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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 21:28:14 UTC

Update Date

2021-09-26 22:51:58 UTC

HMDB ID

HMDB0244304

Secondary Accession Numbers

None

Metabolite Identification

Common Name

4-Nitrophenyl beta-D-glucopyranosiduronic acid

Description

4-Nitrophenyl beta-D-glucopyranosiduronic acid, also known as 4-nitrophenylglucuronide or 3,4,5-trihydroxy-6-(4-nitrophenoxy)oxane-2-carboxylate, belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. Based on a literature review a small amount of articles have been published on 4-Nitrophenyl beta-D-glucopyranosiduronic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). 4-nitrophenyl beta-d-glucopyranosiduronic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 4-Nitrophenyl beta-D-glucopyranosiduronic acid 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

HMDB0256053
     RDKit          3D
p-Nitrophenyl glucuronide
 35 36  0  0  0  0  0  0  0  0999 V2000
    2.5390    3.1198    1.3881 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1975    2.1565    0.9635 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5275    2.3210    0.6557 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5625    0.8421    0.7885 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2417    0.9251    1.1583 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4771   -0.0693    0.5415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7479   -0.2693    1.1368 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0024   -0.1571    0.5591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2334    0.1860   -0.7548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5056    0.2864   -1.2907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6162    0.0471   -0.5335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9378    0.1336   -1.0237 N   0  0  0  0  0  4  0  0  0  0  0  0
   -6.1382    0.4411   -2.2009 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9898   -0.1211   -0.2013 O   0  0  0  0  0  1  0  0  0  0  0  0
   -4.3959   -0.3005    0.7960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1459   -0.4024    1.3345 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3558   -1.3242    0.5620 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5657   -2.4643    0.3827 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3517   -1.1619   -0.5646 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4631   -1.9405   -0.3190 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6972    0.3196   -0.6265 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0395    0.3972   -0.9907 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2218    2.7052    1.2805 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1428    0.1263    1.4215 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3734    0.2105   -0.5199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3881    0.3882   -1.4062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6658    0.5602   -2.3364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2695   -0.4965    1.4204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9651   -0.6731    2.3711 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8586   -1.4524    1.5432 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1685   -3.1508   -0.0040 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8170   -1.4534   -1.5084 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1217   -1.7571   -1.0504 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1075    0.8714   -1.3619 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1721    1.1565   -1.6105 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 11 15  1  0
 15 16  2  0
  6 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21  4  1  0
 16  8  1  0
  3 23  1  0
  4 24  1  0
  6 25  1  0
  9 26  1  0
 10 27  1  0
 15 28  1  0
 16 29  1  0
 17 30  1  0
 18 31  1  0
 19 32  1  0
 20 33  1  0
 21 34  1  0
 22 35  1  0
M  CHG  2  12   1  14  -1
M  END

  Mrv1652309102123282D          

 22 23  0  0  0  0            999 V2000
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    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   -1.6500    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
   -0.7145   -0.4125    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 O   0  5  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
    0.0000   -4.1250    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
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 O   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
    0.7145   -2.8875    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
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 11 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 14 20  1  0  0  0  0
 13 21  1  0  0  0  0
 12 22  1  0  0  0  0
M  CHG  2   7   1   9  -1
M  END
> <DATABASE_ID>
HMDB0244304

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1C(O)C(OC2=CC=C(C=C2)[N+]([O-])=O)OC(C1O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H13NO9/c14-7-8(15)10(11(17)18)22-12(9(7)16)21-6-3-1-5(2-4-6)13(19)20/h1-4,7-10,12,14-16H,(H,17,18)

> <INCHI_KEY>
QSUILVWOWLUOEU-UHFFFAOYSA-N

> <FORMULA>
C12H13NO9

> <MOLECULAR_WEIGHT>
315.234

> <EXACT_MASS>
315.059031003

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
27.515688178365913

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,4,5-trihydroxy-6-(4-nitrophenoxy)oxane-2-carboxylic acid

> <ALOGPS_LOGP>
-0.55

> <JCHEM_LOGP>
-0.3381288716666665

> <ALOGPS_LOGS>
-1.48

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.216821375001986

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.7526932362944803

> <JCHEM_PKA_STRONGEST_BASIC>
-3.686826761477236

> <JCHEM_POLAR_SURFACE_AREA>
159.59

> <JCHEM_REFRACTIVITY>
66.37120000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.04e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,4,5-trihydroxy-6-(4-nitrophenoxy)oxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0256053
     RDKit          3D
p-Nitrophenyl glucuronide
 35 36  0  0  0  0  0  0  0  0999 V2000
    2.5390    3.1198    1.3881 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1975    2.1565    0.9635 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5275    2.3210    0.6557 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5625    0.8421    0.7885 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2417    0.9251    1.1583 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4771   -0.0693    0.5415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7479   -0.2693    1.1368 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0024   -0.1571    0.5591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2334    0.1860   -0.7548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5056    0.2864   -1.2907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6162    0.0471   -0.5335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9378    0.1336   -1.0237 N   0  0  0  0  0  4  0  0  0  0  0  0
   -6.1382    0.4411   -2.2009 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9898   -0.1211   -0.2013 O   0  0  0  0  0  1  0  0  0  0  0  0
   -4.3959   -0.3005    0.7960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1459   -0.4024    1.3345 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3558   -1.3242    0.5620 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5657   -2.4643    0.3827 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3517   -1.1619   -0.5646 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4631   -1.9405   -0.3190 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6972    0.3196   -0.6265 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0395    0.3972   -0.9907 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2218    2.7052    1.2805 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1428    0.1263    1.4215 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3734    0.2105   -0.5199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3881    0.3882   -1.4062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6658    0.5602   -2.3364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2695   -0.4965    1.4204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9651   -0.6731    2.3711 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8586   -1.4524    1.5432 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1685   -3.1508   -0.0040 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8170   -1.4534   -1.5084 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1217   -1.7571   -1.0504 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1075    0.8714   -1.3619 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1721    1.1565   -1.6105 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 11 15  1  0
 15 16  2  0
  6 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21  4  1  0
 16  8  1  0
  3 23  1  0
  4 24  1  0
  6 25  1  0
  9 26  1  0
 10 27  1  0
 15 28  1  0
 16 29  1  0
 17 30  1  0
 18 31  1  0
 19 32  1  0
 20 33  1  0
 21 34  1  0
 22 35  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       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      -1.334  -0.770   0.000  0.00  0.00           N+1
HETATM    8  O   UNK     0      -2.667  -0.000   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       0.000  -0.000   0.000  0.00  0.00           O-1
HETATM   10  O   UNK     0      -1.334  -6.930   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.000  -9.240   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       1.334 -11.550   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       2.667 -12.320   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -0.000 -12.320   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       4.001 -10.010   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       4.001  -6.930   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       1.334  -5.390   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   10                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    3   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11   13   22                                                  
CONECT   13   12   14   21                                                  
CONECT   14   13   15   20                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15   11                                                       
CONECT   17   15   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   14                                                            
CONECT   21   13                                                            
CONECT   22   12                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

COMPND    HMDB0244304
HETATM    1  O1  UNL     1      -1.922   0.174   2.714  1.00  0.00           O  
HETATM    2  C1  UNL     1      -2.810   0.606   1.953  1.00  0.00           C  
HETATM    3  O2  UNL     1      -4.135   0.460   2.335  1.00  0.00           O  
HETATM    4  C2  UNL     1      -2.545   1.271   0.657  1.00  0.00           C  
HETATM    5  O3  UNL     1      -1.236   1.363   0.290  1.00  0.00           O  
HETATM    6  C3  UNL     1      -0.543   0.176   0.240  1.00  0.00           C  
HETATM    7  O4  UNL     1       0.447   0.326  -0.737  1.00  0.00           O  
HETATM    8  C4  UNL     1       1.785   0.254  -0.501  1.00  0.00           C  
HETATM    9  C5  UNL     1       2.332   0.023   0.736  1.00  0.00           C  
HETATM   10  C6  UNL     1       3.715  -0.048   0.964  1.00  0.00           C  
HETATM   11  C7  UNL     1       4.580   0.117  -0.087  1.00  0.00           C  
HETATM   12  N1  UNL     1       5.987   0.047   0.129  1.00  0.00           N1+
HETATM   13  O5  UNL     1       6.450  -0.164   1.266  1.00  0.00           O  
HETATM   14  O6  UNL     1       6.864   0.208  -0.902  1.00  0.00           O1-
HETATM   15  C8  UNL     1       4.046   0.348  -1.330  1.00  0.00           C  
HETATM   16  C9  UNL     1       2.705   0.418  -1.552  1.00  0.00           C  
HETATM   17  C10 UNL     1      -1.389  -1.023  -0.155  1.00  0.00           C  
HETATM   18  O7  UNL     1      -0.585  -1.883  -0.940  1.00  0.00           O  
HETATM   19  C11 UNL     1      -2.498  -0.554  -1.046  1.00  0.00           C  
HETATM   20  O8  UNL     1      -3.318  -1.655  -1.334  1.00  0.00           O  
HETATM   21  C12 UNL     1      -3.313   0.544  -0.440  1.00  0.00           C  
HETATM   22  O9  UNL     1      -3.653   1.517  -1.394  1.00  0.00           O  
HETATM   23  H1  UNL     1      -4.515  -0.485   2.311  1.00  0.00           H  
HETATM   24  H2  UNL     1      -2.965   2.345   0.716  1.00  0.00           H  
HETATM   25  H3  UNL     1      -0.164  -0.011   1.262  1.00  0.00           H  
HETATM   26  H4  UNL     1       1.721  -0.119   1.624  1.00  0.00           H  
HETATM   27  H5  UNL     1       4.125  -0.231   1.948  1.00  0.00           H  
HETATM   28  H6  UNL     1       4.728   0.478  -2.160  1.00  0.00           H  
HETATM   29  H7  UNL     1       2.266   0.600  -2.532  1.00  0.00           H  
HETATM   30  H8  UNL     1      -1.712  -1.642   0.693  1.00  0.00           H  
HETATM   31  H9  UNL     1      -0.806  -2.830  -0.782  1.00  0.00           H  
HETATM   32  H10 UNL     1      -2.026  -0.155  -1.980  1.00  0.00           H  
HETATM   33  H11 UNL     1      -2.743  -2.358  -1.727  1.00  0.00           H  
HETATM   34  H12 UNL     1      -4.244   0.174   0.037  1.00  0.00           H  
HETATM   35  H13 UNL     1      -4.628   1.708  -1.347  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   23
CONECT    4    5   21   24
CONECT    5    6
CONECT    6    7   17   25
CONECT    7    8
CONECT    8    9    9   16
CONECT    9   10   26
CONECT   10   11   11   27
CONECT   11   12   15
CONECT   12   13   13   14
CONECT   15   16   16   28
CONECT   16   29
CONECT   17   18   19   30
CONECT   18   31
CONECT   19   20   21   32
CONECT   20   33
CONECT   21   22   34
CONECT   22   35
END

HMDB0256053
     RDKit          3D
p-Nitrophenyl glucuronide
 35 36  0  0  0  0  0  0  0  0999 V2000
    2.5390    3.1198    1.3881 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1975    2.1565    0.9635 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5275    2.3210    0.6557 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5625    0.8421    0.7885 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2417    0.9251    1.1583 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4771   -0.0693    0.5415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7479   -0.2693    1.1368 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0024   -0.1571    0.5591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2334    0.1860   -0.7548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5056    0.2864   -1.2907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6162    0.0471   -0.5335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9378    0.1336   -1.0237 N   0  0  0  0  0  4  0  0  0  0  0  0
   -6.1382    0.4411   -2.2009 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9898   -0.1211   -0.2013 O   0  0  0  0  0  1  0  0  0  0  0  0
   -4.3959   -0.3005    0.7960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1459   -0.4024    1.3345 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3558   -1.3242    0.5620 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5657   -2.4643    0.3827 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3517   -1.1619   -0.5646 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4631   -1.9405   -0.3190 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6972    0.3196   -0.6265 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0395    0.3972   -0.9907 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2218    2.7052    1.2805 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1428    0.1263    1.4215 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3734    0.2105   -0.5199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3881    0.3882   -1.4062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6658    0.5602   -2.3364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2695   -0.4965    1.4204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9651   -0.6731    2.3711 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8586   -1.4524    1.5432 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1685   -3.1508   -0.0040 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8170   -1.4534   -1.5084 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1217   -1.7571   -1.0504 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1075    0.8714   -1.3619 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1721    1.1565   -1.6105 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 11 15  1  0
 15 16  2  0
  6 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21  4  1  0
 16  8  1  0
  3 23  1  0
  4 24  1  0
  6 25  1  0
  9 26  1  0
 10 27  1  0
 15 28  1  0
 16 29  1  0
 17 30  1  0
 18 31  1  0
 19 32  1  0
 20 33  1  0
 21 34  1  0
 22 35  1  0
M  CHG  2  12   1  14  -1
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
4-Nitrophenyl b-D-glucopyranosiduronate	Generator
4-Nitrophenyl b-D-glucopyranosiduronic acid	Generator
4-Nitrophenyl beta-D-glucopyranosiduronate	Generator
4-Nitrophenyl β-D-glucopyranosiduronate	Generator
4-Nitrophenyl β-D-glucopyranosiduronic acid	Generator
3,4,5-Trihydroxy-6-(4-nitrophenoxy)oxane-2-carboxylate	HMDB
Para-nitrophenylglucuronide	HMDB
4-Nitrophenylglucuronide	HMDB
p-Nitrophenylglucuronide	HMDB
p-Nitrophenyl-beta-D-glucuronide	MeSH

Chemical Formula

C₁₂H₁₃NO₉

Average Molecular Weight

315.234

Monoisotopic Molecular Weight

315.059031003

IUPAC Name

3,4,5-trihydroxy-6-(4-nitrophenoxy)oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-(4-nitrophenoxy)oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

OC1C(O)C(OC2=CC=C(C=C2)[N+]([O-])=O)OC(C1O)C(O)=O

InChI Identifier

InChI=1S/C12H13NO9/c14-7-8(15)10(11(17)18)22-12(9(7)16)21-6-3-1-5(2-4-6)13(19)20/h1-4,7-10,12,14-16H,(H,17,18)

InChI Key

QSUILVWOWLUOEU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Substituents

Phenolic glycoside
O-glucuronide
1-o-glucuronide
Glucuronic acid or derivatives
O-glycosyl compound
Nitrobenzene
Phenol ether
Phenoxy compound
Nitroaromatic compound
Beta-hydroxy acid
Monocyclic benzene moiety
Pyran
Oxane
Monosaccharide
Hydroxy acid
Benzenoid
Secondary alcohol
Organic nitro compound
C-nitro compound
Acetal
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Oxacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Allyl-type 1,3-dipolar organic compound
Organic oxoazanium
Polyol
Organopnictogen compound
Carbonyl group
Organic salt
Alcohol
Organic oxide
Hydrocarbon derivative
Organonitrogen compound
Organic nitrogen compound
Organic cation
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	-0.55	ALOGPS
logP	-0.34	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	2.75	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	159.59 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	66.37 m³·mol⁻¹	ChemAxon
Polarizability	27.52 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]+	166.655	30932474
DeepCCS	[M-H]-	164.297	30932474
DeepCCS	[M-2H]-	197.871	30932474
DeepCCS	[M+Na]+	173.101	30932474
AllCCS	[M+H]+	170.6	32859911
AllCCS	[M+H-H2O]+	167.3	32859911
AllCCS	[M+NH4]+	173.6	32859911
AllCCS	[M+Na]+	174.5	32859911
AllCCS	[M-H]-	165.9	32859911
AllCCS	[M+Na-2H]-	165.6	32859911
AllCCS	[M+HCOO]-	165.4	32859911

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4-Nitrophenyl beta-D-glucopyranosiduronic acid,1TMS,isomer #1	C[Si](C)(C)OC1C(O)C(OC2=CC=C([N+](=O)[O-])C=C2)OC(C(=O)O)C1O	2854.8	Semi standard non polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,1TMS,isomer #1	C[Si](C)(C)OC1C(O)C(OC2=CC=C([N+](=O)[O-])C=C2)OC(C(=O)O)C1O	2456.8	Standard non polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,1TMS,isomer #1	C[Si](C)(C)OC1C(O)C(OC2=CC=C([N+](=O)[O-])C=C2)OC(C(=O)O)C1O	4356.8	Standard polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,1TMS,isomer #2	C[Si](C)(C)OC1C(OC2=CC=C([N+](=O)[O-])C=C2)OC(C(=O)O)C(O)C1O	2849.2	Semi standard non polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,1TMS,isomer #2	C[Si](C)(C)OC1C(OC2=CC=C([N+](=O)[O-])C=C2)OC(C(=O)O)C(O)C1O	2460.8	Standard non polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,1TMS,isomer #2	C[Si](C)(C)OC1C(OC2=CC=C([N+](=O)[O-])C=C2)OC(C(=O)O)C(O)C1O	4402.3	Standard polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,1TMS,isomer #3	C[Si](C)(C)OC1C(C(=O)O)OC(OC2=CC=C([N+](=O)[O-])C=C2)C(O)C1O	2837.1	Semi standard non polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,1TMS,isomer #3	C[Si](C)(C)OC1C(C(=O)O)OC(OC2=CC=C([N+](=O)[O-])C=C2)C(O)C1O	2456.6	Standard non polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,1TMS,isomer #3	C[Si](C)(C)OC1C(C(=O)O)OC(OC2=CC=C([N+](=O)[O-])C=C2)C(O)C1O	4401.4	Standard polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,1TMS,isomer #4	C[Si](C)(C)OC(=O)C1OC(OC2=CC=C([N+](=O)[O-])C=C2)C(O)C(O)C1O	2819.5	Semi standard non polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,1TMS,isomer #4	C[Si](C)(C)OC(=O)C1OC(OC2=CC=C([N+](=O)[O-])C=C2)C(O)C(O)C1O	2488.5	Standard non polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,1TMS,isomer #4	C[Si](C)(C)OC(=O)C1OC(OC2=CC=C([N+](=O)[O-])C=C2)C(O)C(O)C1O	4517.2	Standard polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,2TMS,isomer #1	C[Si](C)(C)OC1C(OC2=CC=C([N+](=O)[O-])C=C2)OC(C(=O)O)C(O)C1O[Si](C)(C)C	2840.8	Semi standard non polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,2TMS,isomer #1	C[Si](C)(C)OC1C(OC2=CC=C([N+](=O)[O-])C=C2)OC(C(=O)O)C(O)C1O[Si](C)(C)C	2522.7	Standard non polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,2TMS,isomer #1	C[Si](C)(C)OC1C(OC2=CC=C([N+](=O)[O-])C=C2)OC(C(=O)O)C(O)C1O[Si](C)(C)C	3730.3	Standard polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,2TMS,isomer #2	C[Si](C)(C)OC(=O)C1OC(OC2=CC=C([N+](=O)[O-])C=C2)C(O)C(O[Si](C)(C)C)C1O	2785.5	Semi standard non polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,2TMS,isomer #2	C[Si](C)(C)OC(=O)C1OC(OC2=CC=C([N+](=O)[O-])C=C2)C(O)C(O[Si](C)(C)C)C1O	2539.9	Standard non polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,2TMS,isomer #2	C[Si](C)(C)OC(=O)C1OC(OC2=CC=C([N+](=O)[O-])C=C2)C(O)C(O[Si](C)(C)C)C1O	3780.7	Standard polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,2TMS,isomer #3	C[Si](C)(C)OC1C(C(=O)O)OC(OC2=CC=C([N+](=O)[O-])C=C2)C(O)C1O[Si](C)(C)C	2820.3	Semi standard non polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,2TMS,isomer #3	C[Si](C)(C)OC1C(C(=O)O)OC(OC2=CC=C([N+](=O)[O-])C=C2)C(O)C1O[Si](C)(C)C	2523.6	Standard non polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,2TMS,isomer #3	C[Si](C)(C)OC1C(C(=O)O)OC(OC2=CC=C([N+](=O)[O-])C=C2)C(O)C1O[Si](C)(C)C	3709.8	Standard polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,2TMS,isomer #4	C[Si](C)(C)OC(=O)C1OC(OC2=CC=C([N+](=O)[O-])C=C2)C(O[Si](C)(C)C)C(O)C1O	2766.5	Semi standard non polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,2TMS,isomer #4	C[Si](C)(C)OC(=O)C1OC(OC2=CC=C([N+](=O)[O-])C=C2)C(O[Si](C)(C)C)C(O)C1O	2555.6	Standard non polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,2TMS,isomer #4	C[Si](C)(C)OC(=O)C1OC(OC2=CC=C([N+](=O)[O-])C=C2)C(O[Si](C)(C)C)C(O)C1O	3801.6	Standard polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,2TMS,isomer #5	C[Si](C)(C)OC1C(OC2=CC=C([N+](=O)[O-])C=C2)OC(C(=O)O)C(O[Si](C)(C)C)C1O	2826.8	Semi standard non polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,2TMS,isomer #5	C[Si](C)(C)OC1C(OC2=CC=C([N+](=O)[O-])C=C2)OC(C(=O)O)C(O[Si](C)(C)C)C1O	2541.2	Standard non polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,2TMS,isomer #5	C[Si](C)(C)OC1C(OC2=CC=C([N+](=O)[O-])C=C2)OC(C(=O)O)C(O[Si](C)(C)C)C1O	3770.8	Standard polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,2TMS,isomer #6	C[Si](C)(C)OC(=O)C1OC(OC2=CC=C([N+](=O)[O-])C=C2)C(O)C(O)C1O[Si](C)(C)C	2767.5	Semi standard non polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,2TMS,isomer #6	C[Si](C)(C)OC(=O)C1OC(OC2=CC=C([N+](=O)[O-])C=C2)C(O)C(O)C1O[Si](C)(C)C	2553.6	Standard non polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,2TMS,isomer #6	C[Si](C)(C)OC(=O)C1OC(OC2=CC=C([N+](=O)[O-])C=C2)C(O)C(O)C1O[Si](C)(C)C	3802.3	Standard polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)C1OC(OC2=CC=C([N+](=O)[O-])C=C2)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	2804.3	Semi standard non polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)C1OC(OC2=CC=C([N+](=O)[O-])C=C2)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	2594.4	Standard non polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)C1OC(OC2=CC=C([N+](=O)[O-])C=C2)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	3358.3	Standard polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,3TMS,isomer #2	C[Si](C)(C)OC1C(OC2=CC=C([N+](=O)[O-])C=C2)OC(C(=O)O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2857.2	Semi standard non polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,3TMS,isomer #2	C[Si](C)(C)OC1C(OC2=CC=C([N+](=O)[O-])C=C2)OC(C(=O)O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2573.4	Standard non polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,3TMS,isomer #2	C[Si](C)(C)OC1C(OC2=CC=C([N+](=O)[O-])C=C2)OC(C(=O)O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	3321.6	Standard polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,3TMS,isomer #3	C[Si](C)(C)OC(=O)C1OC(OC2=CC=C([N+](=O)[O-])C=C2)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2793.5	Semi standard non polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,3TMS,isomer #3	C[Si](C)(C)OC(=O)C1OC(OC2=CC=C([N+](=O)[O-])C=C2)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2603.0	Standard non polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,3TMS,isomer #3	C[Si](C)(C)OC(=O)C1OC(OC2=CC=C([N+](=O)[O-])C=C2)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	3350.6	Standard polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,3TMS,isomer #4	C[Si](C)(C)OC(=O)C1OC(OC2=CC=C([N+](=O)[O-])C=C2)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	2804.1	Semi standard non polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,3TMS,isomer #4	C[Si](C)(C)OC(=O)C1OC(OC2=CC=C([N+](=O)[O-])C=C2)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	2641.2	Standard non polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,3TMS,isomer #4	C[Si](C)(C)OC(=O)C1OC(OC2=CC=C([N+](=O)[O-])C=C2)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	3407.1	Standard polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,4TMS,isomer #1	C[Si](C)(C)OC(=O)C1OC(OC2=CC=C([N+](=O)[O-])C=C2)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2820.6	Semi standard non polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,4TMS,isomer #1	C[Si](C)(C)OC(=O)C1OC(OC2=CC=C([N+](=O)[O-])C=C2)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2649.7	Standard non polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,4TMS,isomer #1	C[Si](C)(C)OC(=O)C1OC(OC2=CC=C([N+](=O)[O-])C=C2)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2976.1	Standard polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1C(O)C(OC2=CC=C([N+](=O)[O-])C=C2)OC(C(=O)O)C1O	3134.7	Semi standard non polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1C(O)C(OC2=CC=C([N+](=O)[O-])C=C2)OC(C(=O)O)C1O	2706.8	Standard non polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1C(O)C(OC2=CC=C([N+](=O)[O-])C=C2)OC(C(=O)O)C1O	4296.9	Standard polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1C(OC2=CC=C([N+](=O)[O-])C=C2)OC(C(=O)O)C(O)C1O	3123.7	Semi standard non polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1C(OC2=CC=C([N+](=O)[O-])C=C2)OC(C(=O)O)C(O)C1O	2715.0	Standard non polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1C(OC2=CC=C([N+](=O)[O-])C=C2)OC(C(=O)O)C(O)C1O	4338.5	Standard polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1C(C(=O)O)OC(OC2=CC=C([N+](=O)[O-])C=C2)C(O)C1O	3111.0	Semi standard non polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1C(C(=O)O)OC(OC2=CC=C([N+](=O)[O-])C=C2)C(O)C1O	2712.9	Standard non polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1C(C(=O)O)OC(OC2=CC=C([N+](=O)[O-])C=C2)C(O)C1O	4338.7	Standard polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)C1OC(OC2=CC=C([N+](=O)[O-])C=C2)C(O)C(O)C1O	3101.1	Semi standard non polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)C1OC(OC2=CC=C([N+](=O)[O-])C=C2)C(O)C(O)C1O	2747.4	Standard non polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)C1OC(OC2=CC=C([N+](=O)[O-])C=C2)C(O)C(O)C1O	4383.5	Standard polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1C(OC2=CC=C([N+](=O)[O-])C=C2)OC(C(=O)O)C(O)C1O[Si](C)(C)C(C)(C)C	3374.1	Semi standard non polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1C(OC2=CC=C([N+](=O)[O-])C=C2)OC(C(=O)O)C(O)C1O[Si](C)(C)C(C)(C)C	2980.9	Standard non polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1C(OC2=CC=C([N+](=O)[O-])C=C2)OC(C(=O)O)C(O)C1O[Si](C)(C)C(C)(C)C	3792.8	Standard polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C1OC(OC2=CC=C([N+](=O)[O-])C=C2)C(O)C(O[Si](C)(C)C(C)(C)C)C1O	3315.6	Semi standard non polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C1OC(OC2=CC=C([N+](=O)[O-])C=C2)C(O)C(O[Si](C)(C)C(C)(C)C)C1O	3008.3	Standard non polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C1OC(OC2=CC=C([N+](=O)[O-])C=C2)C(O)C(O[Si](C)(C)C(C)(C)C)C1O	3809.7	Standard polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1C(C(=O)O)OC(OC2=CC=C([N+](=O)[O-])C=C2)C(O)C1O[Si](C)(C)C(C)(C)C	3363.1	Semi standard non polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1C(C(=O)O)OC(OC2=CC=C([N+](=O)[O-])C=C2)C(O)C1O[Si](C)(C)C(C)(C)C	2980.6	Standard non polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1C(C(=O)O)OC(OC2=CC=C([N+](=O)[O-])C=C2)C(O)C1O[Si](C)(C)C(C)(C)C	3782.9	Standard polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1C(OC2=CC=C([N+](=O)[O-])C=C2)OC(C(=O)O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3606.3	Semi standard non polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1C(OC2=CC=C([N+](=O)[O-])C=C2)OC(C(=O)O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3179.1	Standard non polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1C(OC2=CC=C([N+](=O)[O-])C=C2)OC(C(=O)O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3509.2	Standard polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1OC(OC2=CC=C([N+](=O)[O-])C=C2)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3745.1	Semi standard non polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1OC(OC2=CC=C([N+](=O)[O-])C=C2)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3409.0	Standard non polar	33892256
4-Nitrophenyl beta-D-glucopyranosiduronic acid,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1OC(OC2=CC=C([N+](=O)[O-])C=C2)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3311.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Nitrophenyl beta-D-glucopyranosiduronic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4r-9430000000-ed41899bee8dec783293	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Nitrophenyl beta-D-glucopyranosiduronic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Nitrophenyl beta-D-glucopyranosiduronic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Nitrophenyl beta-D-glucopyranosiduronic acid GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Nitrophenyl beta-D-glucopyranosiduronic acid GC-MS (TBDMS_2_5) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Nitrophenyl beta-D-glucopyranosiduronic acid GC-MS (TBDMS_2_6) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Nitrophenyl beta-D-glucopyranosiduronic acid GC-MS (TBDMS_3_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Nitrophenyl beta-D-glucopyranosiduronic acid GC-MS (TBDMS_3_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Nitrophenyl beta-D-glucopyranosiduronic acid GC-MS (TBDMS_3_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

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

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

2539916

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3291162

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 4-Nitrophenyl beta-D-glucopyranosiduronic acid (HMDB0244304)

MOL for HMDB0244304 (4-Nitrophenyl beta-D-glucopyranosiduronic acid)

3D MOL for HMDB0244304 (4-Nitrophenyl beta-D-glucopyranosiduronic acid)

3D SDF for HMDB0244304 (4-Nitrophenyl beta-D-glucopyranosiduronic acid)

3D-SDF for HMDB0244304 (4-Nitrophenyl beta-D-glucopyranosiduronic acid)

PDB for HMDB0244304 (4-Nitrophenyl beta-D-glucopyranosiduronic acid)

3D PDB for HMDB0244304 (4-Nitrophenyl beta-D-glucopyranosiduronic acid)

SMILES for HMDB0244304 (4-Nitrophenyl beta-D-glucopyranosiduronic acid)

INCHI for HMDB0244304 (4-Nitrophenyl beta-D-glucopyranosiduronic acid)

Structure for HMDB0244304 (4-Nitrophenyl beta-D-glucopyranosiduronic acid)

3D Structure for HMDB0244304 (4-Nitrophenyl beta-D-glucopyranosiduronic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

NMR Spectra