Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:47:54 UTC

Update Date

2022-03-07 02:53:14 UTC

HMDB ID

HMDB0032109

Secondary Accession Numbers

HMDB32109

Metabolite Identification

Common Name

Koeniginequinone B

Description

Koeniginequinone B belongs to the class of organic compounds known as carbazoles. Carbazoles are compounds containing a three ring system containing a pyrrole ring fused on either side to a benzene ring. Based on a literature review a significant number of articles have been published on Koeniginequinone B.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0032109
     RDKit          3D
Koeniginequinone B
 33 35  0  0  0  0  0  0  0  0999 V2000
    4.4009   -2.4750    0.9320 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9952   -1.1610    0.7022 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6620   -0.8150    0.4529 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6493   -1.7551    0.4166 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3500   -1.3678    0.1672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7857   -2.0882    0.0840 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8187   -1.2555   -0.1811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3266    0.0309   -0.2691 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0438   -0.0458   -0.0483 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0284    0.9049   -0.0176 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3193    0.4917    0.2338 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3242    1.4435    0.2674 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0691    2.8247    0.0527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2503    1.1208   -0.5501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7707    2.2828   -0.6241 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6764    0.9064   -0.7424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6251    2.0291   -1.0314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1142   -0.3527   -0.6495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2304   -1.4579   -0.3728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7319   -2.6118   -0.3031 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1557   -3.1408    0.0704 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9431   -2.9100    1.8550 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5158   -2.4577    1.0548 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9226   -2.7871    0.5900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9239   -3.1143    0.1933 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7965    1.9470   -0.1862 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2124    3.0813    0.7420 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9326    3.4478    0.3632 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8158    2.9616   -1.0023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6501    2.1966   -2.1289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3761    2.9383   -0.4586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6600    1.6669   -0.7654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1967   -0.4786   -0.8002 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  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  1  0
  8 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
 11  3  1  0
  9  5  2  0
 19  7  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  6 25  1  0
 10 26  1  0
 13 27  1  0
 13 28  1  0
 13 29  1  0
 17 30  1  0
 17 31  1  0
 17 32  1  0
 18 33  1  0
M  END


  Mrv0541 05061306222D          

 20 22  0  0  0  0            999 V2000
    0.1175   -0.7470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5715   -0.9185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8265   -1.7031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4146   -2.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4056   -1.1885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9154   -2.7578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6695   -1.3601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8535   -1.8016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1085   -2.5862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9666   -2.7578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2125   -1.3601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4675   -2.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0285   -1.8016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7736   -2.5862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4765   -1.1885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4410   -3.0712    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7117   -3.5424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7314   -0.4039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7646   -0.7470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2744   -2.3162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  1  0  0  0  0
  7  4  2  0  0  0  0
  8  5  2  0  0  0  0
  9  6  2  0  0  0  0
  9  8  1  0  0  0  0
 10  4  1  0  0  0  0
 11  5  1  0  0  0  0
 12  6  1  0  0  0  0
 12 11  2  0  0  0  0
 13  8  1  0  0  0  0
 14 10  1  0  0  0  0
 14 13  2  0  0  0  0
 15  7  1  0  0  0  0
 15 13  1  0  0  0  0
 16  9  1  0  0  0  0
 16 14  1  0  0  0  0
 17 10  2  0  0  0  0
 18 15  2  0  0  0  0
 19  2  1  0  0  0  0
 19 11  1  0  0  0  0
 20  3  1  0  0  0  0
 20 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032109

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(OC)C=C2C(NC3=C2C(=O)C(C)=CC3=O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H13NO4/c1-7-4-10(17)14-13(15(7)18)8-5-11(19-2)12(20-3)6-9(8)16-14/h4-6,16H,1-3H3

> <INCHI_KEY>
NIRRSVHUEHTZSM-UHFFFAOYSA-N

> <FORMULA>
C15H13NO4

> <MOLECULAR_WEIGHT>
271.268

> <EXACT_MASS>
271.084457909

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
28.1451677429799

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6,7-dimethoxy-3-methyl-4,9-dihydro-1H-carbazole-1,4-dione

> <ALOGPS_LOGP>
2.09

> <JCHEM_LOGP>
1.5932890253333336

> <ALOGPS_LOGS>
-3.66

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.091768451271115

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.329890559610911

> <JCHEM_PKA_STRONGEST_BASIC>
-4.603501361607819

> <JCHEM_POLAR_SURFACE_AREA>
68.39

> <JCHEM_REFRACTIVITY>
74.4307

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.93e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6,7-dimethoxy-3-methyl-9H-carbazole-1,4-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0032109
     RDKit          3D
Koeniginequinone B
 33 35  0  0  0  0  0  0  0  0999 V2000
    4.4009   -2.4750    0.9320 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9952   -1.1610    0.7022 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6620   -0.8150    0.4529 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6493   -1.7551    0.4166 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3500   -1.3678    0.1672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7857   -2.0882    0.0840 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8187   -1.2555   -0.1811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3266    0.0309   -0.2691 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0438   -0.0458   -0.0483 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0284    0.9049   -0.0176 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3193    0.4917    0.2338 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3242    1.4435    0.2674 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0691    2.8247    0.0527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2503    1.1208   -0.5501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7707    2.2828   -0.6241 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6764    0.9064   -0.7424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6251    2.0291   -1.0314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1142   -0.3527   -0.6495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2304   -1.4579   -0.3728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7319   -2.6118   -0.3031 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1557   -3.1408    0.0704 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9431   -2.9100    1.8550 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5158   -2.4577    1.0548 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9226   -2.7871    0.5900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9239   -3.1143    0.1933 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7965    1.9470   -0.1862 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2124    3.0813    0.7420 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9326    3.4478    0.3632 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8158    2.9616   -1.0023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6501    2.1966   -2.1289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3761    2.9383   -0.4586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6600    1.6669   -0.7654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1967   -0.4786   -0.8002 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  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  1  0
  8 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
 11  3  1  0
  9  5  2  0
 19  7  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  6 25  1  0
 10 26  1  0
 13 27  1  0
 13 28  1  0
 13 29  1  0
 17 30  1  0
 17 31  1  0
 17 32  1  0
 18 33  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       0.219  -1.394   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.400  -1.715   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.876  -3.179   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.774  -4.003   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.357  -2.219   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.309  -5.148   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.250  -2.539   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.327  -3.363   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.803  -4.828   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.804  -5.148   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.863  -2.539   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.339  -4.003   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.787  -3.363   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.311  -4.828   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.756  -2.219   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       4.557  -5.733   0.000  0.00  0.00           N+0
HETATM   17  O   UNK     0       1.329  -6.612   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       3.232  -0.754   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       8.894  -1.394   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       9.846  -4.324   0.000  0.00  0.00           O+0
CONECT    1    7                                                            
CONECT    2   19                                                            
CONECT    3   20                                                            
CONECT    4    7   10                                                       
CONECT    5    8   11                                                       
CONECT    6    9   12                                                       
CONECT    7    1    4   15                                                  
CONECT    8    5    9   13                                                  
CONECT    9    6    8   16                                                  
CONECT   10    4   14   17                                                  
CONECT   11    5   12   19                                                  
CONECT   12    6   11   20                                                  
CONECT   13    8   14   15                                                  
CONECT   14   10   13   16                                                  
CONECT   15    7   13   18                                                  
CONECT   16    9   14                                                       
CONECT   17   10                                                            
CONECT   18   15                                                            
CONECT   19    2   11                                                       
CONECT   20    3   12                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

COMPND    HMDB0032109
HETATM    1  C1  UNL     1       4.401  -2.475   0.932  1.00  0.00           C  
HETATM    2  O1  UNL     1       3.995  -1.161   0.702  1.00  0.00           O  
HETATM    3  C2  UNL     1       2.662  -0.815   0.453  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.649  -1.755   0.417  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.350  -1.368   0.167  1.00  0.00           C  
HETATM    6  N1  UNL     1      -0.786  -2.088   0.084  1.00  0.00           N  
HETATM    7  C5  UNL     1      -1.819  -1.256  -0.181  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.327   0.031  -0.269  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.044  -0.046  -0.048  1.00  0.00           C  
HETATM   10  C8  UNL     1       1.028   0.905  -0.018  1.00  0.00           C  
HETATM   11  C9  UNL     1       2.319   0.492   0.234  1.00  0.00           C  
HETATM   12  O2  UNL     1       3.324   1.444   0.267  1.00  0.00           O  
HETATM   13  C10 UNL     1       3.069   2.825   0.053  1.00  0.00           C  
HETATM   14  C11 UNL     1      -2.250   1.121  -0.550  1.00  0.00           C  
HETATM   15  O3  UNL     1      -1.771   2.283  -0.624  1.00  0.00           O  
HETATM   16  C12 UNL     1      -3.676   0.906  -0.742  1.00  0.00           C  
HETATM   17  C13 UNL     1      -4.625   2.029  -1.031  1.00  0.00           C  
HETATM   18  C14 UNL     1      -4.114  -0.353  -0.650  1.00  0.00           C  
HETATM   19  C15 UNL     1      -3.230  -1.458  -0.373  1.00  0.00           C  
HETATM   20  O4  UNL     1      -3.732  -2.612  -0.303  1.00  0.00           O  
HETATM   21  H1  UNL     1       4.156  -3.141   0.070  1.00  0.00           H  
HETATM   22  H2  UNL     1       3.943  -2.910   1.855  1.00  0.00           H  
HETATM   23  H3  UNL     1       5.516  -2.458   1.055  1.00  0.00           H  
HETATM   24  H4  UNL     1       1.923  -2.787   0.590  1.00  0.00           H  
HETATM   25  H5  UNL     1      -0.924  -3.114   0.193  1.00  0.00           H  
HETATM   26  H6  UNL     1       0.796   1.947  -0.186  1.00  0.00           H  
HETATM   27  H7  UNL     1       2.212   3.081   0.742  1.00  0.00           H  
HETATM   28  H8  UNL     1       3.933   3.448   0.363  1.00  0.00           H  
HETATM   29  H9  UNL     1       2.816   2.962  -1.002  1.00  0.00           H  
HETATM   30  H10 UNL     1      -4.650   2.197  -2.129  1.00  0.00           H  
HETATM   31  H11 UNL     1      -4.376   2.938  -0.459  1.00  0.00           H  
HETATM   32  H12 UNL     1      -5.660   1.667  -0.765  1.00  0.00           H  
HETATM   33  H13 UNL     1      -5.197  -0.479  -0.800  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3
CONECT    3    4    4   11
CONECT    4    5   24
CONECT    5    6    9    9
CONECT    6    7   25
CONECT    7    8    8   19
CONECT    8    9   14
CONECT    9   10
CONECT   10   11   11   26
CONECT   11   12
CONECT   12   13
CONECT   13   27   28   29
CONECT   14   15   15   16
CONECT   16   17   18   18
CONECT   17   30   31   32
CONECT   18   19   33
CONECT   19   20   20
END

HMDB0032109
     RDKit          3D
Koeniginequinone B
 33 35  0  0  0  0  0  0  0  0999 V2000
    4.4009   -2.4750    0.9320 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9952   -1.1610    0.7022 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6620   -0.8150    0.4529 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6493   -1.7551    0.4166 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3500   -1.3678    0.1672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7857   -2.0882    0.0840 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8187   -1.2555   -0.1811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3266    0.0309   -0.2691 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0438   -0.0458   -0.0483 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0284    0.9049   -0.0176 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3193    0.4917    0.2338 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3242    1.4435    0.2674 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0691    2.8247    0.0527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2503    1.1208   -0.5501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7707    2.2828   -0.6241 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6764    0.9064   -0.7424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6251    2.0291   -1.0314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1142   -0.3527   -0.6495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2304   -1.4579   -0.3728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7319   -2.6118   -0.3031 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1557   -3.1408    0.0704 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9431   -2.9100    1.8550 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5158   -2.4577    1.0548 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9226   -2.7871    0.5900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9239   -3.1143    0.1933 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7965    1.9470   -0.1862 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2124    3.0813    0.7420 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9326    3.4478    0.3632 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8158    2.9616   -1.0023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6501    2.1966   -2.1289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3761    2.9383   -0.4586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6600    1.6669   -0.7654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1967   -0.4786   -0.8002 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  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  1  0
  8 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
 11  3  1  0
  9  5  2  0
 19  7  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  6 25  1  0
 10 26  1  0
 13 27  1  0
 13 28  1  0
 13 29  1  0
 17 30  1  0
 17 31  1  0
 17 32  1  0
 18 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
6,7-Dimethoxy-3-methyl-1H-carbazole-1,4(9H)-dione	HMDB

Chemical Formula

C₁₅H₁₃NO₄

Average Molecular Weight

271.268

Monoisotopic Molecular Weight

271.084457909

IUPAC Name

6,7-dimethoxy-3-methyl-4,9-dihydro-1H-carbazole-1,4-dione

Traditional Name

6,7-dimethoxy-3-methyl-9H-carbazole-1,4-dione

CAS Registry Number

Not Available

SMILES

COC1=C(OC)C=C2C(NC3=C2C(=O)C(C)=CC3=O)=C1

InChI Identifier

InChI=1S/C15H13NO4/c1-7-4-10(17)14-13(15(7)18)8-5-11(19-2)12(20-3)6-9(8)16-14/h4-6,16H,1-3H3

InChI Key

NIRRSVHUEHTZSM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as carbazoles. Carbazoles are compounds containing a three ring system containing a pyrrole ring fused on either side to a benzene ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Carbazoles

Direct Parent

Carbazoles

Alternative Parents

Substituents

Carbazole
Indole
Anisole
Aryl ketone
Alkyl aryl ether
Benzenoid
Vinylogous amide
Pyrrole
Heteroaromatic compound
Ketone
Azacycle
Ether
Hydrocarbon derivative
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0032109)
Cytoplasm (HMDB: HMDB0032109)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0032109)

Source

Endogenous

Endogenous (HMDB: HMDB0032109)

Plant

Plant (HMDB: HMDB0032109)

Exogenous

Food

Food (HMDB: HMDB0032109)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	256 °C	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
Water Solubility	0.059 g/L	ALOGPS
logP	2.09	ALOGPS
logP	1.59	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	10.33	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	68.39 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	74.43 m³·mol⁻¹	ChemAxon
Polarizability	28.15 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	163.148	31661259
DarkChem	[M-H]-	163.996	31661259
DeepCCS	[M+H]+	172.294	30932474
DeepCCS	[M-H]-	169.936	30932474
DeepCCS	[M-2H]-	202.823	30932474
DeepCCS	[M+Na]+	178.387	30932474
AllCCS	[M+H]+	160.5	32859911
AllCCS	[M+H-H2O]+	156.8	32859911
AllCCS	[M+NH4]+	164.0	32859911
AllCCS	[M+Na]+	165.0	32859911
AllCCS	[M-H]-	165.5	32859911
AllCCS	[M+Na-2H]-	164.9	32859911
AllCCS	[M+HCOO]-	164.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Koeniginequinone B	COC1=C(OC)C=C2C(NC3=C2C(=O)C(C)=CC3=O)=C1	3330.5	Standard polar	33892256
Koeniginequinone B	COC1=C(OC)C=C2C(NC3=C2C(=O)C(C)=CC3=O)=C1	2604.0	Standard non polar	33892256
Koeniginequinone B	COC1=C(OC)C=C2C(NC3=C2C(=O)C(C)=CC3=O)=C1	2697.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Koeniginequinone B,1TMS,isomer #1	COC1=CC2=C(C=C1OC)N([Si](C)(C)C)C1=C2C(=O)C(C)=CC1=O	2710.8	Semi standard non polar	33892256
Koeniginequinone B,1TMS,isomer #1	COC1=CC2=C(C=C1OC)N([Si](C)(C)C)C1=C2C(=O)C(C)=CC1=O	2532.6	Standard non polar	33892256
Koeniginequinone B,1TBDMS,isomer #1	COC1=CC2=C(C=C1OC)N([Si](C)(C)C(C)(C)C)C1=C2C(=O)C(C)=CC1=O	2882.0	Semi standard non polar	33892256
Koeniginequinone B,1TBDMS,isomer #1	COC1=CC2=C(C=C1OC)N([Si](C)(C)C(C)(C)C)C1=C2C(=O)C(C)=CC1=O	2766.6	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Koeniginequinone B GC-MS (Non-derivatized) - 70eV, Positive	splash10-004l-0190000000-be80c093d917f7462aa4	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Koeniginequinone B 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 - Koeniginequinone B 10V, Positive-QTOF	splash10-00di-0090000000-533564c4c43b069c8ae2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Koeniginequinone B 20V, Positive-QTOF	splash10-0g4i-4090000000-0651bbc8902ac289bd5a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Koeniginequinone B 40V, Positive-QTOF	splash10-0v00-4290000000-48e7d61582a22e922fb1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Koeniginequinone B 10V, Negative-QTOF	splash10-00di-0090000000-01d7ca65d3cd172fdfb4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Koeniginequinone B 20V, Negative-QTOF	splash10-00di-0090000000-3c3c7891de9c5a43759c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Koeniginequinone B 40V, Negative-QTOF	splash10-0fk9-1490000000-7439625e96dc8a8b3e94	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Koeniginequinone B 10V, Negative-QTOF	splash10-00di-0090000000-2e11bb63e0942d2d8a1c	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Koeniginequinone B 20V, Negative-QTOF	splash10-00di-0190000000-05955161ac05841e3c5a	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Koeniginequinone B 40V, Negative-QTOF	splash10-01ot-0940000000-406132fb44d8edb3fd04	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Koeniginequinone B 10V, Positive-QTOF	splash10-00di-0090000000-d75dd06255504b226484	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Koeniginequinone B 20V, Positive-QTOF	splash10-00di-0090000000-c2cf69a00142b425a5f1	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Koeniginequinone B 40V, Positive-QTOF	splash10-000l-0390000000-12e7a84c215e6d896db6	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

FDB008831

KNApSAcK ID

C00026726

Chemspider ID

9359907

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11184822

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Koeniginequinone B (HMDB0032109)

MOL for HMDB0032109 (Koeniginequinone B)

3D MOL for HMDB0032109 (Koeniginequinone B)

3D SDF for HMDB0032109 (Koeniginequinone B)

3D-SDF for HMDB0032109 (Koeniginequinone B)

PDB for HMDB0032109 (Koeniginequinone B)

3D PDB for HMDB0032109 (Koeniginequinone B)

SMILES for HMDB0032109 (Koeniginequinone B)

INCHI for HMDB0032109 (Koeniginequinone B)

Structure for HMDB0032109 (Koeniginequinone B)

3D Structure for HMDB0032109 (Koeniginequinone B)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra