE_AREA>
212.29

> <JCHEM_REFRACTIVITY>
83.83469999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.01e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
nifursol [usan:ban:inn]

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0031764
     RDKit          3D
Nifursol
 33 34  0  0  0  0  0  0  0  0999 V2000
    0.3260    1.8480    1.7968 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1063    0.6548    1.5096 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7529   -0.3685    1.9062 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9498   -0.1127    2.5446 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0570   -0.1529    1.9888 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2497   -0.4750    0.5872 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3870   -0.7922   -0.4022 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0992   -1.0146   -1.5853 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4239   -0.8127   -1.2439 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5295   -0.9308   -2.1429 N   0  0  0  0  0  4  0  0  0  0  0  0
    6.6675   -0.7279   -1.7294 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3108   -1.2637   -3.4348 O   0  0  0  0  0  1  0  0  0  0  0  0
    4.4436   -0.5064    0.0138 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3687    0.6185    0.8480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0307    1.8225    0.5629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2489    1.8465   -0.0731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9087    3.0679   -0.3541 N   0  0  0  0  0  4  0  0  0  0  0  0
   -3.4253    4.1745   -0.0420 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1233    3.0659   -0.9891 O   0  0  0  0  0  1  0  0  0  0  0  0
   -3.8238    0.6525   -0.4347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2063   -0.5832   -0.1741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8424   -1.7811   -0.5725 N   0  0  0  0  0  4  0  0  0  0  0  0
   -3.7589   -2.8307    0.0622 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6071   -1.7638   -1.7124 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.9707   -0.5632    0.4728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3371   -1.7261    0.7432 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5219   -1.3638    1.7522 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9828    0.0692    2.5845 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3334   -0.8786   -0.3652 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7241   -1.2834   -2.5561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6139    2.7833    0.8300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7902    0.6331   -0.9417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5966   -2.6509    0.5507 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  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
 10 12  1  0
  9 13  1  0
  2 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 16 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 21 25  2  0
 25 26  1  0
 13  6  1  0
 25 14  1  0
  3 27  1  0
  5 28  1  0
  7 29  1  0
  8 30  1  0
 15 31  1  0
 20 32  1  0
 26 33  1  0
M  CHG  6  10   1  12  -1  17   1  19  -1  22   1  24  -1
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       2.078   2.155   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.464   1.693   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.388   2.925   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       3.464   4.157   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.078   3.695   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.846   4.619   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      -0.692   4.003   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0      -0.846   2.463   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      -2.232   1.847   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.386   0.309   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.154  -0.615   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.308  -2.155   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.694  -2.771   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.926  -1.847   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.772  -0.307   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -5.004   0.615   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -5.620  -4.003   0.000  0.00  0.00           O+0
HETATM   18  N   UNK     0      -5.466  -2.463   0.000  0.00  0.00           N+0
HETATM   19  O   UNK     0      -6.698  -1.693   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -0.232  -4.619   0.000  0.00  0.00           O+0
HETATM   21  N   UNK     0      -0.078  -3.079   0.000  0.00  0.00           N+0
HETATM   22  O   UNK     0       1.308  -2.463   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       6.698   1.693   0.000  0.00  0.00           O+0
HETATM   24  N   UNK     0       5.928   2.925   0.000  0.00  0.00           N+0
HETATM   25  O   UNK     0       6.698   4.311   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -3.464   2.771   0.000  0.00  0.00           O+0
CONECT    1    2    5                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   24                                                  
CONECT    4    3    5                                                       
CONECT    5    1    4    6                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   26                                                  
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   21                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   18                                                  
CONECT   15   10   14   16                                                  
CONECT   16   15                                                            
CONECT   17   18                                                            
CONECT   18   14   17   19                                                  
CONECT   19   18                                                            
CONECT   20   21                                                            
CONECT   21   12   20   22                                                  
CONECT   22   21                                                            
CONECT   23   24                                                            
CONECT   24    3   23   25                                                  
CONECT   25   24                                                            
CONECT   26    9                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   54    0
END

COMPND    HMDB0031764
HETATM    1  O1  UNL     1       0.326   1.848   1.797  1.00  0.00           O  
HETATM    2  C1  UNL     1      -0.106   0.655   1.510  1.00  0.00           C  
HETATM    3  N1  UNL     1       0.753  -0.368   1.906  1.00  0.00           N  
HETATM    4  N2  UNL     1       1.950  -0.113   2.545  1.00  0.00           N  
HETATM    5  C2  UNL     1       3.057  -0.153   1.989  1.00  0.00           C  
HETATM    6  C3  UNL     1       3.250  -0.475   0.587  1.00  0.00           C  
HETATM    7  C4  UNL     1       2.387  -0.792  -0.402  1.00  0.00           C  
HETATM    8  C5  UNL     1       3.099  -1.015  -1.585  1.00  0.00           C  
HETATM    9  C6  UNL     1       4.424  -0.813  -1.244  1.00  0.00           C  
HETATM   10  N3  UNL     1       5.529  -0.931  -2.143  1.00  0.00           N1+
HETATM   11  O2  UNL     1       6.668  -0.728  -1.729  1.00  0.00           O  
HETATM   12  O3  UNL     1       5.311  -1.264  -3.435  1.00  0.00           O1-
HETATM   13  O4  UNL     1       4.444  -0.506   0.014  1.00  0.00           O  
HETATM   14  C7  UNL     1      -1.369   0.619   0.848  1.00  0.00           C  
HETATM   15  C8  UNL     1      -2.031   1.823   0.563  1.00  0.00           C  
HETATM   16  C9  UNL     1      -3.249   1.847  -0.073  1.00  0.00           C  
HETATM   17  N4  UNL     1      -3.909   3.068  -0.354  1.00  0.00           N1+
HETATM   18  O5  UNL     1      -3.425   4.175  -0.042  1.00  0.00           O  
HETATM   19  O6  UNL     1      -5.123   3.066  -0.989  1.00  0.00           O1-
HETATM   20  C10 UNL     1      -3.824   0.652  -0.435  1.00  0.00           C  
HETATM   21  C11 UNL     1      -3.206  -0.583  -0.174  1.00  0.00           C  
HETATM   22  N5  UNL     1      -3.842  -1.781  -0.573  1.00  0.00           N1+
HETATM   23  O7  UNL     1      -3.759  -2.831   0.062  1.00  0.00           O  
HETATM   24  O8  UNL     1      -4.607  -1.764  -1.712  1.00  0.00           O1-
HETATM   25  C12 UNL     1      -1.971  -0.563   0.473  1.00  0.00           C  
HETATM   26  O9  UNL     1      -1.337  -1.726   0.743  1.00  0.00           O  
HETATM   27  H1  UNL     1       0.522  -1.364   1.752  1.00  0.00           H  
HETATM   28  H2  UNL     1       3.983   0.069   2.584  1.00  0.00           H  
HETATM   29  H3  UNL     1       1.333  -0.879  -0.365  1.00  0.00           H  
HETATM   30  H4  UNL     1       2.724  -1.283  -2.556  1.00  0.00           H  
HETATM   31  H5  UNL     1      -1.614   2.783   0.830  1.00  0.00           H  
HETATM   32  H6  UNL     1      -4.790   0.633  -0.942  1.00  0.00           H  
HETATM   33  H7  UNL     1      -1.597  -2.651   0.551  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   14
CONECT    3    4   27
CONECT    4    5    5
CONECT    5    6   28
CONECT    6    7    7   13
CONECT    7    8   29
CONECT    8    9    9   30
CONECT    9   10   13
CONECT   10   11   11   12
CONECT   14   15   15   25
CONECT   15   16   31
CONECT   16   17   20   20
CONECT   17   18   18   19
CONECT   20   21   32
CONECT   21   22   25   25
CONECT   22   23   23   24
CONECT   25   26
CONECT   26   33
END

HMDB0031764
     RDKit          3D
Nifursol
 33 34  0  0  0  0  0  0  0  0999 V2000
    0.3260    1.8480    1.7968 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1063    0.6548    1.5096 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7529   -0.3685    1.9062 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9498   -0.1127    2.5446 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0570   -0.1529    1.9888 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2497   -0.4750    0.5872 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3870   -0.7922   -0.4022 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0992   -1.0146   -1.5853 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4239   -0.8127   -1.2439 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5295   -0.9308   -2.1429 N   0  0  0  0  0  4  0  0  0  0  0  0
    6.6675   -0.7279   -1.7294 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3108   -1.2637   -3.4348 O   0  0  0  0  0  1  0  0  0  0  0  0
    4.4436   -0.5064    0.0138 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3687    0.6185    0.8480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0307    1.8225    0.5629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2489    1.8465   -0.0731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9087    3.0679   -0.3541 N   0  0  0  0  0  4  0  0  0  0  0  0
   -3.4253    4.1745   -0.0420 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1233    3.0659   -0.9891 O   0  0  0  0  0  1  0  0  0  0  0  0
   -3.8238    0.6525   -0.4347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2063   -0.5832   -0.1741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8424   -1.7811   -0.5725 N   0  0  0  0  0  4  0  0  0  0  0  0
   -3.7589   -2.8307    0.0622 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6071   -1.7638   -1.7124 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.9707   -0.5632    0.4728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3371   -1.7261    0.7432 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5219   -1.3638    1.7522 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9828    0.0692    2.5845 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3334   -0.8786   -0.3652 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7241   -1.2834   -2.5561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6139    2.7833    0.8300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7902    0.6331   -0.9417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5966   -2.6509    0.5507 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  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
 10 12  1  0
  9 13  1  0
  2 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 16 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 21 25  2  0
 25 26  1  0
 13  6  1  0
 25 14  1  0
  3 27  1  0
  5 28  1  0
  7 29  1  0
  8 30  1  0
 15 31  1  0
 20 32  1  0
 26 33  1  0
M  CHG  6  10   1  12  -1  17   1  19  -1  22   1  24  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Hydroxy-3,5-dinitrobenzoic acid [(5-nitro-2-furanyl)methylene]hydrazide, 9ci	HMDB
3,5-Dinitrosalicylic acid (5-nitrofurfurylidene)hydrazide	HMDB
3,5-Dinitrosalicylic acid (5-nitrofurfurylidene)hydrazide, 8ci	HMDB
Histomon	HMDB
Nifursolo	HMDB
Nifursolum	HMDB
RT 6912	HMDB
Salfuride	HMDB
Salicylic acid, 3,5-dinitro-(5-nitrofurfurylidene)hydrazide	HMDB
Sulfuride	HMDB
2-Hydroxy-3,5-dinitro-N-[(1Z)-(5-nitrofuran-2-yl)methylidene]benzene-1-carbohydrazonate	HMDB
3,5-Dinitrosalicylic acid-(5-nitrofurfurylidene)hydrazide	MeSH

Chemical Formula

C₁₂H₇N₅O₉

Average Molecular Weight

365.2121

Monoisotopic Molecular Weight

365.024376847

IUPAC Name

2-hydroxy-3,5-dinitro-N'-[(1Z)-(5-nitrofuran-2-yl)methylidene]benzohydrazide

Traditional Name

nifursol [usan:ban:inn]

CAS Registry Number

16915-70-1

SMILES

OC1=C(C=C(C=C1C(=O)N\N=C/C1=CC=C(O1)N(=O)=O)N(=O)=O)N(=O)=O

InChI Identifier

InChI=1S/C12H7N5O9/c18-11-8(3-6(15(20)21)4-9(11)16(22)23)12(19)14-13-5-7-1-2-10(26-7)17(24)25/h1-5,18H,(H,14,19)/b13-5-

InChI Key

XXUXXCZCUGIGPP-ACAGNQJTSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dinitrophenols. These are organic aromatic compounds containing a benzene that carries a single phenol group and exactly two nitro groups.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Dinitrophenol
Salicylamide
Salicylic acid or derivatives
Benzoic acid or derivatives
Nitrobenzene
Nitroaromatic compound
Benzoyl
2-nitrofuran
Monocyclic benzene moiety
Furan
Heteroaromatic compound
Vinylogous acid
Organic nitro compound
C-nitro compound
Organic 1,3-dipolar compound
Organoheterocyclic compound
Carboxylic acid derivative
Propargyl-type 1,3-dipolar organic compound
Organic oxoazanium
Oxacycle
Allyl-type 1,3-dipolar organic compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Organic nitrogen compound
Organic zwitterion
Organopnictogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0031764)

Cellular substructure

Membrane (HMDB: HMDB0031764)

Source

Endogenous

Endogenous (HMDB: HMDB0031764)

Exogenous

Food

Food (HMDB: HMDB0031764)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	227 - 229 °C	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	0.04 g/L	ALOGPS
logP	2.56	ALOGPS
logP	2.28	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	2.8	ChemAxon
pKa (Strongest Basic)	-2.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	212.29 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	83.83 m³·mol⁻¹	ChemAxon
Polarizability	29.25 Å³	ChemAxon
Number of Rings	2	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]+	179.849	30932474
DeepCCS	[M-H]-	177.491	30932474
DeepCCS	[M-2H]-	211.672	30932474
DeepCCS	[M+Na]+	187.838	30932474
AllCCS	[M+H]+	175.3	32859911
AllCCS	[M+H-H2O]+	172.3	32859911
AllCCS	[M+NH4]+	178.0	32859911
AllCCS	[M+Na]+	178.8	32859911
AllCCS	[M-H]-	173.9	32859911
AllCCS	[M+Na-2H]-	173.3	32859911
AllCCS	[M+HCOO]-	172.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Nifursol	OC1=C(C=C(C=C1C(=O)N\N=C/C1=CC=C(O1)N(=O)=O)N(=O)=O)N(=O)=O	3922.3	Standard polar	33892256
Nifursol	OC1=C(C=C(C=C1C(=O)N\N=C/C1=CC=C(O1)N(=O)=O)N(=O)=O)N(=O)=O	3123.2	Standard non polar	33892256
Nifursol	OC1=C(C=C(C=C1C(=O)N\N=C/C1=CC=C(O1)N(=O)=O)N(=O)=O)N(=O)=O	3177.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Nifursol,1TMS,isomer #1	C[Si](C)(C)OC1=C(C(=O)N/N=C\C2=CC=C([N+](=O)[O-])O2)C=C([N+](=O)[O-])C=C1[N+](=O)[O-]	3357.6	Semi standard non polar	33892256
Nifursol,1TMS,isomer #2	C[Si](C)(C)N(/N=C\C1=CC=C([N+](=O)[O-])O1)C(=O)C1=CC([N+](=O)[O-])=CC([N+](=O)[O-])=C1O	3319.2	Semi standard non polar	33892256
Nifursol,2TMS,isomer #1	C[Si](C)(C)OC1=C(C(=O)N(/N=C\C2=CC=C([N+](=O)[O-])O2)[Si](C)(C)C)C=C([N+](=O)[O-])C=C1[N+](=O)[O-]	3267.2	Semi standard non polar	33892256
Nifursol,2TMS,isomer #1	C[Si](C)(C)OC1=C(C(=O)N(/N=C\C2=CC=C([N+](=O)[O-])O2)[Si](C)(C)C)C=C([N+](=O)[O-])C=C1[N+](=O)[O-]	3254.5	Standard non polar	33892256
Nifursol,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=C(C(=O)N/N=C\C2=CC=C([N+](=O)[O-])O2)C=C([N+](=O)[O-])C=C1[N+](=O)[O-]	3654.4	Semi standard non polar	33892256
Nifursol,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(/N=C\C1=CC=C([N+](=O)[O-])O1)C(=O)C1=CC([N+](=O)[O-])=CC([N+](=O)[O-])=C1O	3654.0	Semi standard non polar	33892256
Nifursol,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=C(C(=O)N(/N=C\C2=CC=C([N+](=O)[O-])O2)[Si](C)(C)C(C)(C)C)C=C([N+](=O)[O-])C=C1[N+](=O)[O-]	3820.0	Semi standard non polar	33892256
Nifursol,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=C(C(=O)N(/N=C\C2=CC=C([N+](=O)[O-])O2)[Si](C)(C)C(C)(C)C)C=C([N+](=O)[O-])C=C1[N+](=O)[O-]	3678.9	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Nifursol GC-MS (Non-derivatized) - 70eV, Positive	splash10-014l-3095000000-bbfc554471873ad75738	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nifursol GC-MS (1 TMS) - 70eV, Positive	splash10-01p9-2019800000-517985e15cd5d598bdd7	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nifursol 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
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nifursol 10V, Positive-QTOF	splash10-014i-0009000000-86e091a24051563232aa	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nifursol 20V, Positive-QTOF	splash10-014i-0009000000-88b989013588b4058577	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nifursol 40V, Positive-QTOF	splash10-06dl-3925000000-028b35a08eb02b59f7f4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nifursol 10V, Negative-QTOF	splash10-03di-0009000000-b0a6b90b817724df4c06	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nifursol 20V, Negative-QTOF	splash10-03di-0009000000-b0a6b90b817724df4c06	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nifursol 40V, Negative-QTOF	splash10-03di-0009000000-b0a6b90b817724df4c06	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nifursol 10V, Negative-QTOF	splash10-03di-0009000000-b0a6b90b817724df4c06	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nifursol 20V, Negative-QTOF	splash10-03di-0009000000-b0a6b90b817724df4c06	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nifursol 40V, Negative-QTOF	splash10-03di-0009000000-b0a6b90b817724df4c06	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nifursol 10V, Positive-QTOF	splash10-014i-0009000000-9670a58c8a5a42f7bb20	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nifursol 20V, Positive-QTOF	splash10-014i-0009000000-9670a58c8a5a42f7bb20	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nifursol 40V, Positive-QTOF	splash10-014i-0009000000-9670a58c8a5a42f7bb20	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

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

FDB008437

KNApSAcK ID

Not Available

Chemspider ID

16741381

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6184351

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Nifursol (HMDB0031764)

MOL for HMDB0031764 (Nifursol)

3D MOL for HMDB0031764 (Nifursol)

3D SDF for HMDB0031764 (Nifursol)

3D-SDF for HMDB0031764 (Nifursol)

PDB for HMDB0031764 (Nifursol)

3D PDB for HMDB0031764 (Nifursol)

SMILES for HMDB0031764 (Nifursol)

INCHI for HMDB0031764 (Nifursol)

Structure for HMDB0031764 (Nifursol)

3D Structure for HMDB0031764 (Nifursol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra