Showing metabocard for Semiquinone (MMDBc0031965)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-18 01:56:48 UTC
Update Date2024-04-30 19:53:49 UTC
Metabolite IDMMDBc0031965
Metabolite Identification
Common NameSemiquinone
DescriptionAn organic radical resulting from the formal addition of one hydrogen atom with its electron to a quinone (or from the formal removal of one hydrogen atom with its electron from the corresponding hydroquinone)
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007fa4ceae59f0>


  Mrv1533007281513152D          

  8  8  0  0  0  0            999 V2000
    1.4289   -0.0000    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
    0.0000   -0.0000    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   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  4  3  2  0  0  0  0
  5  1  1  0  0  0  0
  5  3  1  0  0  0  0
  6  2  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  2  0  0  0  0
M  RAD  1   5   2
M  END
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3D MOL for #<Metabolite:0x00007fa4ceae59f0>

HMDB0256033
     RDKit          3D
p-Benzosemiquinone
 13 13  0  0  0  0  0  0  0  0999 V2000
    1.3901    2.5310   -0.0851 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8018    1.4475   -0.1218 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5052    0.1830   -0.3257 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8898   -0.9798   -0.3669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5545   -1.0978   -0.2109 C   0  0  0  0  0  3  0  0  0  0  0  0
   -0.8467   -2.0140    0.7995 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2440    0.1599   -0.0093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6397    1.3128    0.0323 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5934    0.1684   -0.4532 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5206   -1.8937   -0.5285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8126   -2.1136    0.9676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3482    0.1000    0.1130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2553    2.1963    0.1891 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  1  0
  5  7  1  0
  7  8  2  0
  8  2  1  0
  3  9  1  0
  4 10  1  0
  6 11  1  0
  7 12  1  0
  8 13  1  0
M  RAD  1   5   2
M  END
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3D SDF for #<Metabolite:0x00007fa4ceae59f0>


  Mrv1533007281513152D          

  8  8  0  0  0  0            999 V2000
    1.4289   -0.0000    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
    0.0000   -0.0000    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   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  4  3  2  0  0  0  0
  5  1  1  0  0  0  0
  5  3  1  0  0  0  0
  6  2  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  2  0  0  0  0
M  RAD  1   5   2
M  END
> <DATABASE_ID>
MMDBc0031965

> <DATABASE_NAME>
MIME

> <SMILES>
O[C]1C=CC(=O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C6H5O2/c7-5-1-2-6(8)4-3-5/h1-4,7H

> <INCHI_KEY>
XLHUBROMZOAQMV-UHFFFAOYSA-N

> <FORMULA>
C6H5O2

> <MOLECULAR_WEIGHT>
109.104

> <EXACT_MASS>
109.028954401

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
13

> <JCHEM_AVERAGE_POLARIZABILITY>
10.194114844963504

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl

> <JCHEM_LOGP>
0.9452744569999999

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.171682677450317

> <JCHEM_PKA_STRONGEST_BASIC>
-2.723705996883231

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
32.30069999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for #<Metabolite:0x00007fa4ceae59f0>

HMDB0256033
     RDKit          3D
p-Benzosemiquinone
 13 13  0  0  0  0  0  0  0  0999 V2000
    1.3901    2.5310   -0.0851 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8018    1.4475   -0.1218 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5052    0.1830   -0.3257 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8898   -0.9798   -0.3669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5545   -1.0978   -0.2109 C   0  0  0  0  0  3  0  0  0  0  0  0
   -0.8467   -2.0140    0.7995 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2440    0.1599   -0.0093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6397    1.3128    0.0323 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5934    0.1684   -0.4532 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5206   -1.8937   -0.5285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8126   -2.1136    0.9676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3482    0.1000    0.1130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2553    2.1963    0.1891 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  1  0
  5  7  1  0
  7  8  2  0
  8  2  1  0
  3  9  1  0
  4 10  1  0
  6 11  1  0
  7 12  1  0
  8 13  1  0
M  RAD  1   5   2
M  END
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PDB for #<Metabolite:0x00007fa4ceae59f0>

HEADER    PROTEIN                                 28-JUL-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-JUL-15         0                                  
HETATM    1  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
CONECT    1    2    5                                                       
CONECT    2    1    6                                                       
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    1    3    7                                                  
CONECT    6    2    4    8                                                  
CONECT    7    5                                                            
CONECT    8    6                                                            
MASTER        0    0    0    0    0    0    0    0    8    0   16    0
END
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3D PDB for #<Metabolite:0x00007fa4ceae59f0>

COMPND    HMDB0256033
HETATM    1  O1  UNL     1       1.390   2.531  -0.085  1.00  0.00           O  
HETATM    2  C1  UNL     1       0.802   1.447  -0.122  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.505   0.183  -0.326  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.890  -0.980  -0.367  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.555  -1.098  -0.211  1.00  0.00           C  
HETATM    6  O2  UNL     1      -0.847  -2.014   0.799  1.00  0.00           O  
HETATM    7  C5  UNL     1      -1.244   0.160  -0.009  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.640   1.313   0.032  1.00  0.00           C  
HETATM    9  H1  UNL     1       2.593   0.168  -0.453  1.00  0.00           H  
HETATM   10  H2  UNL     1       1.521  -1.894  -0.528  1.00  0.00           H  
HETATM   11  H3  UNL     1      -1.813  -2.114   0.968  1.00  0.00           H  
HETATM   12  H4  UNL     1      -2.348   0.100   0.113  1.00  0.00           H  
HETATM   13  H5  UNL     1      -1.255   2.196   0.189  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    8
CONECT    3    4    4    9
CONECT    4    5   10
CONECT    5    6    7
CONECT    6   11
CONECT    7    8    8   12
CONECT    8   13
END
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SMILES for #<Metabolite:0x00007fa4ceae59f0>

O[C]1C=CC(=O)C=C1
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INCHI for #<Metabolite:0x00007fa4ceae59f0>

InChI=1S/C6H5O2/c7-5-1-2-6(8)4-3-5/h1-4,7H
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Synonyms
ValueSource
1-Hydroxy-4-oxocyclohexa-2,5-dien-1-ylChEBI
4-Hydroxyphenoxy radicalChEBI
4-HydroxyphenyloxylChEBI
BenzosemiquinoneChEBI
Hydroquinone radicalChEBI
p-BenzosemiquinoneChEBI
p-Benzosemiquinone radicalChEBI
Semiquinone radicalChEBI
Molecular FormulaC6H5O2
Average Mass109.104
Monoisotopic Mass109.028954401
IUPAC Name1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl
Traditional Name1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl
CAS Registry NumberNot Available
SMILES
O[C]1C=CC(=O)C=C1
InChI Identifier
InChI=1S/C6H5O2/c7-5-1-2-6(8)4-3-5/h1-4,7H
InChI KeyXLHUBROMZOAQMV-UHFFFAOYSA-N