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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 21:10:22 UTC

Update Date

2021-09-26 22:51:22 UTC

HMDB ID

HMDB0243965

Secondary Accession Numbers

None

Metabolite Identification

Common Name

1-Nitrohydroxyphenyl-N-benzoylalanine

Description

1-Nitrohydroxyphenyl-N-benzoylalanine belongs to the class of organic compounds known as tyrosine and derivatives. Tyrosine and derivatives are compounds containing tyrosine or a derivative thereof resulting from reaction of tyrosine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Based on a literature review very few articles have been published on 1-Nitrohydroxyphenyl-N-benzoylalanine. This compound has been identified in human blood as reported by (PMID: 31557052 ). 1-nitrohydroxyphenyl-n-benzoylalanine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 1-Nitrohydroxyphenyl-N-benzoylalanine 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

HMDB0243965
     RDKit          3D
1-Nitrohydroxyphenyl-N-benzoylalanine
 38 39  0  0  0  0  0  0  0  0999 V2000
   -1.0597   -1.3618   -1.5503 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3997   -0.9397   -0.4229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6244   -1.2686    0.6985 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5724   -2.0822    0.6448 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7784   -1.3044    1.1793 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0287   -0.0783    0.3881 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4457    1.1228    0.7148 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7059    2.2405   -0.0490 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5449    2.1843   -1.1441 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8129    3.3160   -1.9236 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1334    0.9880   -1.4800 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9956    0.9462   -2.6115 N   0  0  0  0  0  4  0  0  0  0  0  0
    3.8270    1.6729   -3.5908 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0526    0.0541   -2.5945 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.8630   -0.1230   -0.7051 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4432   -3.3193    1.4417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6275   -3.5330    2.0519 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4562   -4.2485    1.5398 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5890   -0.1215   -0.3153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3395    0.1881   -1.4599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4772    0.9604   -1.4211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9320    1.4702   -0.2266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2207    1.1869    0.9176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0724    0.4043    0.8601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9160   -0.9133    1.6272 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7894   -2.4077   -0.4070 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6573   -1.9660    1.2508 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4695   -0.9906    2.2187 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7742    1.2350    1.5663 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2399    3.1860    0.2176 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3726    4.1756   -1.6589 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3495   -1.0443   -1.0080 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9555   -4.4884    2.3663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9971   -0.2046   -2.4112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0206    1.1666   -2.3559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8376    2.0822   -0.2122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5952    1.5982    1.8507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5592    0.2168    1.7846 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  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 11 15  2  0
  4 16  1  0
 16 17  2  0
 16 18  1  0
  2 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 15  6  1  0
 24 19  1  0
  3 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  7 29  1  0
  8 30  1  0
 10 31  1  0
 15 32  1  0
 18 33  1  0
 20 34  1  0
 21 35  1  0
 22 36  1  0
 23 37  1  0
 24 38  1  0
M  CHG  2  12   1  14  -1
M  END


  Mrv1652309102123102D          

 24 25  0  0  0  0            999 V2000
   -0.7145   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    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   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    4.2868    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 O   0  5  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
    3.5724   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -3.3000    0.0000 O   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
  4  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 15 18  1  0  0  0  0
 14 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 10 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
M  CHG  2  19   1  21  -1
M  END
> <DATABASE_ID>
HMDB0243965

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)C(CC1=CC(=C(O)C=C1)[N+]([O-])=O)NC(=O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H14N2O6/c19-14-7-6-10(9-13(14)18(23)24)8-12(16(21)22)17-15(20)11-4-2-1-3-5-11/h1-7,9,12,19H,8H2,(H,17,20)(H,21,22)

> <INCHI_KEY>
CYNAPIVXKRLDER-UHFFFAOYSA-N

> <FORMULA>
C16H14N2O6

> <MOLECULAR_WEIGHT>
330.296

> <EXACT_MASS>
330.085186179

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
31.326432865666664

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(4-hydroxy-3-nitrophenyl)-2-(phenylformamido)propanoic acid

> <ALOGPS_LOGP>
2.73

> <JCHEM_LOGP>
2.3870549619999992

> <ALOGPS_LOGS>
-4.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.598866179909667

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.002214250990478

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3435183183851693

> <JCHEM_POLAR_SURFACE_AREA>
129.76999999999998

> <JCHEM_REFRACTIVITY>
83.532

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.12e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(4-hydroxy-3-nitrophenyl)-2-(phenylformamido)propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0243965
     RDKit          3D
1-Nitrohydroxyphenyl-N-benzoylalanine
 38 39  0  0  0  0  0  0  0  0999 V2000
   -1.0597   -1.3618   -1.5503 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3997   -0.9397   -0.4229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6244   -1.2686    0.6985 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5724   -2.0822    0.6448 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7784   -1.3044    1.1793 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0287   -0.0783    0.3881 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4457    1.1228    0.7148 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7059    2.2405   -0.0490 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5449    2.1843   -1.1441 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8129    3.3160   -1.9236 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1334    0.9880   -1.4800 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9956    0.9462   -2.6115 N   0  0  0  0  0  4  0  0  0  0  0  0
    3.8270    1.6729   -3.5908 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0526    0.0541   -2.5945 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.8630   -0.1230   -0.7051 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4432   -3.3193    1.4417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6275   -3.5330    2.0519 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4562   -4.2485    1.5398 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5890   -0.1215   -0.3153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3395    0.1881   -1.4599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4772    0.9604   -1.4211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9320    1.4702   -0.2266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2207    1.1869    0.9176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0724    0.4043    0.8601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9160   -0.9133    1.6272 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7894   -2.4077   -0.4070 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6573   -1.9660    1.2508 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4695   -0.9906    2.2187 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7742    1.2350    1.5663 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2399    3.1860    0.2176 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3726    4.1756   -1.6589 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3495   -1.0443   -1.0080 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9555   -4.4884    2.3663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9971   -0.2046   -2.4112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0206    1.1666   -2.3559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8376    2.0822   -0.2122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5952    1.5982    1.8507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5592    0.2168    1.7846 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  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 11 15  2  0
  4 16  1  0
 16 17  2  0
 16 18  1  0
  2 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 15  6  1  0
 24 19  1  0
  3 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  7 29  1  0
  8 30  1  0
 10 31  1  0
 15 32  1  0
 18 33  1  0
 20 34  1  0
 21 35  1  0
 22 36  1  0
 23 37  1  0
 24 38  1  0
M  CHG  2  12   1  14  -1
M  END

HEADER    PROTEIN                                 10-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-21         0                                  
HETATM    1  C   UNK     0      -1.334  -8.470   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -6.160   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -8.470   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667  -6.160   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       4.001  -6.930   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0       2.667  -4.620   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       4.001  -3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335  -1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668   0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.002  -1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       9.336   0.770   0.000  0.00  0.00           O+0
HETATM   19  N   UNK     0       6.668   2.310   0.000  0.00  0.00           N+1
HETATM   20  O   UNK     0       8.002   3.080   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       5.335   3.080   0.000  0.00  0.00           O-1
HETATM   22  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       6.668  -3.850   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       5.335  -6.160   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    4    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   22                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   19                                                  
CONECT   15   14   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
CONECT   18   15                                                            
CONECT   19   14   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   10   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   50    0
END

COMPND    HMDB0243965
HETATM    1  O1  UNL     1      -1.060  -1.362  -1.550  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.400  -0.940  -0.423  1.00  0.00           C  
HETATM    3  N1  UNL     1      -0.624  -1.269   0.699  1.00  0.00           N  
HETATM    4  C2  UNL     1       0.572  -2.082   0.645  1.00  0.00           C  
HETATM    5  C3  UNL     1       1.778  -1.304   1.179  1.00  0.00           C  
HETATM    6  C4  UNL     1       2.029  -0.078   0.388  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.446   1.123   0.715  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.706   2.241  -0.049  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.545   2.184  -1.144  1.00  0.00           C  
HETATM   10  O2  UNL     1       2.813   3.316  -1.924  1.00  0.00           O  
HETATM   11  C8  UNL     1       3.133   0.988  -1.480  1.00  0.00           C  
HETATM   12  N2  UNL     1       3.996   0.946  -2.612  1.00  0.00           N1+
HETATM   13  O3  UNL     1       3.827   1.673  -3.591  1.00  0.00           O  
HETATM   14  O4  UNL     1       5.053   0.054  -2.594  1.00  0.00           O1-
HETATM   15  C9  UNL     1       2.863  -0.123  -0.705  1.00  0.00           C  
HETATM   16  C10 UNL     1       0.443  -3.319   1.442  1.00  0.00           C  
HETATM   17  O5  UNL     1      -0.627  -3.533   2.052  1.00  0.00           O  
HETATM   18  O6  UNL     1       1.456  -4.248   1.540  1.00  0.00           O  
HETATM   19  C11 UNL     1      -2.589  -0.122  -0.315  1.00  0.00           C  
HETATM   20  C12 UNL     1      -3.339   0.188  -1.460  1.00  0.00           C  
HETATM   21  C13 UNL     1      -4.477   0.960  -1.421  1.00  0.00           C  
HETATM   22  C14 UNL     1      -4.932   1.470  -0.227  1.00  0.00           C  
HETATM   23  C15 UNL     1      -4.221   1.187   0.918  1.00  0.00           C  
HETATM   24  C16 UNL     1      -3.072   0.404   0.860  1.00  0.00           C  
HETATM   25  H1  UNL     1      -0.916  -0.913   1.627  1.00  0.00           H  
HETATM   26  H2  UNL     1       0.789  -2.408  -0.407  1.00  0.00           H  
HETATM   27  H3  UNL     1       2.657  -1.966   1.251  1.00  0.00           H  
HETATM   28  H4  UNL     1       1.470  -0.991   2.219  1.00  0.00           H  
HETATM   29  H5  UNL     1       0.774   1.235   1.566  1.00  0.00           H  
HETATM   30  H6  UNL     1       1.240   3.186   0.218  1.00  0.00           H  
HETATM   31  H7  UNL     1       2.373   4.176  -1.659  1.00  0.00           H  
HETATM   32  H8  UNL     1       3.349  -1.044  -1.008  1.00  0.00           H  
HETATM   33  H9  UNL     1       1.955  -4.488   2.366  1.00  0.00           H  
HETATM   34  H10 UNL     1      -2.997  -0.205  -2.411  1.00  0.00           H  
HETATM   35  H11 UNL     1      -5.021   1.167  -2.356  1.00  0.00           H  
HETATM   36  H12 UNL     1      -5.838   2.082  -0.212  1.00  0.00           H  
HETATM   37  H13 UNL     1      -4.595   1.598   1.851  1.00  0.00           H  
HETATM   38  H14 UNL     1      -2.559   0.217   1.785  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   19
CONECT    3    4   25
CONECT    4    5   16   26
CONECT    5    6   27   28
CONECT    6    7    7   15
CONECT    7    8   29
CONECT    8    9    9   30
CONECT    9   10   11
CONECT   10   31
CONECT   11   12   15   15
CONECT   12   13   13   14
CONECT   15   32
CONECT   16   17   17   18
CONECT   18   33
CONECT   19   20   20   24
CONECT   20   21   34
CONECT   21   22   22   35
CONECT   22   23   36
CONECT   23   24   24   37
CONECT   24   38
END

HMDB0243965
     RDKit          3D
1-Nitrohydroxyphenyl-N-benzoylalanine
 38 39  0  0  0  0  0  0  0  0999 V2000
   -1.0597   -1.3618   -1.5503 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3997   -0.9397   -0.4229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6244   -1.2686    0.6985 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5724   -2.0822    0.6448 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7784   -1.3044    1.1793 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0287   -0.0783    0.3881 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4457    1.1228    0.7148 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7059    2.2405   -0.0490 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5449    2.1843   -1.1441 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8129    3.3160   -1.9236 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1334    0.9880   -1.4800 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9956    0.9462   -2.6115 N   0  0  0  0  0  4  0  0  0  0  0  0
    3.8270    1.6729   -3.5908 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0526    0.0541   -2.5945 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.8630   -0.1230   -0.7051 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4432   -3.3193    1.4417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6275   -3.5330    2.0519 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4562   -4.2485    1.5398 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5890   -0.1215   -0.3153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3395    0.1881   -1.4599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4772    0.9604   -1.4211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9320    1.4702   -0.2266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2207    1.1869    0.9176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0724    0.4043    0.8601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9160   -0.9133    1.6272 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7894   -2.4077   -0.4070 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6573   -1.9660    1.2508 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4695   -0.9906    2.2187 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7742    1.2350    1.5663 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2399    3.1860    0.2176 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3726    4.1756   -1.6589 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3495   -1.0443   -1.0080 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9555   -4.4884    2.3663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9971   -0.2046   -2.4112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0206    1.1666   -2.3559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8376    2.0822   -0.2122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5952    1.5982    1.8507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5592    0.2168    1.7846 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  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 11 15  2  0
  4 16  1  0
 16 17  2  0
 16 18  1  0
  2 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 15  6  1  0
 24 19  1  0
  3 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  7 29  1  0
  8 30  1  0
 10 31  1  0
 15 32  1  0
 18 33  1  0
 20 34  1  0
 21 35  1  0
 22 36  1  0
 23 37  1  0
 24 38  1  0
M  CHG  2  12   1  14  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₆H₁₄N₂O₆

Average Molecular Weight

330.296

Monoisotopic Molecular Weight

330.085186179

IUPAC Name

3-(4-hydroxy-3-nitrophenyl)-2-(phenylformamido)propanoic acid

Traditional Name

3-(4-hydroxy-3-nitrophenyl)-2-(phenylformamido)propanoic acid

CAS Registry Number

Not Available

SMILES

OC(=O)C(CC1=CC(=C(O)C=C1)[N+]([O-])=O)NC(=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C16H14N2O6/c19-14-7-6-10(9-13(14)18(23)24)8-12(16(21)22)17-15(20)11-4-2-1-3-5-11/h1-7,9,12,19H,8H2,(H,17,20)(H,21,22)

InChI Key

CYNAPIVXKRLDER-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tyrosine and derivatives. Tyrosine and derivatives are compounds containing tyrosine or a derivative thereof resulting from reaction of tyrosine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Tyrosine and derivatives

Alternative Parents

Substituents

Tyrosine or derivatives
Phenylalanine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
3-phenylpropanoic-acid
Amphetamine or derivatives
Nitrophenol
Nitrobenzene
Nitroaromatic compound
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Monocyclic benzene moiety
Organic nitro compound
C-nitro compound
Propargyl-type 1,3-dipolar organic compound
Allyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Carboximidic acid
Carboximidic acid derivative
Organic oxoazanium
Carboxylic acid
Monocarboxylic acid or derivatives
Organic salt
Carbonyl group
Organic oxygen compound
Organic nitrogen compound
Organic oxide
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Organic cation
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	2.73	ALOGPS
logP	2.39	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	3	ChemAxon
pKa (Strongest Basic)	-1.3	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	129.77 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	83.53 m³·mol⁻¹	ChemAxon
Polarizability	31.33 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]+	171.89	30932474
DeepCCS	[M-H]-	169.532	30932474
DeepCCS	[M-2H]-	203.762	30932474
DeepCCS	[M+Na]+	178.759	30932474
AllCCS	[M+H]+	174.3	32859911
AllCCS	[M+H-H2O]+	171.3	32859911
AllCCS	[M+NH4]+	177.1	32859911
AllCCS	[M+Na]+	177.9	32859911
AllCCS	[M-H]-	172.7	32859911
AllCCS	[M+Na-2H]-	172.1	32859911
AllCCS	[M+HCOO]-	171.6	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	12.6296 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.15 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2023.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	291.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	150.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	177.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	109.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	460.9 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	481.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	110.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1030.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	505.3 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	1386.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	317.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	379.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	341.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	163.5 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	134.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-Nitrohydroxyphenyl-N-benzoylalanine	OC(=O)C(CC1=CC(=C(O)C=C1)[N+]([O-])=O)NC(=O)C1=CC=CC=C1	3859.5	Standard polar	33892256
1-Nitrohydroxyphenyl-N-benzoylalanine	OC(=O)C(CC1=CC(=C(O)C=C1)[N+]([O-])=O)NC(=O)C1=CC=CC=C1	2641.7	Standard non polar	33892256
1-Nitrohydroxyphenyl-N-benzoylalanine	OC(=O)C(CC1=CC(=C(O)C=C1)[N+]([O-])=O)NC(=O)C1=CC=CC=C1	2875.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
1-Nitrohydroxyphenyl-N-benzoylalanine,3TMS,isomer #1	C[Si](C)(C)OC(=O)C(CC1=CC=C(O[Si](C)(C)C)C([N+](=O)[O-])=C1)N(C(=O)C1=CC=CC=C1)[Si](C)(C)C	2911.1	Semi standard non polar	33892256
1-Nitrohydroxyphenyl-N-benzoylalanine,3TMS,isomer #1	C[Si](C)(C)OC(=O)C(CC1=CC=C(O[Si](C)(C)C)C([N+](=O)[O-])=C1)N(C(=O)C1=CC=CC=C1)[Si](C)(C)C	2838.3	Standard non polar	33892256
1-Nitrohydroxyphenyl-N-benzoylalanine,3TMS,isomer #1	C[Si](C)(C)OC(=O)C(CC1=CC=C(O[Si](C)(C)C)C([N+](=O)[O-])=C1)N(C(=O)C1=CC=CC=C1)[Si](C)(C)C	3321.6	Standard polar	33892256
1-Nitrohydroxyphenyl-N-benzoylalanine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CC=C(O[Si](C)(C)C(C)(C)C)C([N+](=O)[O-])=C1)N(C(=O)C1=CC=CC=C1)[Si](C)(C)C(C)(C)C	3604.1	Semi standard non polar	33892256
1-Nitrohydroxyphenyl-N-benzoylalanine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CC=C(O[Si](C)(C)C(C)(C)C)C([N+](=O)[O-])=C1)N(C(=O)C1=CC=CC=C1)[Si](C)(C)C(C)(C)C	3444.3	Standard non polar	33892256
1-Nitrohydroxyphenyl-N-benzoylalanine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CC=C(O[Si](C)(C)C(C)(C)C)C([N+](=O)[O-])=C1)N(C(=O)C1=CC=CC=C1)[Si](C)(C)C(C)(C)C	3532.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Nitrohydroxyphenyl-N-benzoylalanine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-0910000000-75abffdbfbd5ee76abdb	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Nitrohydroxyphenyl-N-benzoylalanine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Nitrohydroxyphenyl-N-benzoylalanine GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Nitrohydroxyphenyl-N-benzoylalanine GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Nitrohydroxyphenyl-N-benzoylalanine GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Nitrohydroxyphenyl-N-benzoylalanine GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Nitrohydroxyphenyl-N-benzoylalanine GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Nitrohydroxyphenyl-N-benzoylalanine GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Nitrohydroxyphenyl-N-benzoylalanine GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Nitrohydroxyphenyl-N-benzoylalanine GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Nitrohydroxyphenyl-N-benzoylalanine GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Nitrohydroxyphenyl-N-benzoylalanine GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Nitrohydroxyphenyl-N-benzoylalanine GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Nitrohydroxyphenyl-N-benzoylalanine GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

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

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

64883086

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

78178659

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 1-Nitrohydroxyphenyl-N-benzoylalanine (HMDB0243965)

MOL for HMDB0243965 (1-Nitrohydroxyphenyl-N-benzoylalanine)

3D MOL for HMDB0243965 (1-Nitrohydroxyphenyl-N-benzoylalanine)

3D SDF for HMDB0243965 (1-Nitrohydroxyphenyl-N-benzoylalanine)

3D-SDF for HMDB0243965 (1-Nitrohydroxyphenyl-N-benzoylalanine)

PDB for HMDB0243965 (1-Nitrohydroxyphenyl-N-benzoylalanine)

3D PDB for HMDB0243965 (1-Nitrohydroxyphenyl-N-benzoylalanine)

SMILES for HMDB0243965 (1-Nitrohydroxyphenyl-N-benzoylalanine)

INCHI for HMDB0243965 (1-Nitrohydroxyphenyl-N-benzoylalanine)

Structure for HMDB0243965 (1-Nitrohydroxyphenyl-N-benzoylalanine)

3D Structure for HMDB0243965 (1-Nitrohydroxyphenyl-N-benzoylalanine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra