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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:58:22 UTC

Update Date

2022-03-07 02:55:51 UTC

HMDB ID

HMDB0038640

Secondary Accession Numbers

HMDB38640

Metabolite Identification

Common Name

1,6-Dimethoxy-9H-carbazole-3-carboxaldehyde

Description

1,6-Dimethoxy-9H-carbazole-3-carboxaldehyde 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. 1,6-Dimethoxy-9H-carbazole-3-carboxaldehyde has been detected, but not quantified in, fruits. This could make 1,6-dimethoxy-9H-carbazole-3-carboxaldehyde a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 1,6-Dimethoxy-9H-carbazole-3-carboxaldehyde.

Structure

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

HMDB0038640
     RDKit          3D
1,6-Dimethoxy-9H-carbazole-3-carboxaldehyde
 32 34  0  0  0  0  0  0  0  0999 V2000
    5.7275    0.6370   -0.0032 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5806   -0.1422   -0.0917 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2865    0.3527   -0.0781 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1001    1.7130    0.0303 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8125    2.2579    0.0481 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7308    1.4061   -0.0450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5904    1.6183   -0.0553 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2852    0.4688   -0.1649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6231    0.1369   -0.2205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5495    1.1638   -0.1552 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9433    0.9541   -0.2019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0308   -1.1790   -0.3377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1226   -2.2138   -0.4040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5442   -3.6008   -0.5274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7681   -4.5675   -0.5909 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7832   -1.8529   -0.3460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3709   -0.5405   -0.2289 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8842    0.0371   -0.1548 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1743   -0.4506   -0.1679 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6405    1.3631    0.8143 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9142    1.0968   -0.9957 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5764   -0.0467    0.2676 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9502    2.3452    0.1004 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6527    3.3236    0.1327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0485    2.5491    0.0119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1687    0.1355    0.5415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2920    0.6092   -1.1911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4802    1.8390    0.1595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0832   -1.4517   -0.3824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6042   -3.7905   -0.5653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0493   -2.6527   -0.3966 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3071   -1.5184   -0.2532 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  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 13 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19  3  1  0
 18  6  1  0
 17  8  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  5 24  1  0
  7 25  1  0
 11 26  1  0
 11 27  1  0
 11 28  1  0
 12 29  1  0
 14 30  1  0
 16 31  1  0
 19 32  1  0
M  END


  Mrv0541 05061310342D          

 19 21  0  0  0  0            999 V2000
    5.0645    1.4672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7566   -1.7698    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
    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
    2.8985    1.1971    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
    0.1624    1.0256    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
    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
    1.9339   -0.6855    0.0000 N   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
    4.2575    1.6387    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
  4  3  2  0  0  0  0
  9  5  2  0  0  0  0
  9  6  1  0  0  0  0
  9  8  1  0  0  0  0
 10  3  1  0  0  0  0
 10  7  2  0  0  0  0
 11  7  1  0  0  0  0
 12  5  1  0  0  0  0
 12 11  1  0  0  0  0
 13  4  1  0  0  0  0
 13 11  2  0  0  0  0
 14  6  2  0  0  0  0
 15 12  2  0  0  0  0
 15 14  1  0  0  0  0
 16 13  1  0  0  0  0
 16 15  1  0  0  0  0
 17  8  2  0  0  0  0
 18  1  1  0  0  0  0
 18 10  1  0  0  0  0
 19  2  1  0  0  0  0
 19 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038640

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC2=C(NC3=C2C=C(C=O)C=C3OC)C=C1

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

> <INCHI_KEY>
YUERFEQINUDZDT-UHFFFAOYSA-N

> <FORMULA>
C15H13NO3

> <MOLECULAR_WEIGHT>
255.2686

> <EXACT_MASS>
255.089543287

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
27.253098169429812

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,6-dimethoxy-9H-carbazole-3-carbaldehyde

> <ALOGPS_LOGP>
3.02

> <JCHEM_LOGP>
2.4880455026666657

> <ALOGPS_LOGS>
-3.81

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.629917711116892

> <JCHEM_PKA_STRONGEST_BASIC>
-4.55182260051096

> <JCHEM_POLAR_SURFACE_AREA>
51.32000000000001

> <JCHEM_REFRACTIVITY>
72.9826

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.93e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,6-dimethoxy-9H-carbazole-3-carbaldehyde

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0038640
     RDKit          3D
1,6-Dimethoxy-9H-carbazole-3-carboxaldehyde
 32 34  0  0  0  0  0  0  0  0999 V2000
    5.7275    0.6370   -0.0032 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5806   -0.1422   -0.0917 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2865    0.3527   -0.0781 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1001    1.7130    0.0303 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8125    2.2579    0.0481 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7308    1.4061   -0.0450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5904    1.6183   -0.0553 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2852    0.4688   -0.1649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6231    0.1369   -0.2205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5495    1.1638   -0.1552 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9433    0.9541   -0.2019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0308   -1.1790   -0.3377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1226   -2.2138   -0.4040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5442   -3.6008   -0.5274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7681   -4.5675   -0.5909 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7832   -1.8529   -0.3460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3709   -0.5405   -0.2289 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8842    0.0371   -0.1548 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1743   -0.4506   -0.1679 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6405    1.3631    0.8143 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9142    1.0968   -0.9957 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5764   -0.0467    0.2676 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9502    2.3452    0.1004 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6527    3.3236    0.1327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0485    2.5491    0.0119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1687    0.1355    0.5415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2920    0.6092   -1.1911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4802    1.8390    0.1595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0832   -1.4517   -0.3824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6042   -3.7905   -0.5653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0493   -2.6527   -0.3966 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3071   -1.5184   -0.2532 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  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 13 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19  3  1  0
 18  6  1  0
 17  8  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  5 24  1  0
  7 25  1  0
 11 26  1  0
 11 27  1  0
 11 28  1  0
 12 29  1  0
 14 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       9.454   2.739   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.412  -3.304   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.393   0.450   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.362  -0.695   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.810   2.235   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.173   0.450   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.411   2.235   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.727   3.059   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       6.917   1.914   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.380   1.090   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.840   1.090   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.856  -0.374   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.858  -0.695   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.364  -0.374   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      -2.234   2.739   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       7.947   3.059   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       0.382  -2.159   0.000  0.00  0.00           O+0
CONECT    1   18                                                            
CONECT    2   19                                                            
CONECT    3    4   10                                                       
CONECT    4    3   13                                                       
CONECT    5    9   12                                                       
CONECT    6    9   14                                                       
CONECT    7   10   11                                                       
CONECT    8    9   17                                                       
CONECT    9    5    6    8                                                  
CONECT   10    3    7   18                                                  
CONECT   11    7   12   13                                                  
CONECT   12    5   11   15                                                  
CONECT   13    4   11   16                                                  
CONECT   14    6   15   19                                                  
CONECT   15   12   14   16                                                  
CONECT   16   13   15                                                       
CONECT   17    8                                                            
CONECT   18    1   10                                                       
CONECT   19    2   14                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

COMPND    HMDB0038640
HETATM    1  C1  UNL     1       5.728   0.637  -0.003  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.581  -0.142  -0.092  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.286   0.353  -0.078  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.100   1.713   0.030  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.813   2.258   0.048  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.731   1.406  -0.045  1.00  0.00           C  
HETATM    7  N1  UNL     1      -0.590   1.618  -0.055  1.00  0.00           N  
HETATM    8  C6  UNL     1      -1.285   0.469  -0.165  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.623   0.137  -0.220  1.00  0.00           C  
HETATM   10  O2  UNL     1      -3.549   1.164  -0.155  1.00  0.00           O  
HETATM   11  C8  UNL     1      -4.943   0.954  -0.202  1.00  0.00           C  
HETATM   12  C9  UNL     1      -3.031  -1.179  -0.338  1.00  0.00           C  
HETATM   13  C10 UNL     1      -2.123  -2.214  -0.404  1.00  0.00           C  
HETATM   14  C11 UNL     1      -2.544  -3.601  -0.527  1.00  0.00           C  
HETATM   15  O3  UNL     1      -1.768  -4.567  -0.591  1.00  0.00           O  
HETATM   16  C12 UNL     1      -0.783  -1.853  -0.346  1.00  0.00           C  
HETATM   17  C13 UNL     1      -0.371  -0.541  -0.229  1.00  0.00           C  
HETATM   18  C14 UNL     1       0.884   0.037  -0.155  1.00  0.00           C  
HETATM   19  C15 UNL     1       2.174  -0.451  -0.168  1.00  0.00           C  
HETATM   20  H1  UNL     1       5.641   1.363   0.814  1.00  0.00           H  
HETATM   21  H2  UNL     1       5.914   1.097  -0.996  1.00  0.00           H  
HETATM   22  H3  UNL     1       6.576  -0.047   0.268  1.00  0.00           H  
HETATM   23  H4  UNL     1       3.950   2.345   0.100  1.00  0.00           H  
HETATM   24  H5  UNL     1       1.653   3.324   0.133  1.00  0.00           H  
HETATM   25  H6  UNL     1      -1.049   2.549   0.012  1.00  0.00           H  
HETATM   26  H7  UNL     1      -5.169   0.136   0.541  1.00  0.00           H  
HETATM   27  H8  UNL     1      -5.292   0.609  -1.191  1.00  0.00           H  
HETATM   28  H9  UNL     1      -5.480   1.839   0.159  1.00  0.00           H  
HETATM   29  H10 UNL     1      -4.083  -1.452  -0.382  1.00  0.00           H  
HETATM   30  H11 UNL     1      -3.604  -3.791  -0.565  1.00  0.00           H  
HETATM   31  H12 UNL     1      -0.049  -2.653  -0.397  1.00  0.00           H  
HETATM   32  H13 UNL     1       2.307  -1.518  -0.253  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3
CONECT    3    4    4   19
CONECT    4    5   23
CONECT    5    6    6   24
CONECT    6    7   18
CONECT    7    8   25
CONECT    8    9    9   17
CONECT    9   10   12
CONECT   10   11
CONECT   11   26   27   28
CONECT   12   13   13   29
CONECT   13   14   16
CONECT   14   15   15   30
CONECT   16   17   17   31
CONECT   17   18
CONECT   18   19   19
CONECT   19   32
END

HMDB0038640
     RDKit          3D
1,6-Dimethoxy-9H-carbazole-3-carboxaldehyde
 32 34  0  0  0  0  0  0  0  0999 V2000
    5.7275    0.6370   -0.0032 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5806   -0.1422   -0.0917 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2865    0.3527   -0.0781 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1001    1.7130    0.0303 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8125    2.2579    0.0481 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7308    1.4061   -0.0450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5904    1.6183   -0.0553 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2852    0.4688   -0.1649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6231    0.1369   -0.2205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5495    1.1638   -0.1552 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9433    0.9541   -0.2019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0308   -1.1790   -0.3377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1226   -2.2138   -0.4040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5442   -3.6008   -0.5274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7681   -4.5675   -0.5909 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7832   -1.8529   -0.3460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3709   -0.5405   -0.2289 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8842    0.0371   -0.1548 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1743   -0.4506   -0.1679 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6405    1.3631    0.8143 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9142    1.0968   -0.9957 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5764   -0.0467    0.2676 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9502    2.3452    0.1004 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6527    3.3236    0.1327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0485    2.5491    0.0119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1687    0.1355    0.5415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2920    0.6092   -1.1911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4802    1.8390    0.1595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0832   -1.4517   -0.3824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6042   -3.7905   -0.5653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0493   -2.6527   -0.3966 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3071   -1.5184   -0.2532 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  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 13 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19  3  1  0
 18  6  1  0
 17  8  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  5 24  1  0
  7 25  1  0
 11 26  1  0
 11 27  1  0
 11 28  1  0
 12 29  1  0
 14 30  1  0
 16 31  1  0
 19 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1,6-Dimethoxy-9H-carbazole-3-carboxaldehyde, 9ci	HMDB
3-Formyl-1,6-dimethoxy-9H-carbazole	HMDB
3-Formyl-1,6-dimethoxycarbazole	HMDB
6-Methoxymurrayanine	HMDB
N~2~-(9-acridinylmethyl)-n~5~-(amino(imino)methyl)ornithine	HMDB

Chemical Formula

C₁₅H₁₃NO₃

Average Molecular Weight

255.2686

Monoisotopic Molecular Weight

255.089543287

IUPAC Name

1,6-dimethoxy-9H-carbazole-3-carbaldehyde

Traditional Name

1,6-dimethoxy-9H-carbazole-3-carbaldehyde

CAS Registry Number

132922-59-9

SMILES

COC1=CC2=C(NC3=C2C=C(C=O)C=C3OC)C=C1

InChI Identifier

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

InChI Key

YUERFEQINUDZDT-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
Alkyl aryl ether
Aryl-aldehyde
Benzenoid
Pyrrole
Heteroaromatic compound
Ether
Azacycle
Hydrocarbon derivative
Aldehyde
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0038640)

Cellular substructure

Membrane (HMDB: HMDB0038640)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038640)

Source

Exogenous

Food

Food (HMDB: HMDB0038640)

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0038640)

Not Available

Nutrient (HMDB: HMDB0038640)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	231 - 233 °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	0.039 g/L	ALOGPS
logP	3.02	ALOGPS
logP	2.49	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	13.63	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	51.32 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	72.98 m³·mol⁻¹	ChemAxon
Polarizability	27.25 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]+	159.867	31661259
DarkChem	[M-H]-	161.824	31661259
DeepCCS	[M+H]+	167.026	30932474
DeepCCS	[M-H]-	164.663	30932474
DeepCCS	[M-2H]-	197.549	30932474
DeepCCS	[M+Na]+	173.114	30932474
AllCCS	[M+H]+	157.4	32859911
AllCCS	[M+H-H2O]+	153.5	32859911
AllCCS	[M+NH4]+	161.0	32859911
AllCCS	[M+Na]+	162.1	32859911
AllCCS	[M-H]-	161.8	32859911
AllCCS	[M+Na-2H]-	161.2	32859911
AllCCS	[M+HCOO]-	160.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1,6-Dimethoxy-9H-carbazole-3-carboxaldehyde	COC1=CC2=C(NC3=C2C=C(C=O)C=C3OC)C=C1	3631.5	Standard polar	33892256
1,6-Dimethoxy-9H-carbazole-3-carboxaldehyde	COC1=CC2=C(NC3=C2C=C(C=O)C=C3OC)C=C1	2608.8	Standard non polar	33892256
1,6-Dimethoxy-9H-carbazole-3-carboxaldehyde	COC1=CC2=C(NC3=C2C=C(C=O)C=C3OC)C=C1	2731.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
1,6-Dimethoxy-9H-carbazole-3-carboxaldehyde,1TMS,isomer #1	COC1=CC=C2C(=C1)C1=CC(C=O)=CC(OC)=C1N2[Si](C)(C)C	2691.0	Semi standard non polar	33892256
1,6-Dimethoxy-9H-carbazole-3-carboxaldehyde,1TMS,isomer #1	COC1=CC=C2C(=C1)C1=CC(C=O)=CC(OC)=C1N2[Si](C)(C)C	2618.7	Standard non polar	33892256
1,6-Dimethoxy-9H-carbazole-3-carboxaldehyde,1TBDMS,isomer #1	COC1=CC=C2C(=C1)C1=CC(C=O)=CC(OC)=C1N2[Si](C)(C)C(C)(C)C	2836.1	Semi standard non polar	33892256
1,6-Dimethoxy-9H-carbazole-3-carboxaldehyde,1TBDMS,isomer #1	COC1=CC=C2C(=C1)C1=CC(C=O)=CC(OC)=C1N2[Si](C)(C)C(C)(C)C	2827.8	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 1,6-Dimethoxy-9H-carbazole-3-carboxaldehyde GC-MS (Non-derivatized) - 70eV, Positive	splash10-03fv-0490000000-c1713dba951121a23a19	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,6-Dimethoxy-9H-carbazole-3-carboxaldehyde GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,6-Dimethoxy-9H-carbazole-3-carboxaldehyde 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 - 1,6-Dimethoxy-9H-carbazole-3-carboxaldehyde 10V, Positive-QTOF	splash10-0a4i-0090000000-7a1b5e0d3cec28d94481	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,6-Dimethoxy-9H-carbazole-3-carboxaldehyde 20V, Positive-QTOF	splash10-0ab9-0090000000-b038984d6c6e6494aff1	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,6-Dimethoxy-9H-carbazole-3-carboxaldehyde 40V, Positive-QTOF	splash10-01vo-0790000000-e195cf4eaadf295ac6a2	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,6-Dimethoxy-9H-carbazole-3-carboxaldehyde 10V, Negative-QTOF	splash10-0udi-0090000000-f5d9b0fb360ee67cd0ed	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,6-Dimethoxy-9H-carbazole-3-carboxaldehyde 20V, Negative-QTOF	splash10-0udi-0090000000-362c5dc8f3fdc5b80caf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,6-Dimethoxy-9H-carbazole-3-carboxaldehyde 40V, Negative-QTOF	splash10-052s-0490000000-207698efc3293c519173	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,6-Dimethoxy-9H-carbazole-3-carboxaldehyde 10V, Negative-QTOF	splash10-0udi-0090000000-9ae27670916c21ee015a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,6-Dimethoxy-9H-carbazole-3-carboxaldehyde 20V, Negative-QTOF	splash10-0ik9-0090000000-e6640e2008f5ccf5a6a6	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,6-Dimethoxy-9H-carbazole-3-carboxaldehyde 40V, Negative-QTOF	splash10-0bt9-0190000000-0752cd9fec035df1211d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,6-Dimethoxy-9H-carbazole-3-carboxaldehyde 10V, Positive-QTOF	splash10-0a4i-0090000000-a08f7c80ff8016168995	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,6-Dimethoxy-9H-carbazole-3-carboxaldehyde 20V, Positive-QTOF	splash10-0a4i-0090000000-e01a784fe08708a83d24	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,6-Dimethoxy-9H-carbazole-3-carboxaldehyde 40V, Positive-QTOF	splash10-01ot-0890000000-1986f754ef3488eb5bb6	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

FDB018035

KNApSAcK ID

C00024678

Chemspider ID

30777276

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14804150

PDB ID

Not Available

ChEBI ID

173807

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 1,6-Dimethoxy-9H-carbazole-3-carboxaldehyde (HMDB0038640)

MOL for HMDB0038640 (1,6-Dimethoxy-9H-carbazole-3-carboxaldehyde)

3D MOL for HMDB0038640 (1,6-Dimethoxy-9H-carbazole-3-carboxaldehyde)

3D SDF for HMDB0038640 (1,6-Dimethoxy-9H-carbazole-3-carboxaldehyde)

3D-SDF for HMDB0038640 (1,6-Dimethoxy-9H-carbazole-3-carboxaldehyde)

PDB for HMDB0038640 (1,6-Dimethoxy-9H-carbazole-3-carboxaldehyde)

3D PDB for HMDB0038640 (1,6-Dimethoxy-9H-carbazole-3-carboxaldehyde)

SMILES for HMDB0038640 (1,6-Dimethoxy-9H-carbazole-3-carboxaldehyde)

INCHI for HMDB0038640 (1,6-Dimethoxy-9H-carbazole-3-carboxaldehyde)

Structure for HMDB0038640 (1,6-Dimethoxy-9H-carbazole-3-carboxaldehyde)

3D Structure for HMDB0038640 (1,6-Dimethoxy-9H-carbazole-3-carboxaldehyde)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra