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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 16:42:49 UTC

Update Date

2021-09-26 23:11:57 UTC

HMDB ID

HMDB0256354

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Perylene-1,2-dione

Description

Perylene-1,2-dione, also known as perylenequinone, belongs to the class of organic compounds known as phenanthrenes and derivatives. These are polycyclic compounds containing a phenanthrene moiety, which is a tricyclic aromatic compound with three non-linearly fused benzene. Based on a literature review very few articles have been published on Perylene-1,2-dione. This compound has been identified in human blood as reported by (PMID: 31557052 ). Perylene-1,2-dione is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Perylene-1,2-dione 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

HMDB0256354
     RDKit          3D
Perylene-1,2-dione
 32 36  0  0  0  0  0  0  0  0999 V2000
    3.5525    3.1772    0.6829 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8683    2.1673    0.4798 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4767    0.9629    0.2826 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7415   -0.1819    0.0537 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4066   -1.3924   -0.1428 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6721   -2.5301   -0.3704 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2951   -2.4320   -0.3961 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6373   -1.2150   -0.1982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7548   -1.1628   -0.2327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4788   -2.2989   -0.4597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8717   -2.2070   -0.4871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4979   -1.0102   -0.2918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7649    0.1465   -0.0608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3843    1.3467    0.1353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6726    2.4963    0.3643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2749    2.4404    0.3983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6600    1.2376    0.2016 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7340    1.1685    0.2331 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4756    2.2908    0.4581 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0054    3.4165    0.6456 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3679   -0.0714    0.0303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3905    0.0707   -0.0311 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5715    0.8969    0.3053 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4890   -1.4152   -0.1128 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2021   -3.4583   -0.5204 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7882   -3.3580   -0.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9963   -3.2377   -0.6131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4418   -3.0892   -0.6635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5858   -0.9128   -0.3086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4824    1.3575    0.1026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2090    3.4232    0.5139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8180    3.3740    0.5804 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 18 21  2  0
 17 22  1  0
 19  2  1  0
 21  4  1  0
 21  8  1  0
 22  9  2  0
 22 13  1  0
  3 23  1  0
  5 24  1  0
  6 25  1  0
  7 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 14 30  1  0
 15 31  1  0
 16 32  1  0
M  END

  Mrv1652309112118432D          

 22 26  0  0  0  0            999 V2000
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    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
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    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
    0.7145    1.2375    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
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 O   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    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   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    2.0625    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  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  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
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 11 18  1  0  0  0  0
  7 18  1  0  0  0  0
 17 19  1  0  0  0  0
  4 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
  3 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0256354

> <DATABASE_NAME>
hmdb

> <SMILES>
O=C1C=C2C=CC=C3C4=CC=CC5=C4C(=CC=C5)C(C1=O)=C23

> <INCHI_IDENTIFIER>
InChI=1S/C20H10O2/c21-16-10-12-6-3-8-14-13-7-1-4-11-5-2-9-15(17(11)13)19(18(12)14)20(16)22/h1-10H

> <INCHI_KEY>
IYYMDGDZPDXTGT-UHFFFAOYSA-N

> <FORMULA>
C20H10O2

> <MOLECULAR_WEIGHT>
282.298

> <EXACT_MASS>
282.068079562

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
29.883790566385166

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,2-dihydroperylene-1,2-dione

> <ALOGPS_LOGP>
4.10

> <JCHEM_LOGP>
3.252666884333333

> <ALOGPS_LOGS>
-5.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-5.8112398379554495

> <JCHEM_POLAR_SURFACE_AREA>
34.14

> <JCHEM_REFRACTIVITY>
88.59730000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.29e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
perylene-1,2-dione

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0256354
     RDKit          3D
Perylene-1,2-dione
 32 36  0  0  0  0  0  0  0  0999 V2000
    3.5525    3.1772    0.6829 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8683    2.1673    0.4798 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4767    0.9629    0.2826 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7415   -0.1819    0.0537 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4066   -1.3924   -0.1428 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6721   -2.5301   -0.3704 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2951   -2.4320   -0.3961 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6373   -1.2150   -0.1982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7548   -1.1628   -0.2327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4788   -2.2989   -0.4597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8717   -2.2070   -0.4871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4979   -1.0102   -0.2918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7649    0.1465   -0.0608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3843    1.3467    0.1353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6726    2.4963    0.3643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2749    2.4404    0.3983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6600    1.2376    0.2016 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7340    1.1685    0.2331 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4756    2.2908    0.4581 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0054    3.4165    0.6456 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3679   -0.0714    0.0303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3905    0.0707   -0.0311 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5715    0.8969    0.3053 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4890   -1.4152   -0.1128 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2021   -3.4583   -0.5204 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7882   -3.3580   -0.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9963   -3.2377   -0.6131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4418   -3.0892   -0.6635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5858   -0.9128   -0.3086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4824    1.3575    0.1026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2090    3.4232    0.5139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8180    3.3740    0.5804 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 18 21  2  0
 17 22  1  0
 19  2  1  0
 21  4  1  0
 21  8  1  0
 22  9  2  0
 22 13  1  0
  3 23  1  0
  5 24  1  0
  6 25  1  0
  7 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 14 30  1  0
 15 31  1  0
 16 32  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       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.000   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.334   3.850   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   6.160   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       1.334   8.470   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       4.001   6.930   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   22                                                  
CONECT    4    3    5   19                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8   18                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   18                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19                                                  
CONECT   18   17   11    7                                                  
CONECT   19   17    4   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21    3                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   52    0
END

COMPND    HMDB0256354
HETATM    1  O1  UNL     1       3.553   3.177   0.683  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.868   2.167   0.480  1.00  0.00           C  
HETATM    3  C2  UNL     1       3.477   0.963   0.283  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.741  -0.182   0.054  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.407  -1.392  -0.143  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.672  -2.530  -0.370  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.295  -2.432  -0.396  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.637  -1.215  -0.198  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.755  -1.163  -0.233  1.00  0.00           C  
HETATM   10  C9  UNL     1      -1.479  -2.299  -0.460  1.00  0.00           C  
HETATM   11  C10 UNL     1      -2.872  -2.207  -0.487  1.00  0.00           C  
HETATM   12  C11 UNL     1      -3.498  -1.010  -0.292  1.00  0.00           C  
HETATM   13  C12 UNL     1      -2.765   0.147  -0.061  1.00  0.00           C  
HETATM   14  C13 UNL     1      -3.384   1.347   0.135  1.00  0.00           C  
HETATM   15  C14 UNL     1      -2.673   2.496   0.364  1.00  0.00           C  
HETATM   16  C15 UNL     1      -1.275   2.440   0.398  1.00  0.00           C  
HETATM   17  C16 UNL     1      -0.660   1.238   0.202  1.00  0.00           C  
HETATM   18  C17 UNL     1       0.734   1.168   0.233  1.00  0.00           C  
HETATM   19  C18 UNL     1       1.476   2.291   0.458  1.00  0.00           C  
HETATM   20  O2  UNL     1       1.005   3.417   0.646  1.00  0.00           O  
HETATM   21  C19 UNL     1       1.368  -0.071   0.030  1.00  0.00           C  
HETATM   22  C20 UNL     1      -1.391   0.071  -0.031  1.00  0.00           C  
HETATM   23  H1  UNL     1       4.572   0.897   0.305  1.00  0.00           H  
HETATM   24  H2  UNL     1       4.489  -1.415  -0.113  1.00  0.00           H  
HETATM   25  H3  UNL     1       3.202  -3.458  -0.520  1.00  0.00           H  
HETATM   26  H4  UNL     1       0.788  -3.358  -0.578  1.00  0.00           H  
HETATM   27  H5  UNL     1      -0.996  -3.238  -0.613  1.00  0.00           H  
HETATM   28  H6  UNL     1      -3.442  -3.089  -0.664  1.00  0.00           H  
HETATM   29  H7  UNL     1      -4.586  -0.913  -0.309  1.00  0.00           H  
HETATM   30  H8  UNL     1      -4.482   1.357   0.103  1.00  0.00           H  
HETATM   31  H9  UNL     1      -3.209   3.423   0.514  1.00  0.00           H  
HETATM   32  H10 UNL     1      -0.818   3.374   0.580  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   19
CONECT    3    4    4   23
CONECT    4    5   21
CONECT    5    6    6   24
CONECT    6    7   25
CONECT    7    8    8   26
CONECT    8    9   21
CONECT    9   10   22   22
CONECT   10   11   11   27
CONECT   11   12   28
CONECT   12   13   13   29
CONECT   13   14   22
CONECT   14   15   15   30
CONECT   15   16   31
CONECT   16   17   17   32
CONECT   17   18   22
CONECT   18   19   21   21
CONECT   19   20   20
END

HMDB0256354
     RDKit          3D
Perylene-1,2-dione
 32 36  0  0  0  0  0  0  0  0999 V2000
    3.5525    3.1772    0.6829 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8683    2.1673    0.4798 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4767    0.9629    0.2826 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7415   -0.1819    0.0537 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4066   -1.3924   -0.1428 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6721   -2.5301   -0.3704 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2951   -2.4320   -0.3961 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6373   -1.2150   -0.1982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7548   -1.1628   -0.2327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4788   -2.2989   -0.4597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8717   -2.2070   -0.4871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4979   -1.0102   -0.2918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7649    0.1465   -0.0608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3843    1.3467    0.1353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6726    2.4963    0.3643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2749    2.4404    0.3983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6600    1.2376    0.2016 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7340    1.1685    0.2331 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4756    2.2908    0.4581 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0054    3.4165    0.6456 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3679   -0.0714    0.0303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3905    0.0707   -0.0311 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5715    0.8969    0.3053 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4890   -1.4152   -0.1128 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2021   -3.4583   -0.5204 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7882   -3.3580   -0.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9963   -3.2377   -0.6131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4418   -3.0892   -0.6635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5858   -0.9128   -0.3086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4824    1.3575    0.1026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2090    3.4232    0.5139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8180    3.3740    0.5804 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 18 21  2  0
 17 22  1  0
 19  2  1  0
 21  4  1  0
 21  8  1  0
 22  9  2  0
 22 13  1  0
  3 23  1  0
  5 24  1  0
  6 25  1  0
  7 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 14 30  1  0
 15 31  1  0
 16 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Perylenequinone	HMDB

Chemical Formula

C₂₀H₁₀O₂

Average Molecular Weight

282.298

Monoisotopic Molecular Weight

282.068079562

IUPAC Name

1,2-dihydroperylene-1,2-dione

Traditional Name

perylene-1,2-dione

CAS Registry Number

Not Available

SMILES

O=C1C=C2C=CC=C3C4=CC=CC5=C4C(=CC=C5)C(C1=O)=C23

InChI Identifier

InChI=1S/C20H10O2/c21-16-10-12-6-3-8-14-13-7-1-4-11-5-2-9-15(17(11)13)19(18(12)14)20(16)22/h1-10H

InChI Key

IYYMDGDZPDXTGT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenanthrenes and derivatives. These are polycyclic compounds containing a phenanthrene moiety, which is a tricyclic aromatic compound with three non-linearly fused benzene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenanthrenes and derivatives

Sub Class

Not Available

Direct Parent

Phenanthrenes and derivatives

Alternative Parents

Substituents

Phenanthrene
Anthracene
Cyclic ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	4.1	ALOGPS
logP	3.25	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Basic)	-5.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	34.14 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	88.6 m³·mol⁻¹	ChemAxon
Polarizability	29.88 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	209.097	30932474
DeepCCS	[M+Na]+	184.324	30932474
AllCCS	[M+H]+	162.9	32859911
AllCCS	[M+H-H2O]+	159.2	32859911
AllCCS	[M+NH4]+	166.3	32859911
AllCCS	[M+Na]+	167.3	32859911
AllCCS	[M-H]-	168.9	32859911
AllCCS	[M+Na-2H]-	167.2	32859911
AllCCS	[M+HCOO]-	165.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Perylene-1,2-dione	O=C1C=C2C=CC=C3C4=CC=CC5=C4C(=CC=C5)C(C1=O)=C23	4253.3	Standard polar	33892256
Perylene-1,2-dione	O=C1C=C2C=CC=C3C4=CC=CC5=C4C(=CC=C5)C(C1=O)=C23	2872.0	Standard non polar	33892256
Perylene-1,2-dione	O=C1C=C2C=CC=C3C4=CC=CC5=C4C(=CC=C5)C(C1=O)=C23	3303.5	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 - Perylene-1,2-dione GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f89-0090000000-252636fe3f15f413890e	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Perylene-1,2-dione GC-MS (Non-derivatized) - 70eV, Positive	Not Available	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

11262984

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

22245540

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 Perylene-1,2-dione (HMDB0256354)

MOL for HMDB0256354 (Perylene-1,2-dione)

3D MOL for HMDB0256354 (Perylene-1,2-dione)

3D SDF for HMDB0256354 (Perylene-1,2-dione)

3D-SDF for HMDB0256354 (Perylene-1,2-dione)

PDB for HMDB0256354 (Perylene-1,2-dione)

3D PDB for HMDB0256354 (Perylene-1,2-dione)

SMILES for HMDB0256354 (Perylene-1,2-dione)

INCHI for HMDB0256354 (Perylene-1,2-dione)

Structure for HMDB0256354 (Perylene-1,2-dione)

3D Structure for HMDB0256354 (Perylene-1,2-dione)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra