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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:36:06 UTC

Update Date

2022-03-07 02:52:30 UTC

HMDB ID

HMDB0030320

Secondary Accession Numbers

HMDB30320

Metabolite Identification

Common Name

Mukonine

Description

Mukonine 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 very few articles have been published on Mukonine.

Structure

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

HMDB0030320
     RDKit          3D
Mukonine
 32 34  0  0  0  0  0  0  0  0999 V2000
    4.9768   -1.4903    0.4972 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5890   -1.2377    0.3683 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0548    0.0250    0.3514 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8628    0.9913    0.4577 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6220    0.2912    0.2185 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1704    1.6072    0.2112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1629    1.9192    0.0893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5696    3.2419    0.0866 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2987    4.3319    0.2025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0679    0.8867   -0.0283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3962    0.8223   -0.1603 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8162   -0.4467   -0.2371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0610   -1.0221   -0.3752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2344   -2.3894   -0.4306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1365   -3.2087   -0.3460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8921   -2.6433   -0.2082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7153   -1.2709   -0.1523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6263   -0.4359   -0.0222 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7106   -0.7179    0.1009 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2861   -1.5398    1.5788 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2132   -2.4942    0.0866 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5926   -0.6826    0.0574 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8743    2.4144    0.3026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2131    5.2841    0.4017 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0724    4.1595    0.9819 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8258    4.4363   -0.7766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9878    1.7004   -0.1936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9401   -0.4024   -0.4440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1937   -2.8513   -0.5376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2299   -4.2820   -0.3853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9932   -3.2584   -0.1374 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0870   -1.7379    0.1091 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
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  7 10  2  0
 10 11  1  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  2  0
 19  5  1  0
 18 10  1  0
 17 12  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  6 23  1  0
  9 24  1  0
  9 25  1  0
  9 26  1  0
 11 27  1  0
 13 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
 19 32  1  0
M  END


  Mrv0541 05061305092D          

 19 21  0  0  0  0            999 V2000
    0.7566   -1.7698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7486    2.0803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7054    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9604    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8985    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4084   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9694    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0925    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1624    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3464    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5214    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6014   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4595   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3896    1.6387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9339   -0.6855    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1347    2.4233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2046   -1.1567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1966    1.4672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  9  7  2  0  0  0  0
  9  8  1  0  0  0  0
 10  5  2  0  0  0  0
 11  7  1  0  0  0  0
 11 10  1  0  0  0  0
 12  6  2  0  0  0  0
 12 10  1  0  0  0  0
 13  8  2  0  0  0  0
 14 11  2  0  0  0  0
 14 13  1  0  0  0  0
 15  9  1  0  0  0  0
 16 12  1  0  0  0  0
 16 14  1  0  0  0  0
 17 15  2  0  0  0  0
 18  1  1  0  0  0  0
 18 13  1  0  0  0  0
 19  2  1  0  0  0  0
 19 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030320

> <DATABASE_NAME>
hmdb

> <SMILES>
COC(=O)C1=CC2=C(NC3=CC=CC=C23)C(OC)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H13NO3/c1-18-13-8-9(15(17)19-2)7-11-10-5-3-4-6-12(10)16-14(11)13/h3-8,16H,1-2H3

> <INCHI_KEY>
GIKICDROPGNERQ-UHFFFAOYSA-N

> <FORMULA>
C15H13NO3

> <MOLECULAR_WEIGHT>
255.2686

> <EXACT_MASS>
255.089543287

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
27.46928243419486

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 1-methoxy-9H-carbazole-3-carboxylate

> <ALOGPS_LOGP>
3.55

> <JCHEM_LOGP>
2.936691387666666

> <ALOGPS_LOGS>
-3.65

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.305677874508849

> <JCHEM_PKA_STRONGEST_BASIC>
-4.886988606349718

> <JCHEM_POLAR_SURFACE_AREA>
51.32000000000001

> <JCHEM_REFRACTIVITY>
71.9607

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.77e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 1-methoxy-9H-carbazole-3-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030320
     RDKit          3D
Mukonine
 32 34  0  0  0  0  0  0  0  0999 V2000
    4.9768   -1.4903    0.4972 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5890   -1.2377    0.3683 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0548    0.0250    0.3514 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8628    0.9913    0.4577 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6220    0.2912    0.2185 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1704    1.6072    0.2112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1629    1.9192    0.0893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5696    3.2419    0.0866 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2987    4.3319    0.2025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0679    0.8867   -0.0283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3962    0.8223   -0.1603 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8162   -0.4467   -0.2371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0610   -1.0221   -0.3752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2344   -2.3894   -0.4306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1365   -3.2087   -0.3460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8921   -2.6433   -0.2082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7153   -1.2709   -0.1523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6263   -0.4359   -0.0222 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7106   -0.7179    0.1009 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2861   -1.5398    1.5788 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2132   -2.4942    0.0866 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5926   -0.6826    0.0574 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8743    2.4144    0.3026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2131    5.2841    0.4017 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0724    4.1595    0.9819 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8258    4.4363   -0.7766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9878    1.7004   -0.1936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9401   -0.4024   -0.4440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1937   -2.8513   -0.5376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2299   -4.2820   -0.3853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9932   -3.2584   -0.1374 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0870   -1.7379    0.1091 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
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  7 10  2  0
 10 11  1  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  2  0
 19  5  1  0
 18 10  1  0
 17 12  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  6 23  1  0
  9 24  1  0
  9 25  1  0
  9 26  1  0
 11 27  1  0
 13 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
 19 32  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       1.412  -3.304   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.264   3.883   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.917   1.914   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.393   0.450   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.411   2.235   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.362  -0.695   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.810   2.235   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.173   0.450   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.303   1.914   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.380   1.090   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.840   1.090   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.856  -0.374   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.858  -0.695   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.364  -0.374   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.727   3.059   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       3.610  -1.280   0.000  0.00  0.00           N+0
HETATM   17  O   UNK     0      -0.251   4.523   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       0.382  -2.159   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -2.234   2.739   0.000  0.00  0.00           O+0
CONECT    1   18                                                            
CONECT    2   19                                                            
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3   10                                                       
CONECT    6    4   12                                                       
CONECT    7    9   11                                                       
CONECT    8    9   13                                                       
CONECT    9    7    8   15                                                  
CONECT   10    5   11   12                                                  
CONECT   11    7   10   14                                                  
CONECT   12    6   10   16                                                  
CONECT   13    8   14   18                                                  
CONECT   14   11   13   16                                                  
CONECT   15    9   17   19                                                  
CONECT   16   12   14                                                       
CONECT   17   15                                                            
CONECT   18    1   13                                                       
CONECT   19    2   15                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

COMPND    HMDB0030320
HETATM    1  C1  UNL     1       4.977  -1.490   0.497  1.00  0.00           C  
HETATM    2  O1  UNL     1       3.589  -1.238   0.368  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.055   0.025   0.351  1.00  0.00           C  
HETATM    4  O2  UNL     1       3.863   0.991   0.458  1.00  0.00           O  
HETATM    5  C3  UNL     1       1.622   0.291   0.219  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.170   1.607   0.211  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.163   1.919   0.089  1.00  0.00           C  
HETATM    8  O3  UNL     1      -0.570   3.242   0.087  1.00  0.00           O  
HETATM    9  C6  UNL     1       0.299   4.332   0.202  1.00  0.00           C  
HETATM   10  C7  UNL     1      -1.068   0.887  -0.028  1.00  0.00           C  
HETATM   11  N1  UNL     1      -2.396   0.822  -0.160  1.00  0.00           N  
HETATM   12  C8  UNL     1      -2.816  -0.447  -0.237  1.00  0.00           C  
HETATM   13  C9  UNL     1      -4.061  -1.022  -0.375  1.00  0.00           C  
HETATM   14  C10 UNL     1      -4.234  -2.389  -0.431  1.00  0.00           C  
HETATM   15  C11 UNL     1      -3.137  -3.209  -0.346  1.00  0.00           C  
HETATM   16  C12 UNL     1      -1.892  -2.643  -0.208  1.00  0.00           C  
HETATM   17  C13 UNL     1      -1.715  -1.271  -0.152  1.00  0.00           C  
HETATM   18  C14 UNL     1      -0.626  -0.436  -0.022  1.00  0.00           C  
HETATM   19  C15 UNL     1       0.711  -0.718   0.101  1.00  0.00           C  
HETATM   20  H1  UNL     1       5.286  -1.540   1.579  1.00  0.00           H  
HETATM   21  H2  UNL     1       5.213  -2.494   0.087  1.00  0.00           H  
HETATM   22  H3  UNL     1       5.593  -0.683   0.057  1.00  0.00           H  
HETATM   23  H4  UNL     1       1.874   2.414   0.303  1.00  0.00           H  
HETATM   24  H5  UNL     1      -0.213   5.284   0.402  1.00  0.00           H  
HETATM   25  H6  UNL     1       1.072   4.159   0.982  1.00  0.00           H  
HETATM   26  H7  UNL     1       0.826   4.436  -0.777  1.00  0.00           H  
HETATM   27  H8  UNL     1      -2.988   1.700  -0.194  1.00  0.00           H  
HETATM   28  H9  UNL     1      -4.940  -0.402  -0.444  1.00  0.00           H  
HETATM   29  H10 UNL     1      -5.194  -2.851  -0.538  1.00  0.00           H  
HETATM   30  H11 UNL     1      -3.230  -4.282  -0.385  1.00  0.00           H  
HETATM   31  H12 UNL     1      -0.993  -3.258  -0.137  1.00  0.00           H  
HETATM   32  H13 UNL     1       1.087  -1.738   0.109  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3
CONECT    3    4    4    5
CONECT    5    6    6   19
CONECT    6    7   23
CONECT    7    8   10   10
CONECT    8    9
CONECT    9   24   25   26
CONECT   10   11   18
CONECT   11   12   27
CONECT   12   13   13   17
CONECT   13   14   28
CONECT   14   15   15   29
CONECT   15   16   30
CONECT   16   17   17   31
CONECT   17   18
CONECT   18   19   19
CONECT   19   32
END

HMDB0030320
     RDKit          3D
Mukonine
 32 34  0  0  0  0  0  0  0  0999 V2000
    4.9768   -1.4903    0.4972 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5890   -1.2377    0.3683 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0548    0.0250    0.3514 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8628    0.9913    0.4577 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6220    0.2912    0.2185 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1704    1.6072    0.2112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1629    1.9192    0.0893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5696    3.2419    0.0866 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2987    4.3319    0.2025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0679    0.8867   -0.0283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3962    0.8223   -0.1603 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8162   -0.4467   -0.2371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0610   -1.0221   -0.3752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2344   -2.3894   -0.4306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1365   -3.2087   -0.3460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8921   -2.6433   -0.2082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7153   -1.2709   -0.1523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6263   -0.4359   -0.0222 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7106   -0.7179    0.1009 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2861   -1.5398    1.5788 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2132   -2.4942    0.0866 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5926   -0.6826    0.0574 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8743    2.4144    0.3026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2131    5.2841    0.4017 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0724    4.1595    0.9819 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8258    4.4363   -0.7766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9878    1.7004   -0.1936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9401   -0.4024   -0.4440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1937   -2.8513   -0.5376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2299   -4.2820   -0.3853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9932   -3.2584   -0.1374 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0870   -1.7379    0.1091 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
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  7 10  2  0
 10 11  1  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  2  0
 19  5  1  0
 18 10  1  0
 17 12  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  6 23  1  0
  9 24  1  0
  9 25  1  0
  9 26  1  0
 11 27  1  0
 13 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
 19 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
9H-Carbazole-3-carboxylic acid, 1-methoxy-, methyl ester	HMDB
Methyl 1-methoxy-9H-carbazole-3-carboxylic acid	HMDB
Mukonine	MeSH

Chemical Formula

C₁₅H₁₃NO₃

Average Molecular Weight

255.2686

Monoisotopic Molecular Weight

255.089543287

IUPAC Name

methyl 1-methoxy-9H-carbazole-3-carboxylate

Traditional Name

methyl 1-methoxy-9H-carbazole-3-carboxylate

CAS Registry Number

23523-94-6

SMILES

COC(=O)C1=CC2=C(NC3=CC=CC=C23)C(OC)=C1

InChI Identifier

InChI=1S/C15H13NO3/c1-18-13-8-9(15(17)19-2)7-11-10-5-3-4-6-12(10)16-14(11)13/h3-8,16H,1-2H3

InChI Key

GIKICDROPGNERQ-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
Indolecarboxylic acid
Indolecarboxylic acid derivative
M-methoxybenzoic acid or derivatives
Indole
Anisole
Alkyl aryl ether
Benzenoid
Heteroaromatic compound
Methyl ester
Pyrrole
Carboxylic acid ester
Carboxylic acid derivative
Ether
Azacycle
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0030320)
Cell membrane (HMDB: HMDB0030320)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030320)

Source

Endogenous

Endogenous (HMDB: HMDB0030320)

Plant

Plant (HMDB: HMDB0030320)

Exogenous

Food

Food (HMDB: HMDB0030320)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Exogenous (HMDB: HMDB0030320)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	198 - 200 °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	0.058 g/L	ALOGPS
logP	3.55	ALOGPS
logP	2.94	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	13.31	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	51.32 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	71.96 m³·mol⁻¹	ChemAxon
Polarizability	27.47 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]+	161.979	31661259
DarkChem	[M-H]-	161.299	31661259
DeepCCS	[M-2H]-	196.37	30932474
DeepCCS	[M+Na]+	171.935	30932474
AllCCS	[M+H]+	157.2	32859911
AllCCS	[M+H-H2O]+	153.3	32859911
AllCCS	[M+NH4]+	160.8	32859911
AllCCS	[M+Na]+	161.9	32859911
AllCCS	[M-H]-	161.7	32859911
AllCCS	[M+Na-2H]-	161.1	32859911
AllCCS	[M+HCOO]-	160.5	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	6.64 minutes	32390414
Predicted by Siyang on May 30, 2022	14.5511 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.54 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2410.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	467.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	181.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	275.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	328.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	707.7 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	588.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	80.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1172.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	532.6 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1521.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	453.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	413.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	404.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	407.0 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	23.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Mukonine	COC(=O)C1=CC2=C(NC3=CC=CC=C23)C(OC)=C1	3308.8	Standard polar	33892256
Mukonine	COC(=O)C1=CC2=C(NC3=CC=CC=C23)C(OC)=C1	2489.3	Standard non polar	33892256
Mukonine	COC(=O)C1=CC2=C(NC3=CC=CC=C23)C(OC)=C1	2549.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Mukonine,1TMS,isomer #1	COC(=O)C1=CC(OC)=C2C(=C1)C1=CC=CC=C1N2[Si](C)(C)C	2677.2	Semi standard non polar	33892256
Mukonine,1TMS,isomer #1	COC(=O)C1=CC(OC)=C2C(=C1)C1=CC=CC=C1N2[Si](C)(C)C	2477.2	Standard non polar	33892256
Mukonine,1TBDMS,isomer #1	COC(=O)C1=CC(OC)=C2C(=C1)C1=CC=CC=C1N2[Si](C)(C)C(C)(C)C	2820.1	Semi standard non polar	33892256
Mukonine,1TBDMS,isomer #1	COC(=O)C1=CC(OC)=C2C(=C1)C1=CC=CC=C1N2[Si](C)(C)C(C)(C)C	2667.6	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Mukonine GC-MS (Non-derivatized) - 70eV, Positive	splash10-00dj-1590000000-167c849992a193193f9e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mukonine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mukonine 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 - Mukonine 10V, Positive-QTOF	splash10-0a4i-0090000000-cd03438f6de3f28a504c	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mukonine 20V, Positive-QTOF	splash10-05fr-0290000000-9c9037ea11696f132c65	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mukonine 40V, Positive-QTOF	splash10-01bd-0930000000-713f187eca5e458ee29e	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mukonine 10V, Negative-QTOF	splash10-0udi-0090000000-3ca304cf3bbbba002500	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mukonine 20V, Negative-QTOF	splash10-0udi-0090000000-3c8e770d1c6e3d05d35e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mukonine 40V, Negative-QTOF	splash10-0abl-1980000000-a26ad260b4614ad87b2c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mukonine 10V, Positive-QTOF	splash10-0a4i-0090000000-630a4b552c26e3dd89df	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mukonine 20V, Positive-QTOF	splash10-0a4i-0190000000-ad46eee45535c2ca4257	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mukonine 40V, Positive-QTOF	splash10-0zfv-0690000000-edbcd6441cd94ff93440	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mukonine 10V, Negative-QTOF	splash10-0udi-0090000000-178299ed1814806d5ff4	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mukonine 20V, Negative-QTOF	splash10-0ff0-0590000000-1e612cfffd02100e3bc0	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mukonine 40V, Negative-QTOF	splash10-05o3-0920000000-31d4172356bdb55d12c2	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

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

FDB002162

KNApSAcK ID

C00026818

Chemspider ID

4478115

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5319913

PDB ID

Not Available

ChEBI ID

503269

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 Mukonine (HMDB0030320)

MOL for HMDB0030320 (Mukonine)

3D MOL for HMDB0030320 (Mukonine)

3D SDF for HMDB0030320 (Mukonine)

3D-SDF for HMDB0030320 (Mukonine)

PDB for HMDB0030320 (Mukonine)

3D PDB for HMDB0030320 (Mukonine)

SMILES for HMDB0030320 (Mukonine)

INCHI for HMDB0030320 (Mukonine)

Structure for HMDB0030320 (Mukonine)

3D Structure for HMDB0030320 (Mukonine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra