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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-13 11:49:31 UTC

Update Date

2019-07-23 06:35:17 UTC

HMDB ID

HMDB0041949

Secondary Accession Numbers

HMDB41949

Metabolite Identification

Common Name

Nitecapone

Description

Nitecapone belongs to the class of organic compounds known as hydroxycinnamic acids and derivatives. Hydroxycinnamic acids and derivatives are compounds containing an cinnamic acid (or a derivative thereof) where the benzene ring is hydroxylated. Based on a literature review very few articles have been published on Nitecapone.

Structure

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

HMDB0041949
     RDKit          3D
Nitecapone
 30 30  0  0  0  0  0  0  0  0999 V2000
   -3.5065   -1.6631   -1.1050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2817   -0.3997   -0.3636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2485    0.2904    0.0023 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8932    0.0257   -0.0674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9016   -0.7284   -0.4703 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4953   -0.4814   -0.2860 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2446   -1.4878    0.3395 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5980   -1.3581    0.5224 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2646   -2.3895    1.1449 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2645   -0.2522    0.1059 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6243   -0.0384    0.2499 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5280    0.7488   -0.5152 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2137    1.9218   -0.9616 N   0  0  0  0  0  4  0  0  0  0  0  0
    2.8156    2.6132   -1.9075 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3744    2.3336   -0.3341 O   0  0  0  0  0  1  0  0  0  0  0  0
    1.1829    0.6401   -0.7075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7308    1.2338    0.7215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9184    2.0576    1.1242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5901    1.6416    1.1006 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1271   -2.4940   -0.4702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9176   -1.6626   -2.0654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5624   -1.8177   -1.3252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1706   -1.6542   -1.0105 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7495   -2.3759    0.6809 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2464   -2.3559    1.3068 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2109   -0.7088    0.6828 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6193    1.4340   -1.2229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5625    1.5152    1.8352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5523    2.9574    1.6833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4687    2.4546    0.2631 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  3
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 12 16  2  0
  4 17  1  0
 17 18  1  0
 17 19  2  0
 16  6  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  5 23  1  0
  7 24  1  0
  9 25  1  0
 11 26  1  0
 16 27  1  0
 18 28  1  0
 18 29  1  0
 18 30  1  0
M  CHG  2  13   1  15  -1
M  END

  Mrv0541 09131211492D          

 19 19  0  0  0  0            999 V2000
    2.1434    3.7125    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
    0.7145    2.0625    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
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    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
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    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
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  7  2  1  0  0  0  0
  8  3  1  0  0  0  0
  8  4  2  0  0  0  0
  8  5  1  0  0  0  0
  9  3  2  0  0  0  0
  9  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  4  1  0  0  0  0
 11  5  2  0  0  0  0
 12 10  2  0  0  0  0
 12 11  1  0  0  0  0
 13 10  1  0  0  0  0
 14  6  2  0  0  0  0
 15  7  2  0  0  0  0
 16 11  1  0  0  0  0
 17 12  1  0  0  0  0
 18 13  2  0  0  0  0
 19 13  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041949

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)C(=CC1=CC(=C(O)C(O)=C1)N(=O)=O)C(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H11NO6/c1-6(14)9(7(2)15)3-8-4-10(13(18)19)12(17)11(16)5-8/h3-5,16-17H,1-2H3

> <INCHI_KEY>
UPMRZALMHVUCIN-UHFFFAOYSA-N

> <FORMULA>
C12H11NO6

> <MOLECULAR_WEIGHT>
265.2188

> <EXACT_MASS>
265.058637089

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
24.426138064002423

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-[(3,4-dihydroxy-5-nitrophenyl)methylidene]pentane-2,4-dione

> <ALOGPS_LOGP>
2.09

> <JCHEM_LOGP>
1.7154339396666667

> <ALOGPS_LOGS>
-3.28

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.128095668957167

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.800164651631822

> <JCHEM_PKA_STRONGEST_BASIC>
-6.39274325850553

> <JCHEM_POLAR_SURFACE_AREA>
120.41999999999999

> <JCHEM_REFRACTIVITY>
67.52289999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.41e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
nitecapone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041949
     RDKit          3D
Nitecapone
 30 30  0  0  0  0  0  0  0  0999 V2000
   -3.5065   -1.6631   -1.1050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2817   -0.3997   -0.3636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2485    0.2904    0.0023 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8932    0.0257   -0.0674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9016   -0.7284   -0.4703 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4953   -0.4814   -0.2860 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2446   -1.4878    0.3395 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5980   -1.3581    0.5224 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2646   -2.3895    1.1449 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2645   -0.2522    0.1059 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6243   -0.0384    0.2499 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5280    0.7488   -0.5152 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2137    1.9218   -0.9616 N   0  0  0  0  0  4  0  0  0  0  0  0
    2.8156    2.6132   -1.9075 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3744    2.3336   -0.3341 O   0  0  0  0  0  1  0  0  0  0  0  0
    1.1829    0.6401   -0.7075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7308    1.2338    0.7215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9184    2.0576    1.1242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5901    1.6416    1.1006 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1271   -2.4940   -0.4702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9176   -1.6626   -2.0654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5624   -1.8177   -1.3252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1706   -1.6542   -1.0105 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7495   -2.3759    0.6809 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2464   -2.3559    1.3068 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2109   -0.7088    0.6828 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6193    1.4340   -1.2229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5625    1.5152    1.8352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5523    2.9574    1.6833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4687    2.4546    0.2631 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  3
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 12 16  2  0
  4 17  1  0
 17 18  1  0
 17 19  2  0
 16  6  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  5 23  1  0
  7 24  1  0
  9 25  1  0
 11 26  1  0
 16 27  1  0
 18 28  1  0
 18 29  1  0
 18 30  1  0
M  CHG  2  13   1  15  -1
M  END

HEADER    PROTEIN                                 13-SEP-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-SEP-12         0                                  
HETATM    1  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       4.001  -0.770   0.000  0.00  0.00           N+0
HETATM   14  O   UNK     0       1.334   6.930   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
CONECT    1    6                                                            
CONECT    2    7                                                            
CONECT    3    8    9                                                       
CONECT    4    8   10                                                       
CONECT    5    8   11                                                       
CONECT    6    1    9   14                                                  
CONECT    7    2    9   15                                                  
CONECT    8    3    4    5                                                  
CONECT    9    3    6    7                                                  
CONECT   10    4   12   13                                                  
CONECT   11    5   12   16                                                  
CONECT   12   10   11   17                                                  
CONECT   13   10   18   19                                                  
CONECT   14    6                                                            
CONECT   15    7                                                            
CONECT   16   11                                                            
CONECT   17   12                                                            
CONECT   18   13                                                            
CONECT   19   13                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

COMPND    HMDB0041949
HETATM    1  C1  UNL     1      -3.507  -1.663  -1.105  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.282  -0.400  -0.364  1.00  0.00           C  
HETATM    3  O1  UNL     1      -4.249   0.290   0.002  1.00  0.00           O  
HETATM    4  C3  UNL     1      -1.893   0.026  -0.067  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.902  -0.728  -0.470  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.495  -0.481  -0.286  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.245  -1.488   0.340  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.598  -1.358   0.522  1.00  0.00           C  
HETATM    9  O2  UNL     1       3.265  -2.389   1.145  1.00  0.00           O  
HETATM   10  C8  UNL     1       3.264  -0.252   0.106  1.00  0.00           C  
HETATM   11  O3  UNL     1       4.624  -0.038   0.250  1.00  0.00           O  
HETATM   12  C9  UNL     1       2.528   0.749  -0.515  1.00  0.00           C  
HETATM   13  N1  UNL     1       3.214   1.922  -0.962  1.00  0.00           N1+
HETATM   14  O4  UNL     1       2.816   2.613  -1.908  1.00  0.00           O  
HETATM   15  O5  UNL     1       4.374   2.334  -0.334  1.00  0.00           O1-
HETATM   16  C10 UNL     1       1.183   0.640  -0.708  1.00  0.00           C  
HETATM   17  C11 UNL     1      -1.731   1.234   0.721  1.00  0.00           C  
HETATM   18  C12 UNL     1      -2.918   2.058   1.124  1.00  0.00           C  
HETATM   19  O6  UNL     1      -0.590   1.642   1.101  1.00  0.00           O  
HETATM   20  H1  UNL     1      -3.127  -2.494  -0.470  1.00  0.00           H  
HETATM   21  H2  UNL     1      -2.918  -1.663  -2.065  1.00  0.00           H  
HETATM   22  H3  UNL     1      -4.562  -1.818  -1.325  1.00  0.00           H  
HETATM   23  H4  UNL     1      -1.171  -1.654  -1.010  1.00  0.00           H  
HETATM   24  H5  UNL     1       0.750  -2.376   0.681  1.00  0.00           H  
HETATM   25  H6  UNL     1       4.246  -2.356   1.307  1.00  0.00           H  
HETATM   26  H7  UNL     1       5.211  -0.709   0.683  1.00  0.00           H  
HETATM   27  H8  UNL     1       0.619   1.434  -1.223  1.00  0.00           H  
HETATM   28  H9  UNL     1      -3.562   1.515   1.835  1.00  0.00           H  
HETATM   29  H10 UNL     1      -2.552   2.957   1.683  1.00  0.00           H  
HETATM   30  H11 UNL     1      -3.469   2.455   0.263  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3    3    4
CONECT    4    5    5   17
CONECT    5    6   23
CONECT    6    7    7   16
CONECT    7    8   24
CONECT    8    9   10   10
CONECT    9   25
CONECT   10   11   12
CONECT   11   26
CONECT   12   13   16   16
CONECT   13   14   14   15
CONECT   16   27
CONECT   17   18   19   19
CONECT   18   28   29   30
END

HMDB0041949
     RDKit          3D
Nitecapone
 30 30  0  0  0  0  0  0  0  0999 V2000
   -3.5065   -1.6631   -1.1050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2817   -0.3997   -0.3636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2485    0.2904    0.0023 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8932    0.0257   -0.0674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9016   -0.7284   -0.4703 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4953   -0.4814   -0.2860 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2446   -1.4878    0.3395 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5980   -1.3581    0.5224 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2646   -2.3895    1.1449 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2645   -0.2522    0.1059 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6243   -0.0384    0.2499 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5280    0.7488   -0.5152 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2137    1.9218   -0.9616 N   0  0  0  0  0  4  0  0  0  0  0  0
    2.8156    2.6132   -1.9075 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3744    2.3336   -0.3341 O   0  0  0  0  0  1  0  0  0  0  0  0
    1.1829    0.6401   -0.7075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7308    1.2338    0.7215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9184    2.0576    1.1242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5901    1.6416    1.1006 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1271   -2.4940   -0.4702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9176   -1.6626   -2.0654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5624   -1.8177   -1.3252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1706   -1.6542   -1.0105 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7495   -2.3759    0.6809 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2464   -2.3559    1.3068 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2109   -0.7088    0.6828 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6193    1.4340   -1.2229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5625    1.5152    1.8352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5523    2.9574    1.6833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4687    2.4546    0.2631 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  3
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 12 16  2  0
  4 17  1  0
 17 18  1  0
 17 19  2  0
 16  6  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  5 23  1  0
  7 24  1  0
  9 25  1  0
 11 26  1  0
 16 27  1  0
 18 28  1  0
 18 29  1  0
 18 30  1  0
M  CHG  2  13   1  15  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-(3,4-Dihydroxy-5-nitrobenzylidine)-2,4-pentanedione	HMDB

Chemical Formula

C₁₂H₁₁NO₆

Average Molecular Weight

265.2188

Monoisotopic Molecular Weight

265.058637089

IUPAC Name

3-[(3,4-dihydroxy-5-nitrophenyl)methylidene]pentane-2,4-dione

Traditional Name

nitecapone

CAS Registry Number

116313-94-1

SMILES

CC(=O)C(=CC1=CC(=C(O)C(O)=C1)N(=O)=O)C(C)=O

InChI Identifier

InChI=1S/C12H11NO6/c1-6(14)9(7(2)15)3-8-4-10(13(18)19)12(17)11(16)5-8/h3-5,16-17H,1-2H3

InChI Key

UPMRZALMHVUCIN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxycinnamic acids and derivatives. Hydroxycinnamic acids and derivatives are compounds containing an cinnamic acid (or a derivative thereof) where the benzene ring is hydroxylated.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Hydroxycinnamic acids and derivatives

Direct Parent

Hydroxycinnamic acids and derivatives

Alternative Parents

Substituents

Hydroxycinnamic acid or derivatives
Nitrophenol
Nitrobenzene
Nitroaromatic compound
Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Alpha-branched alpha,beta-unsaturated-ketone
Benzenoid
Acryloyl-group
Enone
Alpha,beta-unsaturated ketone
Ketone
C-nitro compound
Organic nitro compound
Organic oxoazanium
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Allyl-type 1,3-dipolar organic compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Carbonyl group
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

a small molecule (CPD-7663 )

Ontology

Not Available

Endogenous (HMDB: HMDB0041949)

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	0.14 g/L	ALOGPS
logP	2.09	ALOGPS
logP	1.72	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	5.8	ChemAxon
pKa (Strongest Basic)	-6.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	120.42 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	67.52 m³·mol⁻¹	ChemAxon
Polarizability	24.43 Å³	ChemAxon
Number of Rings	1	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]+	163.046	31661259
DarkChem	[M-H]-	158.164	31661259
DeepCCS	[M+H]+	156.67	30932474
DeepCCS	[M-H]-	154.312	30932474
DeepCCS	[M-2H]-	187.49	30932474
DeepCCS	[M+Na]+	162.763	30932474
AllCCS	[M+H]+	157.6	32859911
AllCCS	[M+H-H2O]+	154.0	32859911
AllCCS	[M+NH4]+	161.0	32859911
AllCCS	[M+Na]+	161.9	32859911
AllCCS	[M-H]-	156.8	32859911
AllCCS	[M+Na-2H]-	156.8	32859911
AllCCS	[M+HCOO]-	156.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Nitecapone	CC(=O)C(=CC1=CC(=C(O)C(O)=C1)N(=O)=O)C(C)=O	3655.5	Standard polar	33892256
Nitecapone	CC(=O)C(=CC1=CC(=C(O)C(O)=C1)N(=O)=O)C(C)=O	1961.9	Standard non polar	33892256
Nitecapone	CC(=O)C(=CC1=CC(=C(O)C(O)=C1)N(=O)=O)C(C)=O	2071.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Nitecapone,1TMS,isomer #1	CC(=O)C(=CC1=CC(O)=C(O[Si](C)(C)C)C([N+](=O)[O-])=C1)C(C)=O	2324.4	Semi standard non polar	33892256
Nitecapone,1TMS,isomer #2	CC(=O)C(=CC1=CC(O[Si](C)(C)C)=C(O)C([N+](=O)[O-])=C1)C(C)=O	2366.0	Semi standard non polar	33892256
Nitecapone,1TMS,isomer #3	C=C(O[Si](C)(C)C)C(=CC1=CC(O)=C(O)C([N+](=O)[O-])=C1)C(C)=O	2321.5	Semi standard non polar	33892256
Nitecapone,2TMS,isomer #1	CC(=O)C(=CC1=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C([N+](=O)[O-])=C1)C(C)=O	2370.8	Semi standard non polar	33892256
Nitecapone,2TMS,isomer #2	C=C(O[Si](C)(C)C)C(=CC1=CC(O)=C(O[Si](C)(C)C)C([N+](=O)[O-])=C1)C(C)=O	2344.3	Semi standard non polar	33892256
Nitecapone,2TMS,isomer #3	C=C(O[Si](C)(C)C)C(=CC1=CC(O[Si](C)(C)C)=C(O)C([N+](=O)[O-])=C1)C(C)=O	2372.1	Semi standard non polar	33892256
Nitecapone,2TMS,isomer #4	C=C(O[Si](C)(C)C)C(=CC1=CC(O)=C(O)C([N+](=O)[O-])=C1)C(=C)O[Si](C)(C)C	2349.0	Semi standard non polar	33892256
Nitecapone,3TMS,isomer #1	C=C(O[Si](C)(C)C)C(=CC1=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C([N+](=O)[O-])=C1)C(C)=O	2402.1	Semi standard non polar	33892256
Nitecapone,3TMS,isomer #1	C=C(O[Si](C)(C)C)C(=CC1=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C([N+](=O)[O-])=C1)C(C)=O	2410.5	Standard non polar	33892256
Nitecapone,3TMS,isomer #2	C=C(O[Si](C)(C)C)C(=CC1=CC(O)=C(O[Si](C)(C)C)C([N+](=O)[O-])=C1)C(=C)O[Si](C)(C)C	2346.6	Semi standard non polar	33892256
Nitecapone,3TMS,isomer #2	C=C(O[Si](C)(C)C)C(=CC1=CC(O)=C(O[Si](C)(C)C)C([N+](=O)[O-])=C1)C(=C)O[Si](C)(C)C	2479.2	Standard non polar	33892256
Nitecapone,3TMS,isomer #3	C=C(O[Si](C)(C)C)C(=CC1=CC(O[Si](C)(C)C)=C(O)C([N+](=O)[O-])=C1)C(=C)O[Si](C)(C)C	2366.8	Semi standard non polar	33892256
Nitecapone,3TMS,isomer #3	C=C(O[Si](C)(C)C)C(=CC1=CC(O[Si](C)(C)C)=C(O)C([N+](=O)[O-])=C1)C(=C)O[Si](C)(C)C	2463.4	Standard non polar	33892256
Nitecapone,4TMS,isomer #1	C=C(O[Si](C)(C)C)C(=CC1=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C([N+](=O)[O-])=C1)C(=C)O[Si](C)(C)C	2423.6	Semi standard non polar	33892256
Nitecapone,4TMS,isomer #1	C=C(O[Si](C)(C)C)C(=CC1=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C([N+](=O)[O-])=C1)C(=C)O[Si](C)(C)C	2503.7	Standard non polar	33892256
Nitecapone,1TBDMS,isomer #1	CC(=O)C(=CC1=CC(O)=C(O[Si](C)(C)C(C)(C)C)C([N+](=O)[O-])=C1)C(C)=O	2593.8	Semi standard non polar	33892256
Nitecapone,1TBDMS,isomer #2	CC(=O)C(=CC1=CC(O[Si](C)(C)C(C)(C)C)=C(O)C([N+](=O)[O-])=C1)C(C)=O	2619.9	Semi standard non polar	33892256
Nitecapone,1TBDMS,isomer #3	C=C(O[Si](C)(C)C(C)(C)C)C(=CC1=CC(O)=C(O)C([N+](=O)[O-])=C1)C(C)=O	2585.4	Semi standard non polar	33892256
Nitecapone,2TBDMS,isomer #1	CC(=O)C(=CC1=CC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C([N+](=O)[O-])=C1)C(C)=O	2874.8	Semi standard non polar	33892256
Nitecapone,2TBDMS,isomer #2	C=C(O[Si](C)(C)C(C)(C)C)C(=CC1=CC(O)=C(O[Si](C)(C)C(C)(C)C)C([N+](=O)[O-])=C1)C(C)=O	2857.2	Semi standard non polar	33892256
Nitecapone,2TBDMS,isomer #3	C=C(O[Si](C)(C)C(C)(C)C)C(=CC1=CC(O[Si](C)(C)C(C)(C)C)=C(O)C([N+](=O)[O-])=C1)C(C)=O	2879.8	Semi standard non polar	33892256
Nitecapone,2TBDMS,isomer #4	C=C(O[Si](C)(C)C(C)(C)C)C(=CC1=CC(O)=C(O)C([N+](=O)[O-])=C1)C(=C)O[Si](C)(C)C(C)(C)C	2857.3	Semi standard non polar	33892256
Nitecapone,3TBDMS,isomer #1	C=C(O[Si](C)(C)C(C)(C)C)C(=CC1=CC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C([N+](=O)[O-])=C1)C(C)=O	3103.4	Semi standard non polar	33892256
Nitecapone,3TBDMS,isomer #1	C=C(O[Si](C)(C)C(C)(C)C)C(=CC1=CC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C([N+](=O)[O-])=C1)C(C)=O	3032.7	Standard non polar	33892256
Nitecapone,3TBDMS,isomer #2	C=C(O[Si](C)(C)C(C)(C)C)C(=CC1=CC(O)=C(O[Si](C)(C)C(C)(C)C)C([N+](=O)[O-])=C1)C(=C)O[Si](C)(C)C(C)(C)C	3063.2	Semi standard non polar	33892256
Nitecapone,3TBDMS,isomer #2	C=C(O[Si](C)(C)C(C)(C)C)C(=CC1=CC(O)=C(O[Si](C)(C)C(C)(C)C)C([N+](=O)[O-])=C1)C(=C)O[Si](C)(C)C(C)(C)C	3098.4	Standard non polar	33892256
Nitecapone,3TBDMS,isomer #3	C=C(O[Si](C)(C)C(C)(C)C)C(=CC1=CC(O[Si](C)(C)C(C)(C)C)=C(O)C([N+](=O)[O-])=C1)C(=C)O[Si](C)(C)C(C)(C)C	3095.1	Semi standard non polar	33892256
Nitecapone,3TBDMS,isomer #3	C=C(O[Si](C)(C)C(C)(C)C)C(=CC1=CC(O[Si](C)(C)C(C)(C)C)=C(O)C([N+](=O)[O-])=C1)C(=C)O[Si](C)(C)C(C)(C)C	3090.5	Standard non polar	33892256
Nitecapone,4TBDMS,isomer #1	C=C(O[Si](C)(C)C(C)(C)C)C(=CC1=CC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C([N+](=O)[O-])=C1)C(=C)O[Si](C)(C)C(C)(C)C	3285.5	Semi standard non polar	33892256
Nitecapone,4TBDMS,isomer #1	C=C(O[Si](C)(C)C(C)(C)C)C(=CC1=CC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C([N+](=O)[O-])=C1)C(=C)O[Si](C)(C)C(C)(C)C	3256.2	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Nitecapone GC-MS (Non-derivatized) - 70eV, Positive	splash10-00xv-1290000000-35d0cd7c8482b48c0ac8	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nitecapone GC-MS (2 TMS) - 70eV, Positive	splash10-00dl-3129000000-2bcb198c16c9608ca68f	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nitecapone 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 - Nitecapone 10V, Positive-QTOF	splash10-014i-0090000000-cec719177f0820b62174	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nitecapone 20V, Positive-QTOF	splash10-00kb-0290000000-6fc16dd88c39732bddad	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nitecapone 40V, Positive-QTOF	splash10-0fsj-9550000000-dea3a79272fb3e4443cb	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nitecapone 10V, Negative-QTOF	splash10-03dj-0090000000-8e6533df5bc7983d978c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nitecapone 20V, Negative-QTOF	splash10-03di-0090000000-9a8a0fae3f686a526d23	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nitecapone 40V, Negative-QTOF	splash10-0fkc-1290000000-8adc33c69c54d36090d8	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nitecapone 10V, Positive-QTOF	splash10-014i-0090000000-5f1a519981c0e8596bdb	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nitecapone 20V, Positive-QTOF	splash10-0002-0090000000-1b30aabf36b25d9476bb	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nitecapone 40V, Positive-QTOF	splash10-001r-3590000000-15249721f73ebb2ec08e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nitecapone 10V, Negative-QTOF	splash10-03di-0090000000-c4ea1e72bcbace5ea92f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nitecapone 20V, Negative-QTOF	splash10-03di-0090000000-bbaca319da4f5caaeaaa	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nitecapone 40V, Negative-QTOF	splash10-0002-9610000000-049ab06c22837d966ae5	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

4576539

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Nitecapone

METLIN ID

Not Available

PubChem Compound

5464105

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

Not Available

Showing metabocard for Nitecapone (HMDB0041949)

MOL for HMDB0041949 (Nitecapone)

3D MOL for HMDB0041949 (Nitecapone)

3D SDF for HMDB0041949 (Nitecapone)

3D-SDF for HMDB0041949 (Nitecapone)

PDB for HMDB0041949 (Nitecapone)

3D PDB for HMDB0041949 (Nitecapone)

SMILES for HMDB0041949 (Nitecapone)

INCHI for HMDB0041949 (Nitecapone)

Structure for HMDB0041949 (Nitecapone)

3D Structure for HMDB0041949 (Nitecapone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra