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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 02:15:39 UTC

Update Date

2021-09-26 22:59:18 UTC

HMDB ID

HMDB0248810

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Aziridyl benzoquinone

Description

AZIRIDYL BENZOQUINONE, also known as benzoquinone aziridine or bayer a 139, 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 AZIRIDYL BENZOQUINONE. This compound has been identified in human blood as reported by (PMID: 31557052 ). Aziridyl benzoquinone is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Aziridyl benzoquinone 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

HMDB0248810
     RDKit          3D
Aziridyl benzoquinone
 46 48  0  0  0  0  0  0  0  0999 V2000
   -6.3465    0.3295   -2.3059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9980    0.6047   -2.0953 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4141   -0.4607   -1.4210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9529   -0.1000   -1.2149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2583   -1.1204   -0.5405 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9303   -0.9661   -0.2512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5418   -1.2759    1.0003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5000   -1.7372    1.9434 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4587   -1.5022    2.9931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2615   -2.8760    2.5772 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8666   -1.1102    1.3073 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2100   -1.4101    2.4975 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8457   -0.6334    0.3345 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1865   -0.4889    0.6731 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5366    0.3046    1.8126 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0323    1.7053    1.5780 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3150    2.5513    2.6218 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6490    2.7099    2.9127 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4752   -0.3267   -0.8987 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4144    0.1383   -1.8530 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5941   -0.0866   -2.7464 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9349    1.1874   -2.6810 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0549   -0.4927   -1.2129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2681   -0.1888   -2.4106 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8062    0.2098   -1.3011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8619    1.1083   -2.8831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4469   -0.6237   -2.8833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4666   -1.4179   -1.9486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8775   -0.5034   -0.4208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8549    0.8246   -0.6065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5269    0.1073   -2.2179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9924   -1.1710    3.9526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4143   -1.0189    2.7967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6620   -3.5369    3.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9475   -3.4136    1.9046 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0940   -0.0755    2.7472 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6470    0.2775    1.8925 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4781    2.0459    0.6202 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9228    1.6509    1.4619 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7224    3.4276    3.7807 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1980    3.1511    2.0764 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0554    1.7320    3.2410 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5242   -0.3450   -2.2193 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3813   -0.7613   -3.6253 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2969    1.4812   -3.5667 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3518    2.0958   -2.1980 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  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  7 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 13 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
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 10  8  1  0
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  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
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  9 32  1  0
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 18 40  1  0
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 18 42  1  0
 21 43  1  0
 21 44  1  0
 22 45  1  0
 22 46  1  0
M  END

  Mrv1572004201615502D          

 24 26  0  0  0  0            999 V2000
   -2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -4.0145    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
    0.4125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -3.3000    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
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    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   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.0625    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   -3.3000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  6  5  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  1  0  0  0  0
 13 12  1  0  0  0  0
 14 11  1  0  0  0  0
 15 11  2  0  0  0  0
 15 13  1  0  0  0  0
 16 12  2  0  0  0  0
 16 14  1  0  0  0  0
 17  3  1  0  0  0  0
 17  4  1  0  0  0  0
 17 11  1  0  0  0  0
 18  5  1  0  0  0  0
 18  6  1  0  0  0  0
 18 12  1  0  0  0  0
 19 13  2  0  0  0  0
 20 14  2  0  0  0  0
 21  1  1  0  0  0  0
 21  7  1  0  0  0  0
 22  2  1  0  0  0  0
 22  8  1  0  0  0  0
 23  9  1  0  0  0  0
 23 15  1  0  0  0  0
 24 10  1  0  0  0  0
 24 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0248810

> <DATABASE_NAME>
hmdb

> <SMILES>
COCCOC1=C(N2CC2)C(=O)C(OCCOC)=C(N2CC2)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H22N2O6/c1-21-7-9-23-15-11(17-3-4-17)14(20)16(24-10-8-22-2)12(13(15)19)18-5-6-18/h3-10H2,1-2H3

> <INCHI_KEY>
ASWYYIAZATTZLB-UHFFFAOYSA-N

> <FORMULA>
C16H22N2O6

> <MOLECULAR_WEIGHT>
338.36

> <EXACT_MASS>
338.147786436

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
35.011645619818225

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
0.11

> <JCHEM_LOGP>
-0.904968198666667

> <ALOGPS_LOGS>
-1.30

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-3.764848960011474

> <JCHEM_POLAR_SURFACE_AREA>
77.31000000000002

> <JCHEM_REFRACTIVITY>
90.0034

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.69e+01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0248810
     RDKit          3D
Aziridyl benzoquinone
 46 48  0  0  0  0  0  0  0  0999 V2000
   -6.3465    0.3295   -2.3059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9980    0.6047   -2.0953 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4141   -0.4607   -1.4210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9529   -0.1000   -1.2149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2583   -1.1204   -0.5405 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9303   -0.9661   -0.2512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5418   -1.2759    1.0003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5000   -1.7372    1.9434 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4587   -1.5022    2.9931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2615   -2.8760    2.5772 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8666   -1.1102    1.3073 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2100   -1.4101    2.4975 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8457   -0.6334    0.3345 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1865   -0.4889    0.6731 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5366    0.3046    1.8126 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0323    1.7053    1.5780 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3150    2.5513    2.6218 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6490    2.7099    2.9127 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4752   -0.3267   -0.8987 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4144    0.1383   -1.8530 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5941   -0.0866   -2.7464 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9349    1.1874   -2.6810 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0549   -0.4927   -1.2129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2681   -0.1888   -2.4106 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8062    0.2098   -1.3011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8619    1.1083   -2.8831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4469   -0.6237   -2.8833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4666   -1.4179   -1.9486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8775   -0.5034   -0.4208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8549    0.8246   -0.6065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5269    0.1073   -2.2179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9924   -1.1710    3.9526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4143   -1.0189    2.7967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6620   -3.5369    3.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9475   -3.4136    1.9046 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0940   -0.0755    2.7472 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6470    0.2775    1.8925 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4781    2.0459    0.6202 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9228    1.6509    1.4619 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7224    3.4276    3.7807 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1980    3.1511    2.0764 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0554    1.7320    3.2410 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5242   -0.3450   -2.2193 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3813   -0.7613   -3.6253 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2969    1.4812   -3.5667 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3518    2.0958   -2.1980 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  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  7 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 13 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 19 23  1  0
 23 24  2  0
 23  6  1  0
 10  8  1  0
 22 20  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 10 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 18 40  1  0
 18 41  1  0
 18 42  1  0
 21 43  1  0
 21 44  1  0
 22 45  1  0
 22 46  1  0
M  END

HEADER    PROTEIN                                 20-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-16         0                                  
HETATM    1  C   UNK     0      -5.335  -9.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.002  -1.540   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  C   UNK     0       0.770  -7.494   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.770   1.334   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.770   1.334   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335  -1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.667  -6.160   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000  -1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334  -3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.334  -3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0      -0.000  -6.160   0.000  0.00  0.00           N+0
HETATM   18  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   19  O   UNK     0      -2.667  -1.540   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -4.001  -8.470   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       2.667  -1.540   0.000  0.00  0.00           O+0
CONECT    1   21                                                            
CONECT    2   22                                                            
CONECT    3    4   17                                                       
CONECT    4    3   17                                                       
CONECT    5    6   18                                                       
CONECT    6    5   18                                                       
CONECT    7    9   21                                                       
CONECT    8   10   22                                                       
CONECT    9    7   23                                                       
CONECT   10    8   24                                                       
CONECT   11   14   15   17                                                  
CONECT   12   13   16   18                                                  
CONECT   13   12   15   19                                                  
CONECT   14   11   16   20                                                  
CONECT   15   11   13   23                                                  
CONECT   16   12   14   24                                                  
CONECT   17    3    4   11                                                  
CONECT   18    5    6   12                                                  
CONECT   19   13                                                            
CONECT   20   14                                                            
CONECT   21    1    7                                                       
CONECT   22    2    8                                                       
CONECT   23    9   15                                                       
CONECT   24   10   16                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

COMPND    HMDB0248810
HETATM    1  C1  UNL     1      -6.346   0.330  -2.306  1.00  0.00           C  
HETATM    2  O1  UNL     1      -4.998   0.605  -2.095  1.00  0.00           O  
HETATM    3  C2  UNL     1      -4.414  -0.461  -1.421  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.953  -0.100  -1.215  1.00  0.00           C  
HETATM    5  O2  UNL     1      -2.258  -1.120  -0.540  1.00  0.00           O  
HETATM    6  C4  UNL     1      -0.930  -0.966  -0.251  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.542  -1.276   1.000  1.00  0.00           C  
HETATM    8  N1  UNL     1      -1.500  -1.737   1.943  1.00  0.00           N  
HETATM    9  C6  UNL     1      -2.459  -1.502   2.993  1.00  0.00           C  
HETATM   10  C7  UNL     1      -2.262  -2.876   2.577  1.00  0.00           C  
HETATM   11  C8  UNL     1       0.867  -1.110   1.307  1.00  0.00           C  
HETATM   12  O3  UNL     1       1.210  -1.410   2.497  1.00  0.00           O  
HETATM   13  C9  UNL     1       1.846  -0.633   0.335  1.00  0.00           C  
HETATM   14  O4  UNL     1       3.186  -0.489   0.673  1.00  0.00           O  
HETATM   15  C10 UNL     1       3.537   0.305   1.813  1.00  0.00           C  
HETATM   16  C11 UNL     1       3.032   1.705   1.578  1.00  0.00           C  
HETATM   17  O5  UNL     1       3.315   2.551   2.622  1.00  0.00           O  
HETATM   18  C12 UNL     1       4.649   2.710   2.913  1.00  0.00           C  
HETATM   19  C13 UNL     1       1.475  -0.327  -0.899  1.00  0.00           C  
HETATM   20  N2  UNL     1       2.414   0.138  -1.853  1.00  0.00           N  
HETATM   21  C14 UNL     1       3.594  -0.087  -2.746  1.00  0.00           C  
HETATM   22  C15 UNL     1       2.935   1.187  -2.681  1.00  0.00           C  
HETATM   23  C16 UNL     1       0.055  -0.493  -1.213  1.00  0.00           C  
HETATM   24  O6  UNL     1      -0.268  -0.189  -2.411  1.00  0.00           O  
HETATM   25  H1  UNL     1      -6.806   0.210  -1.301  1.00  0.00           H  
HETATM   26  H2  UNL     1      -6.862   1.108  -2.883  1.00  0.00           H  
HETATM   27  H3  UNL     1      -6.447  -0.624  -2.883  1.00  0.00           H  
HETATM   28  H4  UNL     1      -4.467  -1.418  -1.949  1.00  0.00           H  
HETATM   29  H5  UNL     1      -4.878  -0.503  -0.421  1.00  0.00           H  
HETATM   30  H6  UNL     1      -2.855   0.825  -0.606  1.00  0.00           H  
HETATM   31  H7  UNL     1      -2.527   0.107  -2.218  1.00  0.00           H  
HETATM   32  H8  UNL     1      -1.992  -1.171   3.953  1.00  0.00           H  
HETATM   33  H9  UNL     1      -3.414  -1.019   2.797  1.00  0.00           H  
HETATM   34  H10 UNL     1      -1.662  -3.537   3.226  1.00  0.00           H  
HETATM   35  H11 UNL     1      -2.947  -3.414   1.905  1.00  0.00           H  
HETATM   36  H12 UNL     1       3.094  -0.076   2.747  1.00  0.00           H  
HETATM   37  H13 UNL     1       4.647   0.277   1.893  1.00  0.00           H  
HETATM   38  H14 UNL     1       3.478   2.046   0.620  1.00  0.00           H  
HETATM   39  H15 UNL     1       1.923   1.651   1.462  1.00  0.00           H  
HETATM   40  H16 UNL     1       4.722   3.428   3.781  1.00  0.00           H  
HETATM   41  H17 UNL     1       5.198   3.151   2.076  1.00  0.00           H  
HETATM   42  H18 UNL     1       5.055   1.732   3.241  1.00  0.00           H  
HETATM   43  H19 UNL     1       4.524  -0.345  -2.219  1.00  0.00           H  
HETATM   44  H20 UNL     1       3.381  -0.761  -3.625  1.00  0.00           H  
HETATM   45  H21 UNL     1       2.297   1.481  -3.567  1.00  0.00           H  
HETATM   46  H22 UNL     1       3.352   2.096  -2.198  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3
CONECT    3    4   28   29
CONECT    4    5   30   31
CONECT    5    6
CONECT    6    7    7   23
CONECT    7    8   11
CONECT    8    9   10
CONECT    9   10   32   33
CONECT   10   34   35
CONECT   11   12   12   13
CONECT   13   14   19   19
CONECT   14   15
CONECT   15   16   36   37
CONECT   16   17   38   39
CONECT   17   18
CONECT   18   40   41   42
CONECT   19   20   23
CONECT   20   21   22
CONECT   21   22   43   44
CONECT   22   45   46
CONECT   23   24   24
END

HMDB0248810
     RDKit          3D
Aziridyl benzoquinone
 46 48  0  0  0  0  0  0  0  0999 V2000
   -6.3465    0.3295   -2.3059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9980    0.6047   -2.0953 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4141   -0.4607   -1.4210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9529   -0.1000   -1.2149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2583   -1.1204   -0.5405 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9303   -0.9661   -0.2512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5418   -1.2759    1.0003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5000   -1.7372    1.9434 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4587   -1.5022    2.9931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2615   -2.8760    2.5772 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8666   -1.1102    1.3073 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2100   -1.4101    2.4975 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8457   -0.6334    0.3345 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1865   -0.4889    0.6731 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5366    0.3046    1.8126 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0323    1.7053    1.5780 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3150    2.5513    2.6218 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6490    2.7099    2.9127 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4752   -0.3267   -0.8987 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4144    0.1383   -1.8530 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5941   -0.0866   -2.7464 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9349    1.1874   -2.6810 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0549   -0.4927   -1.2129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2681   -0.1888   -2.4106 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8062    0.2098   -1.3011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8619    1.1083   -2.8831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4469   -0.6237   -2.8833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4666   -1.4179   -1.9486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8775   -0.5034   -0.4208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8549    0.8246   -0.6065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5269    0.1073   -2.2179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9924   -1.1710    3.9526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4143   -1.0189    2.7967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6620   -3.5369    3.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9475   -3.4136    1.9046 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0940   -0.0755    2.7472 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6470    0.2775    1.8925 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4781    2.0459    0.6202 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9228    1.6509    1.4619 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7224    3.4276    3.7807 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1980    3.1511    2.0764 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0554    1.7320    3.2410 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5242   -0.3450   -2.2193 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3813   -0.7613   -3.6253 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2969    1.4812   -3.5667 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3518    2.0958   -2.1980 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  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  7 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 13 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 19 23  1  0
 23 24  2  0
 23  6  1  0
 10  8  1  0
 22 20  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 10 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 18 40  1  0
 18 41  1  0
 18 42  1  0
 21 43  1  0
 21 44  1  0
 22 45  1  0
 22 46  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Benzoquinone aziridine	Kegg
2,5-Bis(1-aziridinyl)-3,6-bis(2-methoxyethoxy)-2,5-cyclohexadiene-1,4-dione	MeSH
2,5-Bis(1-aziridinyl)-3,6-bis(2-methoxyethoxy)-4-benzoquinone	MeSH
2,5-Bis(aziridinyl)-3,6-bis(2-methoxyethoxy)quinone	MeSH
2,5-Bis(methoxyethoxy)-3,6-bis(ethyleneimino)-p-benzoquinone	MeSH
Bayer a 139	MeSH

Chemical Formula

C₁₆H₂₂N₂O₆

Average Molecular Weight

338.36

Monoisotopic Molecular Weight

338.147786436

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

COCCOC1=C(N2CC2)C(=O)C(OCCOC)=C(N2CC2)C1=O

InChI Identifier

InChI=1S/C16H22N2O6/c1-21-7-9-23-15-11(17-3-4-17)14(20)16(24-10-8-22-2)12(13(15)19)18-5-6-18/h3-10H2,1-2H3

InChI Key

ASWYYIAZATTZLB-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
Dialkyl ether
Enamine
Ether
Azacycle
Organoheterocyclic compound
Organonitrogen compound
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Amine
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

p-quinone (CHEBI:82394 )

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	0.11	ALOGPS
logP	-0.9	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	77.31 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	90 m³·mol⁻¹	ChemAxon
Polarizability	35.01 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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]+	183.459	30932474
DeepCCS	[M-H]-	181.101	30932474
DeepCCS	[M-2H]-	213.987	30932474
DeepCCS	[M+Na]+	189.552	30932474
AllCCS	[M+H]+	177.6	32859911
AllCCS	[M+H-H2O]+	174.8	32859911
AllCCS	[M+NH4]+	180.2	32859911
AllCCS	[M+Na]+	180.9	32859911
AllCCS	[M-H]-	180.1	32859911
AllCCS	[M+Na-2H]-	180.2	32859911
AllCCS	[M+HCOO]-	180.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Aziridyl benzoquinone	COCCOC1=C(N2CC2)C(=O)C(OCCOC)=C(N2CC2)C1=O	3501.0	Standard polar	33892256
Aziridyl benzoquinone	COCCOC1=C(N2CC2)C(=O)C(OCCOC)=C(N2CC2)C1=O	2131.6	Standard non polar	33892256
Aziridyl benzoquinone	COCCOC1=C(N2CC2)C(=O)C(OCCOC)=C(N2CC2)C1=O	2540.4	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 - Aziridyl benzoquinone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f6t-9220000000-7db013d7b951f6042e35	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aziridyl benzoquinone 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 - Aziridyl benzoquinone 10V, Positive-QTOF	splash10-000i-1029000000-67c8ae9e98ba8c7ca63d	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aziridyl benzoquinone 20V, Positive-QTOF	splash10-066r-4911000000-5812f32fada0696a6c7f	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aziridyl benzoquinone 40V, Positive-QTOF	splash10-0ab9-5190000000-06c3c2763f4077af0cee	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aziridyl benzoquinone 10V, Negative-QTOF	splash10-000i-1039000000-7e5b68f525ae83126960	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aziridyl benzoquinone 20V, Negative-QTOF	splash10-0170-2591000000-5f6aa508528d3c5d9c21	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aziridyl benzoquinone 40V, Negative-QTOF	splash10-00kf-3980000000-ee582b61b64b750fc04a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aziridyl benzoquinone 10V, Positive-QTOF	splash10-0019-0059000000-9d59b1c3160b8ad3e157	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aziridyl benzoquinone 20V, Positive-QTOF	splash10-000i-0049000000-8541dbc854f47f511fa7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aziridyl benzoquinone 40V, Positive-QTOF	splash10-00e9-2391000000-fb8b75851a0987ad438a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aziridyl benzoquinone 10V, Negative-QTOF	splash10-000i-0009000000-5784edc2a1197964f0a1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aziridyl benzoquinone 20V, Negative-QTOF	splash10-000j-0094000000-7cb023a241c3f0ae52d8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aziridyl benzoquinone 40V, Negative-QTOF	splash10-0f79-0391000000-b4d060ba972ba738ff62	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

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

55158

KEGG Compound ID

C19333

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

61215

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 Aziridyl benzoquinone (HMDB0248810)

MOL for HMDB0248810 (Aziridyl benzoquinone)

3D MOL for HMDB0248810 (Aziridyl benzoquinone)

3D SDF for HMDB0248810 (Aziridyl benzoquinone)

3D-SDF for HMDB0248810 (Aziridyl benzoquinone)

PDB for HMDB0248810 (Aziridyl benzoquinone)

3D PDB for HMDB0248810 (Aziridyl benzoquinone)

SMILES for HMDB0248810 (Aziridyl benzoquinone)

INCHI for HMDB0248810 (Aziridyl benzoquinone)

Structure for HMDB0248810 (Aziridyl benzoquinone)

3D Structure for HMDB0248810 (Aziridyl benzoquinone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra