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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 21:42:25 UTC

Update Date

2021-09-26 22:52:22 UTC

HMDB ID

HMDB0244556

Secondary Accession Numbers

None

Metabolite Identification

Common Name

3-O-Methyltolcapone

Description

3-O-Methyltolcapone belongs to the class of organic compounds known as benzophenones. These are organic compounds containing a ketone attached to two phenyl groups. Based on a literature review a small amount of articles have been published on 3-O-Methyltolcapone. This compound has been identified in human blood as reported by (PMID: 31557052 ). 3-o-methyltolcapone is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 3-O-Methyltolcapone 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

HMDB0244556
     RDKit          3D
3-O-Methyltolcapone
 34 35  0  0  0  0  0  0  0  0999 V2000
   -4.6358    1.6929    1.3834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4745    0.5379    0.6358 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3151    0.0559    0.0461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1166    0.6900    0.1322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9351    0.1907   -0.4766 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2635    0.9638   -0.3082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0101    2.2610   -0.1638 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6596    0.6239   -0.2577 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3249   -0.3889   -0.8547 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6997   -0.6345   -0.6876 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4509    0.1775    0.1198 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8999   -0.0215    0.3316 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8053    1.2245    0.7479 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4674    1.4478    0.5736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0648   -0.9804   -1.1675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3000   -1.6358   -1.2563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3843   -2.8549   -1.9872 N   0  0  0  0  0  4  0  0  0  0  0  0
   -3.1933   -3.7307   -1.6452 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5387   -2.9879   -3.0560 O   0  0  0  0  0  1  0  0  0  0  0  0
   -3.4297   -1.1419   -0.6631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6299   -1.8322   -0.7836 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3884    2.3796    0.9386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9965    1.4990    2.4192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7046    2.2623    1.4459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0198    1.6290    0.6911 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7874   -1.0479   -1.5210 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1429   -1.4831   -1.2173 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2472   -0.9863   -0.1059 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1192    0.0241    1.4272 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5269    0.7775   -0.1603 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4253    1.8657    1.3936 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9958    2.2794    1.0859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2414   -1.4372   -1.6751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4372   -1.4193   -0.3239 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
  5 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 16 20  2  0
 20 21  1  0
 20  3  1  0
 14  8  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  9 26  1  0
 10 27  1  0
 12 28  1  0
 12 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 21 34  1  0
M  CHG  2  17   1  19  -1
M  END

  Mrv1652309102123422D          

 21 22  0  0  0  0            999 V2000
   -0.7145   -0.4125    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
    0.0000   -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   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 C   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 N   0  3  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  2  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  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
 10 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 13 18  1  0  0  0  0
 12 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
M  CHG  2  19   1  21  -1
M  END
> <DATABASE_ID>
HMDB0244556

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(=CC(=C1O)[N+]([O-])=O)C(=O)C1=CC=C(C)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H13NO5/c1-9-3-5-10(6-4-9)14(17)11-7-12(16(19)20)15(18)13(8-11)21-2/h3-8,18H,1-2H3

> <INCHI_KEY>
VCNSNEJUGBEWTA-UHFFFAOYSA-N

> <FORMULA>
C15H13NO5

> <MOLECULAR_WEIGHT>
287.271

> <EXACT_MASS>
287.079372523

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
28.565408527486603

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-methoxy-4-(4-methylbenzoyl)-6-nitrophenol

> <ALOGPS_LOGP>
3.26

> <JCHEM_LOGP>
3.424767844666666

> <ALOGPS_LOGS>
-4.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.780882412499363

> <JCHEM_PKA_STRONGEST_BASIC>
-4.925664263014315

> <JCHEM_POLAR_SURFACE_AREA>
89.67

> <JCHEM_REFRACTIVITY>
76.4393

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.54e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-methoxy-4-(4-methylbenzoyl)-6-nitrophenol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0244556
     RDKit          3D
3-O-Methyltolcapone
 34 35  0  0  0  0  0  0  0  0999 V2000
   -4.6358    1.6929    1.3834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4745    0.5379    0.6358 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3151    0.0559    0.0461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1166    0.6900    0.1322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9351    0.1907   -0.4766 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2635    0.9638   -0.3082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0101    2.2610   -0.1638 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6596    0.6239   -0.2577 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3249   -0.3889   -0.8547 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6997   -0.6345   -0.6876 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4509    0.1775    0.1198 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8999   -0.0215    0.3316 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8053    1.2245    0.7479 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4674    1.4478    0.5736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0648   -0.9804   -1.1675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3000   -1.6358   -1.2563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3843   -2.8549   -1.9872 N   0  0  0  0  0  4  0  0  0  0  0  0
   -3.1933   -3.7307   -1.6452 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5387   -2.9879   -3.0560 O   0  0  0  0  0  1  0  0  0  0  0  0
   -3.4297   -1.1419   -0.6631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6299   -1.8322   -0.7836 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3884    2.3796    0.9386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9965    1.4990    2.4192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7046    2.2623    1.4459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0198    1.6290    0.6911 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7874   -1.0479   -1.5210 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1429   -1.4831   -1.2173 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2472   -0.9863   -0.1059 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1192    0.0241    1.4272 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5269    0.7775   -0.1603 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4253    1.8657    1.3936 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9958    2.2794    1.0859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2414   -1.4372   -1.6751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4372   -1.4193   -0.3239 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
  5 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 16 20  2  0
 20 21  1  0
 20  3  1  0
 14  8  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  9 26  1  0
 10 27  1  0
 12 28  1  0
 12 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 21 34  1  0
M  CHG  2  17   1  19  -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  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -2.667  -7.700   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.000  -9.240   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       1.334 -11.550   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       2.667 -12.320   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       4.001 -10.010   0.000  0.00  0.00           O+0
HETATM   19  N   UNK     0       4.001  -6.930   0.000  0.00  0.00           N+1
HETATM   20  O   UNK     0       5.335  -7.700   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       4.001  -5.390   0.000  0.00  0.00           O-1
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    5    7                                                       
CONECT    7    6    2                                                       
CONECT    8    5    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   19                                                  
CONECT   13   12   14   18                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14   10                                                       
CONECT   16   14   17                                                       
CONECT   17   16                                                            
CONECT   18   13                                                            
CONECT   19   12   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

COMPND    HMDB0244556
HETATM    1  C1  UNL     1      -4.636   1.693   1.383  1.00  0.00           C  
HETATM    2  O1  UNL     1      -4.474   0.538   0.636  1.00  0.00           O  
HETATM    3  C2  UNL     1      -3.315   0.056   0.046  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.117   0.690   0.132  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.935   0.191  -0.477  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.264   0.964  -0.308  1.00  0.00           C  
HETATM    7  O2  UNL     1      -0.010   2.261  -0.164  1.00  0.00           O  
HETATM    8  C6  UNL     1       1.660   0.624  -0.258  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.325  -0.389  -0.855  1.00  0.00           C  
HETATM   10  C8  UNL     1       3.700  -0.634  -0.688  1.00  0.00           C  
HETATM   11  C9  UNL     1       4.451   0.178   0.120  1.00  0.00           C  
HETATM   12  C10 UNL     1       5.900  -0.022   0.332  1.00  0.00           C  
HETATM   13  C11 UNL     1       3.805   1.225   0.748  1.00  0.00           C  
HETATM   14  C12 UNL     1       2.467   1.448   0.574  1.00  0.00           C  
HETATM   15  C13 UNL     1      -1.065  -0.980  -1.168  1.00  0.00           C  
HETATM   16  C14 UNL     1      -2.300  -1.636  -1.256  1.00  0.00           C  
HETATM   17  N1  UNL     1      -2.384  -2.855  -1.987  1.00  0.00           N1+
HETATM   18  O3  UNL     1      -3.193  -3.731  -1.645  1.00  0.00           O  
HETATM   19  O4  UNL     1      -1.539  -2.988  -3.056  1.00  0.00           O1-
HETATM   20  C15 UNL     1      -3.430  -1.142  -0.663  1.00  0.00           C  
HETATM   21  O5  UNL     1      -4.630  -1.832  -0.784  1.00  0.00           O  
HETATM   22  H1  UNL     1      -5.388   2.380   0.939  1.00  0.00           H  
HETATM   23  H2  UNL     1      -4.997   1.499   2.419  1.00  0.00           H  
HETATM   24  H3  UNL     1      -3.705   2.262   1.446  1.00  0.00           H  
HETATM   25  H4  UNL     1      -2.020   1.629   0.691  1.00  0.00           H  
HETATM   26  H5  UNL     1       1.787  -1.048  -1.521  1.00  0.00           H  
HETATM   27  H6  UNL     1       4.143  -1.483  -1.217  1.00  0.00           H  
HETATM   28  H7  UNL     1       6.247  -0.986  -0.106  1.00  0.00           H  
HETATM   29  H8  UNL     1       6.119   0.024   1.427  1.00  0.00           H  
HETATM   30  H9  UNL     1       6.527   0.778  -0.160  1.00  0.00           H  
HETATM   31  H10 UNL     1       4.425   1.866   1.394  1.00  0.00           H  
HETATM   32  H11 UNL     1       1.996   2.279   1.086  1.00  0.00           H  
HETATM   33  H12 UNL     1      -0.241  -1.437  -1.675  1.00  0.00           H  
HETATM   34  H13 UNL     1      -5.437  -1.419  -0.324  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3
CONECT    3    4    4   20
CONECT    4    5   25
CONECT    5    6   15   15
CONECT    6    7    7    8
CONECT    8    9    9   14
CONECT    9   10   26
CONECT   10   11   11   27
CONECT   11   12   13
CONECT   12   28   29   30
CONECT   13   14   14   31
CONECT   14   32
CONECT   15   16   33
CONECT   16   17   20   20
CONECT   17   18   18   19
CONECT   20   21
CONECT   21   34
END

HMDB0244556
     RDKit          3D
3-O-Methyltolcapone
 34 35  0  0  0  0  0  0  0  0999 V2000
   -4.6358    1.6929    1.3834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4745    0.5379    0.6358 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3151    0.0559    0.0461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1166    0.6900    0.1322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9351    0.1907   -0.4766 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2635    0.9638   -0.3082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0101    2.2610   -0.1638 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6596    0.6239   -0.2577 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3249   -0.3889   -0.8547 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6997   -0.6345   -0.6876 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4509    0.1775    0.1198 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8999   -0.0215    0.3316 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8053    1.2245    0.7479 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4674    1.4478    0.5736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0648   -0.9804   -1.1675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3000   -1.6358   -1.2563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3843   -2.8549   -1.9872 N   0  0  0  0  0  4  0  0  0  0  0  0
   -3.1933   -3.7307   -1.6452 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5387   -2.9879   -3.0560 O   0  0  0  0  0  1  0  0  0  0  0  0
   -3.4297   -1.1419   -0.6631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6299   -1.8322   -0.7836 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3884    2.3796    0.9386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9965    1.4990    2.4192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7046    2.2623    1.4459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0198    1.6290    0.6911 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7874   -1.0479   -1.5210 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1429   -1.4831   -1.2173 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2472   -0.9863   -0.1059 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1192    0.0241    1.4272 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5269    0.7775   -0.1603 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4253    1.8657    1.3936 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9958    2.2794    1.0859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2414   -1.4372   -1.6751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4372   -1.4193   -0.3239 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
  5 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 16 20  2  0
 20 21  1  0
 20  3  1  0
 14  8  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  9 26  1  0
 10 27  1  0
 12 28  1  0
 12 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 21 34  1  0
M  CHG  2  17   1  19  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₅H₁₃NO₅

Average Molecular Weight

287.271

Monoisotopic Molecular Weight

287.079372523

IUPAC Name

2-methoxy-4-(4-methylbenzoyl)-6-nitrophenol

Traditional Name

2-methoxy-4-(4-methylbenzoyl)-6-nitrophenol

CAS Registry Number

Not Available

SMILES

COC1=CC(=CC(=C1O)[N+]([O-])=O)C(=O)C1=CC=C(C)C=C1

InChI Identifier

InChI=1S/C15H13NO5/c1-9-3-5-10(6-4-9)14(17)11-7-12(16(19)20)15(18)13(8-11)21-2/h3-8,18H,1-2H3

InChI Key

VCNSNEJUGBEWTA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzophenones. These are organic compounds containing a ketone attached to two phenyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzophenones

Direct Parent

Benzophenones

Alternative Parents

Substituents

Benzophenone
Diphenylmethane
Aryl-phenylketone
Nitrophenyl ether
Methoxyphenol
Nitrophenol
Nitrobenzene
Methoxyaniline
Anisole
Phenoxy compound
Nitroaromatic compound
Benzoyl
Methoxybenzene
Aryl ketone
Phenol ether
Alkyl aryl ether
Phenol
Toluene
Ketone
Organic nitro compound
C-nitro compound
Allyl-type 1,3-dipolar organic compound
Propargyl-type 1,3-dipolar organic compound
Ether
Organic oxoazanium
Organic 1,3-dipolar compound
Organic nitrogen compound
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic zwitterion
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	3.26	ALOGPS
logP	3.42	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	5.78	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	89.67 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	76.44 m³·mol⁻¹	ChemAxon
Polarizability	28.57 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]+	167.557	30932474
DeepCCS	[M-H]-	164.996	30932474
DeepCCS	[M-2H]-	199.49	30932474
DeepCCS	[M+Na]+	175.437	30932474
AllCCS	[M+H]+	164.1	32859911
AllCCS	[M+H-H2O]+	160.4	32859911
AllCCS	[M+NH4]+	167.6	32859911
AllCCS	[M+Na]+	168.6	32859911
AllCCS	[M-H]-	163.8	32859911
AllCCS	[M+Na-2H]-	163.2	32859911
AllCCS	[M+HCOO]-	162.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-O-Methyltolcapone	COC1=CC(=CC(=C1O)[N+]([O-])=O)C(=O)C1=CC=C(C)C=C1	3748.6	Standard polar	33892256
3-O-Methyltolcapone	COC1=CC(=CC(=C1O)[N+]([O-])=O)C(=O)C1=CC=C(C)C=C1	2359.6	Standard non polar	33892256
3-O-Methyltolcapone	COC1=CC(=CC(=C1O)[N+]([O-])=O)C(=O)C1=CC=C(C)C=C1	2472.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3-O-Methyltolcapone GC-MS (Non-derivatized) - 70eV, Positive	splash10-014i-2960000000-75b24042475895df59bc	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-O-Methyltolcapone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-O-Methyltolcapone GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-O-Methyltolcapone GC-MS (TBDMS_1_1) - 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

112128

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

126117

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 3-O-Methyltolcapone (HMDB0244556)

MOL for HMDB0244556 (3-O-Methyltolcapone)

3D MOL for HMDB0244556 (3-O-Methyltolcapone)

3D SDF for HMDB0244556 (3-O-Methyltolcapone)

3D-SDF for HMDB0244556 (3-O-Methyltolcapone)

PDB for HMDB0244556 (3-O-Methyltolcapone)

3D PDB for HMDB0244556 (3-O-Methyltolcapone)

SMILES for HMDB0244556 (3-O-Methyltolcapone)

INCHI for HMDB0244556 (3-O-Methyltolcapone)

Structure for HMDB0244556 (3-O-Methyltolcapone)

3D Structure for HMDB0244556 (3-O-Methyltolcapone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra