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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 11:59:06 UTC

Update Date

2021-09-26 23:06:46 UTC

HMDB ID

HMDB0253499

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Inproquone

Description

Inproquone, also known as bayer E39 or inprochon, belongs to the class of organic compounds known as p-benzoquinones. These are benzoquinones where the two C=O groups are attached at the 1- and 4-positions, respectively. Based on a literature review very few articles have been published on Inproquone. This compound has been identified in human blood as reported by (PMID: 31557052 ). Inproquone is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Inproquone 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

HMDB0253499
     RDKit          3D
Inproquone
 44 46  0  0  0  0  0  0  0  0999 V2000
    4.7951    2.0346   -0.0780 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7590    1.0010    0.3502 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8414   -0.1382   -0.6245 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9397   -1.1719   -0.3552 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5698   -1.0511   -0.3177 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9443   -1.1758    0.8367 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6115   -1.4296    2.0513 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9514   -0.7654    3.3719 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3718   -2.1609    3.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5303   -1.0506    0.9074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1365   -1.1669    1.9973 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3003   -0.7849   -0.3231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6830   -0.6647   -0.2745 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2011    0.4367    0.4597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7120    0.4552    0.4363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1510    1.6661    1.2466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6705   -0.6603   -1.4790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4491   -0.4051   -2.6381 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2935    0.3239   -3.5556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9208   -1.0338   -3.9304 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8008   -0.7893   -1.5240 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3582   -0.6628   -2.6501 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7901    1.7037    0.2738 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4998    3.0181    0.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8297    2.0200   -1.1917 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7643    1.4431    0.4131 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0143    0.6140    1.3582 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8689   -0.5606   -0.5917 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7012    0.2861   -1.6446 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0602   -0.5976    3.9908 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7237    0.0215    3.2946 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4477   -2.3395    2.8492 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8313   -2.9513    3.6224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8235    1.4048    0.1000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9091    0.3760    1.5404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1314   -0.4820    0.8267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0024    0.6183   -0.6378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3496    2.4533    1.2627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3746    1.3694    2.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0283    2.1736    0.7535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7995    1.1570   -4.0742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3510    0.5248   -3.2903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1158   -1.1542   -4.6917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5409   -1.9045   -3.7198 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  6 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 12 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 17 21  1  0
 21 22  2  0
 21  5  1  0
  9  7  1  0
 20 18  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
 19 41  1  0
 19 42  1  0
 20 43  1  0
 20 44  1  0
M  END


  Mrv1652309112113592D          

 22 24  0  0  0  0            999 V2000
   -1.0164    4.0145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3020    4.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    4.0145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    4.4270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414    4.0145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559    4.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704    4.0145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9849    4.4270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704    3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559    2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414    3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    2.7770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559    1.9520    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    1.2375    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
    3.9849    2.7770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6993    3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4138    2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1283    3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559    5.2520    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  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
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
  5 11  1  0  0  0  0
 11 12  2  0  0  0  0
 10 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 13 15  1  0  0  0  0
  9 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
  6 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 20 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253499

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCOC1=C(N2CC2)C(=O)C(OCCC)=C(N2CC2)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H22N2O4/c1-3-9-21-15-11(17-5-6-17)14(20)16(22-10-4-2)12(13(15)19)18-7-8-18/h3-10H2,1-2H3

> <INCHI_KEY>
NOVZFMNCTCKLPF-UHFFFAOYSA-N

> <FORMULA>
C16H22N2O4

> <MOLECULAR_WEIGHT>
306.362

> <EXACT_MASS>
306.157957196

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
32.86744793743058

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,5-bis(aziridin-1-yl)-3,6-dipropoxycyclohexa-2,5-diene-1,4-dione

> <ALOGPS_LOGP>
1.63

> <JCHEM_LOGP>
0.9476435173333329

> <ALOGPS_LOGS>
-1.14

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.707657773432661

> <JCHEM_POLAR_SURFACE_AREA>
58.62

> <JCHEM_REFRACTIVITY>
86.4616

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.21e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,5-bis(aziridin-1-yl)-3,6-dipropoxycyclohexa-2,5-diene-1,4-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253499
     RDKit          3D
Inproquone
 44 46  0  0  0  0  0  0  0  0999 V2000
    4.7951    2.0346   -0.0780 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7590    1.0010    0.3502 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8414   -0.1382   -0.6245 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9397   -1.1719   -0.3552 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5698   -1.0511   -0.3177 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9443   -1.1758    0.8367 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6115   -1.4296    2.0513 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9514   -0.7654    3.3719 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3718   -2.1609    3.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5303   -1.0506    0.9074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1365   -1.1669    1.9973 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3003   -0.7849   -0.3231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6830   -0.6647   -0.2745 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2011    0.4367    0.4597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7120    0.4552    0.4363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1510    1.6661    1.2466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6705   -0.6603   -1.4790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4491   -0.4051   -2.6381 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2935    0.3239   -3.5556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9208   -1.0338   -3.9304 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8008   -0.7893   -1.5240 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3582   -0.6628   -2.6501 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7901    1.7037    0.2738 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4998    3.0181    0.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8297    2.0200   -1.1917 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7643    1.4431    0.4131 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0143    0.6140    1.3582 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8689   -0.5606   -0.5917 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7012    0.2861   -1.6446 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0602   -0.5976    3.9908 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7237    0.0215    3.2946 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4477   -2.3395    2.8492 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8313   -2.9513    3.6224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8235    1.4048    0.1000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9091    0.3760    1.5404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1314   -0.4820    0.8267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0024    0.6183   -0.6378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3496    2.4533    1.2627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3746    1.3694    2.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0283    2.1736    0.7535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7995    1.1570   -4.0742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3510    0.5248   -3.2903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1158   -1.1542   -4.6917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5409   -1.9045   -3.7198 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  6 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 12 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 17 21  1  0
 21 22  2  0
 21  5  1  0
  9  7  1  0
 20 18  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
 19 41  1  0
 19 42  1  0
 20 43  1  0
 20 44  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      -1.897   7.494   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.564   8.264   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.770   7.494   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       2.104   8.264   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       3.437   7.494   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.771   8.264   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.105   7.494   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       7.438   8.264   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       6.105   5.954   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.771   5.184   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.437   5.954   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       2.104   5.184   0.000  0.00  0.00           O+0
HETATM   13  N   UNK     0       4.771   3.644   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       5.541   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       7.438   5.184   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       8.772   5.954   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.106   5.184   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.439   5.954   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       4.771   9.804   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0       4.001  11.137   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.541  11.137   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   11                                                  
CONECT    6    5    7   20                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   16                                                  
CONECT   10    9   11   13                                                  
CONECT   11   10    5   12                                                  
CONECT   12   11                                                            
CONECT   13   10   14   15                                                  
CONECT   14   13   15                                                       
CONECT   15   14   13                                                       
CONECT   16    9   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18                                                            
CONECT   20    6   21   22                                                  
CONECT   21   20   22                                                       
CONECT   22   21   20                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0253499
HETATM    1  C1  UNL     1       4.795   2.035  -0.078  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.759   1.001   0.350  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.841  -0.138  -0.624  1.00  0.00           C  
HETATM    4  O1  UNL     1       2.940  -1.172  -0.355  1.00  0.00           O  
HETATM    5  C4  UNL     1       1.570  -1.051  -0.318  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.944  -1.176   0.837  1.00  0.00           C  
HETATM    7  N1  UNL     1       1.611  -1.430   2.051  1.00  0.00           N  
HETATM    8  C6  UNL     1       1.951  -0.765   3.372  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.372  -2.161   3.044  1.00  0.00           C  
HETATM   10  C8  UNL     1      -0.530  -1.051   0.907  1.00  0.00           C  
HETATM   11  O2  UNL     1      -1.136  -1.167   1.997  1.00  0.00           O  
HETATM   12  C9  UNL     1      -1.300  -0.785  -0.323  1.00  0.00           C  
HETATM   13  O3  UNL     1      -2.683  -0.665  -0.275  1.00  0.00           O  
HETATM   14  C10 UNL     1      -3.201   0.437   0.460  1.00  0.00           C  
HETATM   15  C11 UNL     1      -4.712   0.455   0.436  1.00  0.00           C  
HETATM   16  C12 UNL     1      -5.151   1.666   1.247  1.00  0.00           C  
HETATM   17  C13 UNL     1      -0.671  -0.660  -1.479  1.00  0.00           C  
HETATM   18  N2  UNL     1      -1.449  -0.405  -2.638  1.00  0.00           N  
HETATM   19  C14 UNL     1      -2.293   0.324  -3.556  1.00  0.00           C  
HETATM   20  C15 UNL     1      -1.921  -1.034  -3.930  1.00  0.00           C  
HETATM   21  C16 UNL     1       0.801  -0.789  -1.524  1.00  0.00           C  
HETATM   22  O4  UNL     1       1.358  -0.663  -2.650  1.00  0.00           O  
HETATM   23  H1  UNL     1       5.790   1.704   0.274  1.00  0.00           H  
HETATM   24  H2  UNL     1       4.500   3.018   0.319  1.00  0.00           H  
HETATM   25  H3  UNL     1       4.830   2.020  -1.192  1.00  0.00           H  
HETATM   26  H4  UNL     1       2.764   1.443   0.413  1.00  0.00           H  
HETATM   27  H5  UNL     1       4.014   0.614   1.358  1.00  0.00           H  
HETATM   28  H6  UNL     1       4.869  -0.561  -0.592  1.00  0.00           H  
HETATM   29  H7  UNL     1       3.701   0.286  -1.645  1.00  0.00           H  
HETATM   30  H8  UNL     1       1.060  -0.598   3.991  1.00  0.00           H  
HETATM   31  H9  UNL     1       2.724   0.021   3.295  1.00  0.00           H  
HETATM   32  H10 UNL     1       3.448  -2.340   2.849  1.00  0.00           H  
HETATM   33  H11 UNL     1       1.831  -2.951   3.622  1.00  0.00           H  
HETATM   34  H12 UNL     1      -2.823   1.405   0.100  1.00  0.00           H  
HETATM   35  H13 UNL     1      -2.909   0.376   1.540  1.00  0.00           H  
HETATM   36  H14 UNL     1      -5.131  -0.482   0.827  1.00  0.00           H  
HETATM   37  H15 UNL     1      -5.002   0.618  -0.638  1.00  0.00           H  
HETATM   38  H16 UNL     1      -4.350   2.453   1.263  1.00  0.00           H  
HETATM   39  H17 UNL     1      -5.375   1.369   2.286  1.00  0.00           H  
HETATM   40  H18 UNL     1      -6.028   2.174   0.753  1.00  0.00           H  
HETATM   41  H19 UNL     1      -1.799   1.157  -4.074  1.00  0.00           H  
HETATM   42  H20 UNL     1      -3.351   0.525  -3.290  1.00  0.00           H  
HETATM   43  H21 UNL     1      -1.116  -1.154  -4.692  1.00  0.00           H  
HETATM   44  H22 UNL     1      -2.541  -1.904  -3.720  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3   26   27
CONECT    3    4   28   29
CONECT    4    5
CONECT    5    6    6   21
CONECT    6    7   10
CONECT    7    8    9
CONECT    8    9   30   31
CONECT    9   32   33
CONECT   10   11   11   12
CONECT   12   13   17   17
CONECT   13   14
CONECT   14   15   34   35
CONECT   15   16   36   37
CONECT   16   38   39   40
CONECT   17   18   21
CONECT   18   19   20
CONECT   19   20   41   42
CONECT   20   43   44
CONECT   21   22   22
END

HMDB0253499
     RDKit          3D
Inproquone
 44 46  0  0  0  0  0  0  0  0999 V2000
    4.7951    2.0346   -0.0780 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7590    1.0010    0.3502 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8414   -0.1382   -0.6245 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9397   -1.1719   -0.3552 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5698   -1.0511   -0.3177 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9443   -1.1758    0.8367 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6115   -1.4296    2.0513 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9514   -0.7654    3.3719 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3718   -2.1609    3.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5303   -1.0506    0.9074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1365   -1.1669    1.9973 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3003   -0.7849   -0.3231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6830   -0.6647   -0.2745 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2011    0.4367    0.4597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7120    0.4552    0.4363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1510    1.6661    1.2466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6705   -0.6603   -1.4790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4491   -0.4051   -2.6381 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2935    0.3239   -3.5556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9208   -1.0338   -3.9304 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8008   -0.7893   -1.5240 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3582   -0.6628   -2.6501 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7901    1.7037    0.2738 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4998    3.0181    0.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8297    2.0200   -1.1917 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7643    1.4431    0.4131 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0143    0.6140    1.3582 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8689   -0.5606   -0.5917 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7012    0.2861   -1.6446 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0602   -0.5976    3.9908 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7237    0.0215    3.2946 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4477   -2.3395    2.8492 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8313   -2.9513    3.6224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8235    1.4048    0.1000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9091    0.3760    1.5404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1314   -0.4820    0.8267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0024    0.6183   -0.6378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3496    2.4533    1.2627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3746    1.3694    2.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0283    2.1736    0.7535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7995    1.1570   -4.0742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3510    0.5248   -3.2903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1158   -1.1542   -4.6917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5409   -1.9045   -3.7198 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  6 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 12 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 17 21  1  0
 21 22  2  0
 21  5  1  0
  9  7  1  0
 20 18  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
 19 41  1  0
 19 42  1  0
 20 43  1  0
 20 44  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Bayer e39	MeSH
Inprochon	MeSH

Chemical Formula

C₁₆H₂₂N₂O₄

Average Molecular Weight

306.362

Monoisotopic Molecular Weight

306.157957196

IUPAC Name

2,5-bis(aziridin-1-yl)-3,6-dipropoxycyclohexa-2,5-diene-1,4-dione

Traditional Name

2,5-bis(aziridin-1-yl)-3,6-dipropoxycyclohexa-2,5-diene-1,4-dione

CAS Registry Number

Not Available

SMILES

CCCOC1=C(N2CC2)C(=O)C(OCCC)=C(N2CC2)C1=O

InChI Identifier

InChI=1S/C16H22N2O4/c1-3-9-21-15-11(17-5-6-17)14(20)16(22-10-4-2)12(13(15)19)18-7-8-18/h3-10H2,1-2H3

InChI Key

NOVZFMNCTCKLPF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as p-benzoquinones. These are benzoquinones where the two C=O groups are attached at the 1- and 4-positions, respectively.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

P-benzoquinones

Alternative Parents

Substituents

P-benzoquinone
Vinylogous amide
Vinylogous ester
N-vinylaziridine
Vinylaziridine
Tertiary amine
Tertiary aliphatic amine
Aziridine
Enamine
Azacycle
Organoheterocyclic compound
Organopnictogen compound
Organic nitrogen compound
Organonitrogen compound
Organic oxide
Hydrocarbon derivative
Amine
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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	1.63	ALOGPS
logP	0.95	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Basic)	-4.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	58.62 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	86.46 m³·mol⁻¹	ChemAxon
Polarizability	32.87 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	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	177.572	30932474
DeepCCS	[M-H]-	175.214	30932474
DeepCCS	[M-2H]-	208.1	30932474
DeepCCS	[M+Na]+	183.665	30932474
AllCCS	[M+H]+	171.9	32859911
AllCCS	[M+H-H2O]+	168.9	32859911
AllCCS	[M+NH4]+	174.7	32859911
AllCCS	[M+Na]+	175.5	32859911
AllCCS	[M-H]-	174.4	32859911
AllCCS	[M+Na-2H]-	174.3	32859911
AllCCS	[M+HCOO]-	174.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Inproquone	CCCOC1=C(N2CC2)C(=O)C(OCCC)=C(N2CC2)C1=O	3205.1	Standard polar	33892256
Inproquone	CCCOC1=C(N2CC2)C(=O)C(OCCC)=C(N2CC2)C1=O	2056.9	Standard non polar	33892256
Inproquone	CCCOC1=C(N2CC2)C(=O)C(OCCC)=C(N2CC2)C1=O	2354.3	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 - Inproquone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fai-9230000000-22bdfcbc94f5b0cc5fa0	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Inproquone 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 - Inproquone 10V, Positive-QTOF	splash10-0a4i-0009000000-0d66b77081c4f67c04ad	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Inproquone 20V, Positive-QTOF	splash10-0a4i-0039000000-5c7e253081a0e39cd59a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Inproquone 40V, Positive-QTOF	splash10-05gi-2291000000-789281da09ad2adbc560	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Inproquone 10V, Negative-QTOF	splash10-0a4i-0009000000-a47b6b5ce94215134fe0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Inproquone 20V, Negative-QTOF	splash10-0a4i-0739000000-66e67d005620fa949d1c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Inproquone 40V, Negative-QTOF	splash10-0pdi-1290000000-d459bb62ada31a9df25b	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

64692

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71627

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 Inproquone (HMDB0253499)

MOL for HMDB0253499 (Inproquone)

3D MOL for HMDB0253499 (Inproquone)

3D SDF for HMDB0253499 (Inproquone)

3D-SDF for HMDB0253499 (Inproquone)

PDB for HMDB0253499 (Inproquone)

3D PDB for HMDB0253499 (Inproquone)

SMILES for HMDB0253499 (Inproquone)

INCHI for HMDB0253499 (Inproquone)

Structure for HMDB0253499 (Inproquone)

3D Structure for HMDB0253499 (Inproquone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra