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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 00:07:29 UTC

Update Date

2021-09-26 22:56:35 UTC

HMDB ID

HMDB0247110

Secondary Accession Numbers

None

Metabolite Identification

Common Name

6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid

Description

6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid, also known as M1 alkaloid, belongs to the class of organic compounds known as tetrahydroisoquinolines. These are tetrahydrogenated isoquinoline derivatives. Based on a literature review very few articles have been published on 6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). 6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0247110
     RDKit          3D
6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid
 32 33  0  0  0  0  0  0  0  0999 V2000
   -3.7121    2.3513    0.4640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3948    0.9749    0.4708 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1214    0.5417    0.1816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0836    1.4070   -0.1298 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1824    0.9437   -0.4152 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3680   -0.4231   -0.3763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6404   -1.2825   -0.0726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8995   -0.8282    0.2117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9361   -1.6923    0.5227 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6855   -3.0673    0.5460 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7449   -0.9516   -0.6851 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7169    0.0827   -0.2221 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0902   -0.3983   -0.5185 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8884    0.3012   -1.1950 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4874   -1.6580   -0.0272 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5466    1.3620   -0.8134 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2293    1.9079   -0.7351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8118    2.5162    0.4481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3094    2.8555    1.3584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3158    2.7763   -0.4818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3291    2.4700   -0.1349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4070   -2.3477   -0.0643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1516   -3.4203   -0.3709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6783   -3.5937    0.6093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0330   -3.3631    1.4076 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8884   -1.8681   -0.0758 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7637   -1.1325   -1.7669 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6293    0.1254    0.9041 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4408   -1.7340    0.3556 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3091    2.0240   -0.6953 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2408    2.6746    0.0905 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9835    2.4460   -1.6780 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  2  0
  8  9  1  0
  9 10  1  0
  6 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 12 16  1  0
 16 17  1  0
  8  3  1  0
 17  5  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  7 22  1  0
 10 23  1  0
 10 24  1  0
 10 25  1  0
 11 26  1  0
 11 27  1  0
 12 28  1  0
 15 29  1  0
 16 30  1  0
 17 31  1  0
 17 32  1  0
M  END

  Mrv1652309112102072D          

 17 18  0  0  0  0            999 V2000
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   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   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  2  0  0  0  0
  3 12  1  0  0  0  0
  9 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
  4 16  1  0  0  0  0
 16 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0247110

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(OC)C=C2CC(NCC2=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H15NO4/c1-16-10-4-7-3-9(12(14)15)13-6-8(7)5-11(10)17-2/h4-5,9,13H,3,6H2,1-2H3,(H,14,15)

> <INCHI_KEY>
BWYXEHBJIMGDEB-UHFFFAOYSA-N

> <FORMULA>
C12H15NO4

> <MOLECULAR_WEIGHT>
237.255

> <EXACT_MASS>
237.100107967

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
24.730172283123892

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid

> <ALOGPS_LOGP>
-1.03

> <JCHEM_LOGP>
-1.5245671522830722

> <ALOGPS_LOGS>
-2.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.3215380838110065

> <JCHEM_PKA_STRONGEST_BASIC>
8.832621113702446

> <JCHEM_POLAR_SURFACE_AREA>
67.79

> <JCHEM_REFRACTIVITY>
61.371900000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.11e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0247110
     RDKit          3D
6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid
 32 33  0  0  0  0  0  0  0  0999 V2000
   -3.7121    2.3513    0.4640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3948    0.9749    0.4708 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1214    0.5417    0.1816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0836    1.4070   -0.1298 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1824    0.9437   -0.4152 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3680   -0.4231   -0.3763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6404   -1.2825   -0.0726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8995   -0.8282    0.2117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9361   -1.6923    0.5227 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6855   -3.0673    0.5460 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7449   -0.9516   -0.6851 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7169    0.0827   -0.2221 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0902   -0.3983   -0.5185 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8884    0.3012   -1.1950 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4874   -1.6580   -0.0272 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5466    1.3620   -0.8134 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2293    1.9079   -0.7351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8118    2.5162    0.4481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3094    2.8555    1.3584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3158    2.7763   -0.4818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3291    2.4700   -0.1349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4070   -2.3477   -0.0643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1516   -3.4203   -0.3709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6783   -3.5937    0.6093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0330   -3.3631    1.4076 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8884   -1.8681   -0.0758 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7637   -1.1325   -1.7669 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6293    0.1254    0.9041 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4408   -1.7340    0.3556 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3091    2.0240   -0.6953 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2408    2.6746    0.0905 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9835    2.4460   -1.6780 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  2  0
  8  9  1  0
  9 10  1  0
  6 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 12 16  1  0
 16 17  1  0
  8  3  1  0
 17  5  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  7 22  1  0
 10 23  1  0
 10 24  1  0
 10 25  1  0
 11 26  1  0
 11 27  1  0
 12 28  1  0
 15 29  1  0
 16 30  1  0
 17 31  1  0
 17 32  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       6.668  -0.770   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       8.002  -4.620   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       9.336  -2.310   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   12                                                  
CONECT    4    3    5   16                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   13                                                  
CONECT   10    9   11                                                       
CONECT   11   10    6   12                                                  
CONECT   12   11    3                                                       
CONECT   13    9   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16    4   17                                                       
CONECT   17   16                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0247110
HETATM    1  C1  UNL     1      -3.712   2.351   0.464  1.00  0.00           C  
HETATM    2  O1  UNL     1      -3.395   0.975   0.471  1.00  0.00           O  
HETATM    3  C2  UNL     1      -2.121   0.542   0.182  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.084   1.407  -0.130  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.182   0.944  -0.415  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.368  -0.423  -0.376  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.640  -1.282  -0.073  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.900  -0.828   0.212  1.00  0.00           C  
HETATM    9  O2  UNL     1      -2.936  -1.692   0.523  1.00  0.00           O  
HETATM   10  C8  UNL     1      -2.686  -3.067   0.546  1.00  0.00           C  
HETATM   11  C9  UNL     1       1.745  -0.952  -0.685  1.00  0.00           C  
HETATM   12  C10 UNL     1       2.717   0.083  -0.222  1.00  0.00           C  
HETATM   13  C11 UNL     1       4.090  -0.398  -0.519  1.00  0.00           C  
HETATM   14  O3  UNL     1       4.888   0.301  -1.195  1.00  0.00           O  
HETATM   15  O4  UNL     1       4.487  -1.658  -0.027  1.00  0.00           O  
HETATM   16  N1  UNL     1       2.547   1.362  -0.813  1.00  0.00           N  
HETATM   17  C12 UNL     1       1.229   1.908  -0.735  1.00  0.00           C  
HETATM   18  H1  UNL     1      -4.812   2.516   0.448  1.00  0.00           H  
HETATM   19  H2  UNL     1      -3.309   2.856   1.358  1.00  0.00           H  
HETATM   20  H3  UNL     1      -3.316   2.776  -0.482  1.00  0.00           H  
HETATM   21  H4  UNL     1      -1.329   2.470  -0.135  1.00  0.00           H  
HETATM   22  H5  UNL     1      -0.407  -2.348  -0.064  1.00  0.00           H  
HETATM   23  H6  UNL     1      -2.152  -3.420  -0.371  1.00  0.00           H  
HETATM   24  H7  UNL     1      -3.678  -3.594   0.609  1.00  0.00           H  
HETATM   25  H8  UNL     1      -2.033  -3.363   1.408  1.00  0.00           H  
HETATM   26  H9  UNL     1       1.888  -1.868  -0.076  1.00  0.00           H  
HETATM   27  H10 UNL     1       1.764  -1.133  -1.767  1.00  0.00           H  
HETATM   28  H11 UNL     1       2.629   0.125   0.904  1.00  0.00           H  
HETATM   29  H12 UNL     1       5.441  -1.734   0.356  1.00  0.00           H  
HETATM   30  H13 UNL     1       3.309   2.024  -0.695  1.00  0.00           H  
HETATM   31  H14 UNL     1       1.241   2.675   0.091  1.00  0.00           H  
HETATM   32  H15 UNL     1       0.983   2.446  -1.678  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3
CONECT    3    4    4    8
CONECT    4    5   21
CONECT    5    6    6   17
CONECT    6    7   11
CONECT    7    8    8   22
CONECT    8    9
CONECT    9   10
CONECT   10   23   24   25
CONECT   11   12   26   27
CONECT   12   13   16   28
CONECT   13   14   14   15
CONECT   15   29
CONECT   16   17   30
CONECT   17   31   32
END

HMDB0247110
     RDKit          3D
6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid
 32 33  0  0  0  0  0  0  0  0999 V2000
   -3.7121    2.3513    0.4640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3948    0.9749    0.4708 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1214    0.5417    0.1816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0836    1.4070   -0.1298 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1824    0.9437   -0.4152 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3680   -0.4231   -0.3763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6404   -1.2825   -0.0726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8995   -0.8282    0.2117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9361   -1.6923    0.5227 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6855   -3.0673    0.5460 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7449   -0.9516   -0.6851 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7169    0.0827   -0.2221 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0902   -0.3983   -0.5185 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8884    0.3012   -1.1950 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4874   -1.6580   -0.0272 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5466    1.3620   -0.8134 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2293    1.9079   -0.7351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8118    2.5162    0.4481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3094    2.8555    1.3584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3158    2.7763   -0.4818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3291    2.4700   -0.1349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4070   -2.3477   -0.0643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1516   -3.4203   -0.3709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6783   -3.5937    0.6093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0330   -3.3631    1.4076 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8884   -1.8681   -0.0758 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7637   -1.1325   -1.7669 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6293    0.1254    0.9041 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4408   -1.7340    0.3556 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3091    2.0240   -0.6953 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2408    2.6746    0.0905 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9835    2.4460   -1.6780 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  2  0
  8  9  1  0
  9 10  1  0
  6 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 12 16  1  0
 16 17  1  0
  8  3  1  0
 17  5  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  7 22  1  0
 10 23  1  0
 10 24  1  0
 10 25  1  0
 11 26  1  0
 11 27  1  0
 12 28  1  0
 15 29  1  0
 16 30  1  0
 17 31  1  0
 17 32  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylate	Generator
m1 Alkaloid	HMDB

Chemical Formula

C₁₂H₁₅NO₄

Average Molecular Weight

237.255

Monoisotopic Molecular Weight

237.100107967

IUPAC Name

6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid

Traditional Name

6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid

CAS Registry Number

Not Available

SMILES

COC1=C(OC)C=C2CC(NCC2=C1)C(O)=O

InChI Identifier

InChI=1S/C12H15NO4/c1-16-10-4-7-3-9(12(14)15)13-6-8(7)5-11(10)17-2/h4-5,9,13H,3,6H2,1-2H3,(H,14,15)

InChI Key

BWYXEHBJIMGDEB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetrahydroisoquinolines. These are tetrahydrogenated isoquinoline derivatives.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Tetrahydroisoquinolines

Sub Class

Not Available

Direct Parent

Tetrahydroisoquinolines

Alternative Parents

Substituents

Alpha-amino acid
Alpha-amino acid or derivatives
Tetrahydroisoquinoline
Anisole
Phenol ether
Alkyl aryl ether
Aralkylamine
Benzenoid
Amino acid
Amino acid or derivatives
Secondary aliphatic amine
Carboxylic acid
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Ether
Secondary amine
Azacycle
Organic nitrogen compound
Organonitrogen compound
Carbonyl group
Organooxygen compound
Hydrocarbon derivative
Amine
Organic oxide
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-1	ALOGPS
logP	-1.5	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	1.32	ChemAxon
pKa (Strongest Basic)	8.83	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	67.79 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	61.37 m³·mol⁻¹	ChemAxon
Polarizability	24.73 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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
DeepCCS	[M+H]+	148.915	30932474
DeepCCS	[M-H]-	146.557	30932474
DeepCCS	[M-2H]-	181.057	30932474
DeepCCS	[M+Na]+	156.785	30932474
AllCCS	[M+H]+	155.0	32859911
AllCCS	[M+H-H2O]+	151.4	32859911
AllCCS	[M+NH4]+	158.4	32859911
AllCCS	[M+Na]+	159.4	32859911
AllCCS	[M-H]-	155.4	32859911
AllCCS	[M+Na-2H]-	155.6	32859911
AllCCS	[M+HCOO]-	156.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid	COC1=C(OC)C=C2CC(NCC2=C1)C(O)=O	3295.8	Standard polar	33892256
6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid	COC1=C(OC)C=C2CC(NCC2=C1)C(O)=O	2040.9	Standard non polar	33892256
6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid	COC1=C(OC)C=C2CC(NCC2=C1)C(O)=O	2208.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid,2TMS,isomer #1	COC1=CC2=C(C=C1OC)CN([Si](C)(C)C)C(C(=O)O[Si](C)(C)C)C2	2173.8	Semi standard non polar	33892256
6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid,2TMS,isomer #1	COC1=CC2=C(C=C1OC)CN([Si](C)(C)C)C(C(=O)O[Si](C)(C)C)C2	2194.5	Standard non polar	33892256
6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid,2TMS,isomer #1	COC1=CC2=C(C=C1OC)CN([Si](C)(C)C)C(C(=O)O[Si](C)(C)C)C2	2633.3	Standard polar	33892256
6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid,2TBDMS,isomer #1	COC1=CC2=C(C=C1OC)CN([Si](C)(C)C(C)(C)C)C(C(=O)O[Si](C)(C)C(C)(C)C)C2	2656.3	Semi standard non polar	33892256
6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid,2TBDMS,isomer #1	COC1=CC2=C(C=C1OC)CN([Si](C)(C)C(C)(C)C)C(C(=O)O[Si](C)(C)C(C)(C)C)C2	2651.8	Standard non polar	33892256
6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid,2TBDMS,isomer #1	COC1=CC2=C(C=C1OC)CN([Si](C)(C)C(C)(C)C)C(C(=O)O[Si](C)(C)C(C)(C)C)C2	2902.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-0930000000-13378cb357bbd651ac13	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	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 - 6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid 10V, Positive-QTOF	splash10-000i-0290000000-4fa1d4ead004bbb6a03c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid 20V, Positive-QTOF	splash10-0006-0930000000-e2a0bf50573c2bc3b5bf	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid 40V, Positive-QTOF	splash10-03fs-0900000000-39d70390dcbc2c93f477	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid 10V, Negative-QTOF	splash10-000l-0490000000-a47c17e2e5b62ef6f5f2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid 20V, Negative-QTOF	splash10-01s6-0930000000-4ee5b6aa7eaeb8137210	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid 40V, Negative-QTOF	splash10-01sj-0930000000-7c8923693eef2b54f8db	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

2412268

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3160572

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for 6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (HMDB0247110)

MOL for HMDB0247110 (6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid)

3D MOL for HMDB0247110 (6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid)

3D SDF for HMDB0247110 (6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid)

3D-SDF for HMDB0247110 (6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid)

PDB for HMDB0247110 (6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid)

3D PDB for HMDB0247110 (6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid)

SMILES for HMDB0247110 (6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid)

INCHI for HMDB0247110 (6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid)

Structure for HMDB0247110 (6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid)

3D Structure for HMDB0247110 (6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra