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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 23:58:29 UTC

Update Date

2021-09-26 22:56:21 UTC

HMDB ID

HMDB0246953

Secondary Accession Numbers

None

Metabolite Identification

Common Name

1H-Pyrrole-2,5-dione, 1-[7-(dimethylamino)-4-methyl-2-oxo-2H-1-benzopyran-3-yl]-

Description

1-[7-(dimethylamino)-4-methyl-2-oxo-2H-chromen-3-yl]-2,5-dihydro-1H-pyrrole-2,5-dione belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one). Based on a literature review very few articles have been published on 1-[7-(dimethylamino)-4-methyl-2-oxo-2H-chromen-3-yl]-2,5-dihydro-1H-pyrrole-2,5-dione. This compound has been identified in human blood as reported by (PMID: 31557052 ). 1h-pyrrole-2,5-dione, 1-[7-(dimethylamino)-4-methyl-2-oxo-2h-1-benzopyran-3-yl]- is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 1H-Pyrrole-2,5-dione, 1-[7-(dimethylamino)-4-methyl-2-oxo-2H-1-benzopyran-3-yl]- 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

HMDB0246953
     RDKit          3D
1H-Pyrrole-2,5-dione, 1-[7-(dimethylamino)-4-methyl-2-oxo-2H-1-benzopyran-3-yl]-
 36 38  0  0  0  0  0  0  0  0999 V2000
    1.8694    1.6778   -0.8420 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2969    0.3927   -0.3734 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0871   -0.6815   -0.0316 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5263   -0.6005   -0.1195 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3909    0.1586    0.7127 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0256    0.8874    1.6756 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7605   -0.0476    0.2708 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7363   -0.8753   -0.7579 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3643   -1.2625   -1.0564 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9381   -2.0408   -1.9686 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4501   -1.8214    0.3976 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1386   -2.8261    0.7204 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1342   -1.9086    0.4883 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6240   -0.8831    0.1626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0119   -0.9688    0.2568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8443    0.0842   -0.0756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2598    0.0015    0.0273 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9706   -1.1414    0.5256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0490    1.1624   -0.4137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2417    1.2438   -0.5109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8853    1.3664   -0.6167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0730    0.2929   -0.2758 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3928    2.0639   -1.7732 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9561    1.5785   -1.0540 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7185    2.4105    0.0021 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6760    0.3909    0.6946 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5865   -1.2334   -1.3238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4074   -1.8990    0.5998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8811   -1.2898   -0.1162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3289   -0.9959    1.5745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4194   -2.1003    0.4471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7635    2.0807    0.1698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1257    0.9835   -0.2932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8093    1.4032   -1.4852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8781    2.0964   -0.7801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4754    2.3006   -0.9671 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  3 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 16 20  2  0
 20 21  1  0
 21 22  2  0
 22  2  1  0
  9  4  1  0
 22 14  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  7 26  1  0
  8 27  1  0
 15 28  1  0
 18 29  1  0
 18 30  1  0
 18 31  1  0
 19 32  1  0
 19 33  1  0
 19 34  1  0
 20 35  1  0
 21 36  1  0
M  END


  Mrv1652309112101582D          

 22 24  0  0  0  0            999 V2000
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   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 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    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
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1826   -0.3356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3541   -1.1425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7346    0.2775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3221    0.9920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5152    0.8205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9021    1.3725    0.0000 O   0  0  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
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  2  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  7 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
  3 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 16 21  1  0  0  0  0
 21 22  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0246953

> <DATABASE_NAME>
hmdb

> <SMILES>
CN(C)C1=CC2=C(C=C1)C(C)=C(N1C(=O)C=CC1=O)C(=O)O2

> <INCHI_IDENTIFIER>
InChI=1S/C16H14N2O4/c1-9-11-5-4-10(17(2)3)8-12(11)22-16(21)15(9)18-13(19)6-7-14(18)20/h4-8H,1-3H3

> <INCHI_KEY>
ADEORFBTPGKHRP-UHFFFAOYSA-N

> <FORMULA>
C16H14N2O4

> <MOLECULAR_WEIGHT>
298.298

> <EXACT_MASS>
298.095356939

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
30.380359716139687

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-[7-(dimethylamino)-4-methyl-2-oxo-2H-chromen-3-yl]-2,5-dihydro-1H-pyrrole-2,5-dione

> <ALOGPS_LOGP>
2.33

> <JCHEM_LOGP>
1.520024826

> <ALOGPS_LOGS>
-3.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
3.2331617253793405

> <JCHEM_POLAR_SURFACE_AREA>
66.92

> <JCHEM_REFRACTIVITY>
82.21339999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.30e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-[7-(dimethylamino)-4-methyl-2-oxochromen-3-yl]pyrrole-2,5-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0246953
     RDKit          3D
1H-Pyrrole-2,5-dione, 1-[7-(dimethylamino)-4-methyl-2-oxo-2H-1-benzopyran-3-yl]-
 36 38  0  0  0  0  0  0  0  0999 V2000
    1.8694    1.6778   -0.8420 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2969    0.3927   -0.3734 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0871   -0.6815   -0.0316 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5263   -0.6005   -0.1195 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3909    0.1586    0.7127 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0256    0.8874    1.6756 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7605   -0.0476    0.2708 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7363   -0.8753   -0.7579 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3643   -1.2625   -1.0564 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9381   -2.0408   -1.9686 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4501   -1.8214    0.3976 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1386   -2.8261    0.7204 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1342   -1.9086    0.4883 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6240   -0.8831    0.1626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0119   -0.9688    0.2568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8443    0.0842   -0.0756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2598    0.0015    0.0273 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9706   -1.1414    0.5256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0490    1.1624   -0.4137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2417    1.2438   -0.5109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8853    1.3664   -0.6167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0730    0.2929   -0.2758 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3928    2.0639   -1.7732 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9561    1.5785   -1.0540 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7185    2.4105    0.0021 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6760    0.3909    0.6946 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5865   -1.2334   -1.3238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4074   -1.8990    0.5998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8811   -1.2898   -0.1162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3289   -0.9959    1.5745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4194   -2.1003    0.4471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7635    2.0807    0.1698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1257    0.9835   -0.2932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8093    1.4032   -1.4852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8781    2.0964   -0.7801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4754    2.3006   -0.9671 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  3 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 16 20  2  0
 20 21  1  0
 21 22  2  0
 22  2  1  0
  9  4  1  0
 22 14  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  7 26  1  0
  8 27  1  0
 15 28  1  0
 18 29  1  0
 18 30  1  0
 18 31  1  0
 19 32  1  0
 19 33  1  0
 19 34  1  0
 20 35  1  0
 21 36  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -2.667  -3.080   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  -0.770   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       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       5.335  -3.080   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0      -2.667  -0.000   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      -4.074  -0.626   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -4.394  -2.133   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -5.105   0.518   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.335   1.852   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.828   1.532   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -1.684   2.562   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4   16                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   12                                                  
CONECT    8    7    2    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11    7                                                       
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16    3   17   21                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   16   22                                                  
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0246953
HETATM    1  C1  UNL     1       1.869   1.678  -0.842  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.297   0.393  -0.373  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.087  -0.682  -0.032  1.00  0.00           C  
HETATM    4  N1  UNL     1       3.526  -0.600  -0.119  1.00  0.00           N  
HETATM    5  C4  UNL     1       4.391   0.159   0.713  1.00  0.00           C  
HETATM    6  O1  UNL     1       4.026   0.887   1.676  1.00  0.00           O  
HETATM    7  C5  UNL     1       5.761  -0.048   0.271  1.00  0.00           C  
HETATM    8  C6  UNL     1       5.736  -0.875  -0.758  1.00  0.00           C  
HETATM    9  C7  UNL     1       4.364  -1.262  -1.056  1.00  0.00           C  
HETATM   10  O2  UNL     1       3.938  -2.041  -1.969  1.00  0.00           O  
HETATM   11  C8  UNL     1       1.450  -1.821   0.398  1.00  0.00           C  
HETATM   12  O3  UNL     1       2.139  -2.826   0.720  1.00  0.00           O  
HETATM   13  O4  UNL     1       0.134  -1.909   0.488  1.00  0.00           O  
HETATM   14  C9  UNL     1      -0.624  -0.883   0.163  1.00  0.00           C  
HETATM   15  C10 UNL     1      -2.012  -0.969   0.257  1.00  0.00           C  
HETATM   16  C11 UNL     1      -2.844   0.084  -0.076  1.00  0.00           C  
HETATM   17  N2  UNL     1      -4.260   0.001   0.027  1.00  0.00           N  
HETATM   18  C12 UNL     1      -4.971  -1.141   0.526  1.00  0.00           C  
HETATM   19  C13 UNL     1      -5.049   1.162  -0.414  1.00  0.00           C  
HETATM   20  C14 UNL     1      -2.242   1.244  -0.511  1.00  0.00           C  
HETATM   21  C15 UNL     1      -0.885   1.366  -0.617  1.00  0.00           C  
HETATM   22  C16 UNL     1      -0.073   0.293  -0.276  1.00  0.00           C  
HETATM   23  H1  UNL     1       1.393   2.064  -1.773  1.00  0.00           H  
HETATM   24  H2  UNL     1       2.956   1.578  -1.054  1.00  0.00           H  
HETATM   25  H3  UNL     1       1.719   2.410   0.002  1.00  0.00           H  
HETATM   26  H4  UNL     1       6.676   0.391   0.695  1.00  0.00           H  
HETATM   27  H5  UNL     1       6.586  -1.233  -1.324  1.00  0.00           H  
HETATM   28  H6  UNL     1      -2.407  -1.899   0.600  1.00  0.00           H  
HETATM   29  H7  UNL     1      -5.881  -1.290  -0.116  1.00  0.00           H  
HETATM   30  H8  UNL     1      -5.329  -0.996   1.574  1.00  0.00           H  
HETATM   31  H9  UNL     1      -4.419  -2.100   0.447  1.00  0.00           H  
HETATM   32  H10 UNL     1      -4.764   2.081   0.170  1.00  0.00           H  
HETATM   33  H11 UNL     1      -6.126   0.984  -0.293  1.00  0.00           H  
HETATM   34  H12 UNL     1      -4.809   1.403  -1.485  1.00  0.00           H  
HETATM   35  H13 UNL     1      -2.878   2.096  -0.780  1.00  0.00           H  
HETATM   36  H14 UNL     1      -0.475   2.301  -0.967  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3    3   22
CONECT    3    4   11
CONECT    4    5    9
CONECT    5    6    6    7
CONECT    7    8    8   26
CONECT    8    9   27
CONECT    9   10   10
CONECT   11   12   12   13
CONECT   13   14
CONECT   14   15   15   22
CONECT   15   16   28
CONECT   16   17   20   20
CONECT   17   18   19
CONECT   18   29   30   31
CONECT   19   32   33   34
CONECT   20   21   35
CONECT   21   22   22   36
END

HMDB0246953
     RDKit          3D
1H-Pyrrole-2,5-dione, 1-[7-(dimethylamino)-4-methyl-2-oxo-2H-1-benzopyran-3-yl]-
 36 38  0  0  0  0  0  0  0  0999 V2000
    1.8694    1.6778   -0.8420 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2969    0.3927   -0.3734 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0871   -0.6815   -0.0316 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5263   -0.6005   -0.1195 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3909    0.1586    0.7127 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0256    0.8874    1.6756 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7605   -0.0476    0.2708 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7363   -0.8753   -0.7579 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3643   -1.2625   -1.0564 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9381   -2.0408   -1.9686 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4501   -1.8214    0.3976 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1386   -2.8261    0.7204 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1342   -1.9086    0.4883 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6240   -0.8831    0.1626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0119   -0.9688    0.2568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8443    0.0842   -0.0756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2598    0.0015    0.0273 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9706   -1.1414    0.5256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0490    1.1624   -0.4137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2417    1.2438   -0.5109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8853    1.3664   -0.6167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0730    0.2929   -0.2758 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3928    2.0639   -1.7732 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9561    1.5785   -1.0540 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7185    2.4105    0.0021 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6760    0.3909    0.6946 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5865   -1.2334   -1.3238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4074   -1.8990    0.5998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8811   -1.2898   -0.1162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3289   -0.9959    1.5745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4194   -2.1003    0.4471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7635    2.0807    0.1698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1257    0.9835   -0.2932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8093    1.4032   -1.4852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8781    2.0964   -0.7801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4754    2.3006   -0.9671 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  3 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 16 20  2  0
 20 21  1  0
 21 22  2  0
 22  2  1  0
  9  4  1  0
 22 14  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  7 26  1  0
  8 27  1  0
 15 28  1  0
 18 29  1  0
 18 30  1  0
 18 31  1  0
 19 32  1  0
 19 33  1  0
 19 34  1  0
 20 35  1  0
 21 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
DACM	MeSH
N-(7-(Dimethylamino)-4-methyl-3-coumarinyl)maleimide	MeSH
N-(7-Dimethylamino-4-methylcoumarinyl)maleimide	MeSH

Chemical Formula

C₁₆H₁₄N₂O₄

Average Molecular Weight

298.298

Monoisotopic Molecular Weight

298.095356939

IUPAC Name

1-[7-(dimethylamino)-4-methyl-2-oxo-2H-chromen-3-yl]-2,5-dihydro-1H-pyrrole-2,5-dione

Traditional Name

1-[7-(dimethylamino)-4-methyl-2-oxochromen-3-yl]pyrrole-2,5-dione

CAS Registry Number

Not Available

SMILES

CN(C)C1=CC2=C(C=C1)C(C)=C(N1C(=O)C=CC1=O)C(=O)O2

InChI Identifier

InChI=1S/C16H14N2O4/c1-9-11-5-4-10(17(2)3)8-12(11)22-16(21)15(9)18-13(19)6-7-14(18)20/h4-8H,1-3H3

InChI Key

ADEORFBTPGKHRP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Not Available

Direct Parent

Coumarins and derivatives

Alternative Parents

Substituents

Coumarin
Benzopyran
1-benzopyran
Tertiary aliphatic/aromatic amine
Dialkylarylamine
Pyranone
Maleimide
Carboxylic acid imide, n-substituted
Pyran
Benzenoid
Carboxylic acid imide
Dicarboximide
Heteroaromatic compound
Pyrroline
Amino acid or derivatives
Tertiary amine
Lactone
Organoheterocyclic compound
Azacycle
Oxacycle
Carboxylic acid derivative
Amine
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Organonitrogen compound
Carbonyl group
Organooxygen compound
Organic nitrogen compound
Organopnictogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (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	2.33	ALOGPS
logP	1.52	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Basic)	3.23	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	66.92 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	82.21 m³·mol⁻¹	ChemAxon
Polarizability	30.38 Å³	ChemAxon
Number of Rings	3	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]+	173.821	30932474
DeepCCS	[M-H]-	171.463	30932474
DeepCCS	[M-2H]-	204.63	30932474
DeepCCS	[M+Na]+	179.914	30932474
AllCCS	[M+H]+	167.5	32859911
AllCCS	[M+H-H2O]+	164.0	32859911
AllCCS	[M+NH4]+	170.8	32859911
AllCCS	[M+Na]+	171.7	32859911
AllCCS	[M-H]-	172.6	32859911
AllCCS	[M+Na-2H]-	172.1	32859911
AllCCS	[M+HCOO]-	171.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1H-Pyrrole-2,5-dione, 1-[7-(dimethylamino)-4-methyl-2-oxo-2H-1-benzopyran-3-yl]-	CN(C)C1=CC2=C(C=C1)C(C)=C(N1C(=O)C=CC1=O)C(=O)O2	3608.3	Standard polar	33892256
1H-Pyrrole-2,5-dione, 1-[7-(dimethylamino)-4-methyl-2-oxo-2H-1-benzopyran-3-yl]-	CN(C)C1=CC2=C(C=C1)C(C)=C(N1C(=O)C=CC1=O)C(=O)O2	2812.3	Standard non polar	33892256
1H-Pyrrole-2,5-dione, 1-[7-(dimethylamino)-4-methyl-2-oxo-2H-1-benzopyran-3-yl]-	CN(C)C1=CC2=C(C=C1)C(C)=C(N1C(=O)C=CC1=O)C(=O)O2	3033.0	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 - 1H-Pyrrole-2,5-dione, 1-[7-(dimethylamino)-4-methyl-2-oxo-2H-1-benzopyran-3-yl]- GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fee-2190000000-08eda60143669212dca5	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1H-Pyrrole-2,5-dione, 1-[7-(dimethylamino)-4-methyl-2-oxo-2H-1-benzopyran-3-yl]- GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1H-Pyrrole-2,5-dione, 1-[7-(dimethylamino)-4-methyl-2-oxo-2H-1-benzopyran-3-yl]- 10V, Positive-QTOF	splash10-0002-0090000000-86e75f422b7620bd2cc8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1H-Pyrrole-2,5-dione, 1-[7-(dimethylamino)-4-methyl-2-oxo-2H-1-benzopyran-3-yl]- 20V, Positive-QTOF	splash10-0f6t-0090000000-1c91afa9bba6d67e1501	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1H-Pyrrole-2,5-dione, 1-[7-(dimethylamino)-4-methyl-2-oxo-2H-1-benzopyran-3-yl]- 40V, Positive-QTOF	splash10-0ftr-0590000000-a3a0eb0bfb3f983e9f9c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1H-Pyrrole-2,5-dione, 1-[7-(dimethylamino)-4-methyl-2-oxo-2H-1-benzopyran-3-yl]- 10V, Negative-QTOF	splash10-0002-0090000000-35ae8128bdb2a0218de2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1H-Pyrrole-2,5-dione, 1-[7-(dimethylamino)-4-methyl-2-oxo-2H-1-benzopyran-3-yl]- 20V, Negative-QTOF	splash10-0002-0090000000-bd75ffd1381fb2928f31	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1H-Pyrrole-2,5-dione, 1-[7-(dimethylamino)-4-methyl-2-oxo-2H-1-benzopyran-3-yl]- 40V, Negative-QTOF	splash10-001i-2390000000-3a61db9a079b2a259073	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

84232

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

93302

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 1H-Pyrrole-2,5-dione, 1-[7-(dimethylamino)-4-methyl-2-oxo-2H-1-benzopyran-3-yl]- (HMDB0246953)

MOL for HMDB0246953 (1H-Pyrrole-2,5-dione, 1-[7-(dimethylamino)-4-methyl-2-oxo-2H-1-benzopyran-3-yl]-)

3D MOL for HMDB0246953 (1H-Pyrrole-2,5-dione, 1-[7-(dimethylamino)-4-methyl-2-oxo-2H-1-benzopyran-3-yl]-)

3D SDF for HMDB0246953 (1H-Pyrrole-2,5-dione, 1-[7-(dimethylamino)-4-methyl-2-oxo-2H-1-benzopyran-3-yl]-)

3D-SDF for HMDB0246953 (1H-Pyrrole-2,5-dione, 1-[7-(dimethylamino)-4-methyl-2-oxo-2H-1-benzopyran-3-yl]-)

PDB for HMDB0246953 (1H-Pyrrole-2,5-dione, 1-[7-(dimethylamino)-4-methyl-2-oxo-2H-1-benzopyran-3-yl]-)

3D PDB for HMDB0246953 (1H-Pyrrole-2,5-dione, 1-[7-(dimethylamino)-4-methyl-2-oxo-2H-1-benzopyran-3-yl]-)

SMILES for HMDB0246953 (1H-Pyrrole-2,5-dione, 1-[7-(dimethylamino)-4-methyl-2-oxo-2H-1-benzopyran-3-yl]-)

INCHI for HMDB0246953 (1H-Pyrrole-2,5-dione, 1-[7-(dimethylamino)-4-methyl-2-oxo-2H-1-benzopyran-3-yl]-)

Structure for HMDB0246953 (1H-Pyrrole-2,5-dione, 1-[7-(dimethylamino)-4-methyl-2-oxo-2H-1-benzopyran-3-yl]-)

3D Structure for HMDB0246953 (1H-Pyrrole-2,5-dione, 1-[7-(dimethylamino)-4-methyl-2-oxo-2H-1-benzopyran-3-yl]-)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra