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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:30:00 UTC

Update Date

2023-02-21 17:18:42 UTC

HMDB ID

HMDB0029370

Secondary Accession Numbers

HMDB29370

Metabolite Identification

Common Name

O-Methylcorypalline

Description

O-Methylcorypalline belongs to the class of organic compounds known as tetrahydroisoquinolines. These are tetrahydrogenated isoquinoline derivatives. O-Methylcorypalline has been detected, but not quantified in, several different foods, such as teas (Camellia sinensis), sacred lotus (Nelumbo nucifera), red tea, arabica coffees (Coffea arabica), and herbal tea. This could make O-methylcorypalline a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on O-Methylcorypalline.

Structure

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

HMDB0029370
     RDKit          3D
O-Methylcorypalline
 32 33  0  0  0  0  0  0  0  0999 V2000
   -3.3751   -2.7771    0.6100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2532   -1.3721    0.4871 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0260   -0.7678    0.2345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8603   -1.4892    0.0888 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3283   -0.8122   -0.1625 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3709    0.5633   -0.2698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7854    1.2902   -0.1262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9807    0.6056    0.1268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1374    1.3242    0.2712 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1384    2.7463    0.1678 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7042    1.1548   -0.5398 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7355    0.5478    0.2560 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0041    1.1177   -0.1644 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7917   -0.8625    0.2226 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5804   -1.5555   -0.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4399   -3.0229    0.3952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1194   -3.1108    1.6380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7699   -3.3271   -0.1376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9052   -2.5568    0.1741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7442    2.3529   -0.2105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4711    3.2146    0.9294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1441    3.1654    0.2565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7399    3.0756   -0.8337 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7111    2.2438   -0.3187 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9112    1.0680   -1.6386 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9746    2.1926    0.1621 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8581    0.6372    0.3709 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1314    1.1013   -1.2680 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9321   -1.2309    1.2635 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7001   -1.2287   -0.3347 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7255   -1.7179   -1.4287 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4309   -2.5699    0.1004 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
 12 14  1  0
 14 15  1  0
  8  3  1  0
 15  5  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  4 19  1  0
  7 20  1  0
 10 21  1  0
 10 22  1  0
 10 23  1  0
 11 24  1  0
 11 25  1  0
 13 26  1  0
 13 27  1  0
 13 28  1  0
 14 29  1  0
 14 30  1  0
 15 31  1  0
 15 32  1  0
M  END

  Mrv0541 02241215292D          

 15 16  0  0  0  0            999 V2000
   -1.4434   -2.0621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4434   -1.2371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7009   -0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7009   -0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0416    0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0416    1.2371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7009    1.6496    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7009    2.4747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4434    1.2371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4434    0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7009   -0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7009   -0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0416   -1.2371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0416   -2.0621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7834   -2.4747    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
  3 13  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 11  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029370

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC2=C(CN(C)CC2)C=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C12H17NO2/c1-13-5-4-9-6-11(14-2)12(15-3)7-10(9)8-13/h6-7H,4-5,8H2,1-3H3

> <INCHI_KEY>
TXPPKWZEHFNZOE-UHFFFAOYSA-N

> <FORMULA>
C12H17NO2

> <MOLECULAR_WEIGHT>
207.2689

> <EXACT_MASS>
207.125928793

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
23.686423682324946

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
1.62

> <JCHEM_LOGP>
1.6391885580000005

> <ALOGPS_LOGS>
-1.98

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
9.026047757166152

> <JCHEM_POLAR_SURFACE_AREA>
21.700000000000003

> <JCHEM_REFRACTIVITY>
60.83670000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.19e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinoline

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0029370
     RDKit          3D
O-Methylcorypalline
 32 33  0  0  0  0  0  0  0  0999 V2000
   -3.3751   -2.7771    0.6100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2532   -1.3721    0.4871 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0260   -0.7678    0.2345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8603   -1.4892    0.0888 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3283   -0.8122   -0.1625 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3709    0.5633   -0.2698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7854    1.2902   -0.1262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9807    0.6056    0.1268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1374    1.3242    0.2712 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1384    2.7463    0.1678 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7042    1.1548   -0.5398 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7355    0.5478    0.2560 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0041    1.1177   -0.1644 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7917   -0.8625    0.2226 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5804   -1.5555   -0.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4399   -3.0229    0.3952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1194   -3.1108    1.6380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7699   -3.3271   -0.1376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9052   -2.5568    0.1741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7442    2.3529   -0.2105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4711    3.2146    0.9294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1441    3.1654    0.2565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7399    3.0756   -0.8337 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7111    2.2438   -0.3187 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9112    1.0680   -1.6386 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9746    2.1926    0.1621 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8581    0.6372    0.3709 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1314    1.1013   -1.2680 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9321   -1.2309    1.2635 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7001   -1.2287   -0.3347 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7255   -1.7179   -1.4287 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4309   -2.5699    0.1004 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
 12 14  1  0
 14 15  1  0
  8  3  1  0
 15  5  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  4 19  1  0
  7 20  1  0
 10 21  1  0
 10 22  1  0
 10 23  1  0
 11 24  1  0
 11 25  1  0
 13 26  1  0
 13 27  1  0
 13 28  1  0
 14 29  1  0
 14 30  1  0
 15 31  1  0
 15 32  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -2.694  -3.849   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -2.694  -2.309   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.308  -1.539   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.308  -0.001   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.078   0.769   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.078   2.309   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       1.308   3.079   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       1.308   4.619   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.694   2.309   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.694   0.769   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.308  -0.001   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.308  -1.539   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.078  -2.309   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       0.078  -3.849   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       1.462  -4.619   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   13                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   11                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11    5   10   12                                                  
CONECT   12   11   13                                                       
CONECT   13    3   12   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   32    0
END

COMPND    HMDB0029370
HETATM    1  C1  UNL     1      -3.375  -2.777   0.610  1.00  0.00           C  
HETATM    2  O1  UNL     1      -3.253  -1.372   0.487  1.00  0.00           O  
HETATM    3  C2  UNL     1      -2.026  -0.768   0.234  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.860  -1.489   0.089  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.328  -0.812  -0.162  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.371   0.563  -0.270  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.785   1.290  -0.126  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.981   0.606   0.127  1.00  0.00           C  
HETATM    9  O2  UNL     1      -3.137   1.324   0.271  1.00  0.00           O  
HETATM   10  C8  UNL     1      -3.138   2.746   0.168  1.00  0.00           C  
HETATM   11  C9  UNL     1       1.704   1.155  -0.540  1.00  0.00           C  
HETATM   12  N1  UNL     1       2.736   0.548   0.256  1.00  0.00           N  
HETATM   13  C10 UNL     1       4.004   1.118  -0.164  1.00  0.00           C  
HETATM   14  C11 UNL     1       2.792  -0.862   0.223  1.00  0.00           C  
HETATM   15  C12 UNL     1       1.580  -1.556  -0.322  1.00  0.00           C  
HETATM   16  H1  UNL     1      -4.440  -3.023   0.395  1.00  0.00           H  
HETATM   17  H2  UNL     1      -3.119  -3.111   1.638  1.00  0.00           H  
HETATM   18  H3  UNL     1      -2.770  -3.327  -0.138  1.00  0.00           H  
HETATM   19  H4  UNL     1      -0.905  -2.557   0.174  1.00  0.00           H  
HETATM   20  H5  UNL     1      -0.744   2.353  -0.211  1.00  0.00           H  
HETATM   21  H6  UNL     1      -2.471   3.215   0.929  1.00  0.00           H  
HETATM   22  H7  UNL     1      -4.144   3.165   0.256  1.00  0.00           H  
HETATM   23  H8  UNL     1      -2.740   3.076  -0.834  1.00  0.00           H  
HETATM   24  H9  UNL     1       1.711   2.244  -0.319  1.00  0.00           H  
HETATM   25  H10 UNL     1       1.911   1.068  -1.639  1.00  0.00           H  
HETATM   26  H11 UNL     1       3.975   2.193   0.162  1.00  0.00           H  
HETATM   27  H12 UNL     1       4.858   0.637   0.371  1.00  0.00           H  
HETATM   28  H13 UNL     1       4.131   1.101  -1.268  1.00  0.00           H  
HETATM   29  H14 UNL     1       2.932  -1.231   1.263  1.00  0.00           H  
HETATM   30  H15 UNL     1       3.700  -1.229  -0.335  1.00  0.00           H  
HETATM   31  H16 UNL     1       1.726  -1.718  -1.429  1.00  0.00           H  
HETATM   32  H17 UNL     1       1.431  -2.570   0.100  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3
CONECT    3    4    4    8
CONECT    4    5   19
CONECT    5    6    6   15
CONECT    6    7   11
CONECT    7    8    8   20
CONECT    8    9
CONECT    9   10
CONECT   10   21   22   23
CONECT   11   12   24   25
CONECT   12   13   14
CONECT   13   26   27   28
CONECT   14   15   29   30
CONECT   15   31   32
END

HMDB0029370
     RDKit          3D
O-Methylcorypalline
 32 33  0  0  0  0  0  0  0  0999 V2000
   -3.3751   -2.7771    0.6100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2532   -1.3721    0.4871 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0260   -0.7678    0.2345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8603   -1.4892    0.0888 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3283   -0.8122   -0.1625 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3709    0.5633   -0.2698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7854    1.2902   -0.1262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9807    0.6056    0.1268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1374    1.3242    0.2712 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1384    2.7463    0.1678 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7042    1.1548   -0.5398 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7355    0.5478    0.2560 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0041    1.1177   -0.1644 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7917   -0.8625    0.2226 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5804   -1.5555   -0.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4399   -3.0229    0.3952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1194   -3.1108    1.6380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7699   -3.3271   -0.1376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9052   -2.5568    0.1741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7442    2.3529   -0.2105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4711    3.2146    0.9294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1441    3.1654    0.2565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7399    3.0756   -0.8337 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7111    2.2438   -0.3187 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9112    1.0680   -1.6386 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9746    2.1926    0.1621 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8581    0.6372    0.3709 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1314    1.1013   -1.2680 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9321   -1.2309    1.2635 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7001   -1.2287   -0.3347 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7255   -1.7179   -1.4287 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4309   -2.5699    0.1004 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
 12 14  1  0
 14 15  1  0
  8  3  1  0
 15  5  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  4 19  1  0
  7 20  1  0
 10 21  1  0
 10 22  1  0
 10 23  1  0
 11 24  1  0
 11 25  1  0
 13 26  1  0
 13 27  1  0
 13 28  1  0
 14 29  1  0
 14 30  1  0
 15 31  1  0
 15 32  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
1,2,3,4-tetrahydro-6,7-Dimethoxy-2-methyl-isoquinoline	HMDB
1,2,3,4-tetrahydro-6,7-Dimethoxy-2-methylisoquinoline	HMDB
6,7-Dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline	HMDB
N-Methyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline	HMDB
N-Methyl-corypalline	HMDB
N-Methylheliamine	HMDB

Chemical Formula

C₁₂H₁₇NO₂

Average Molecular Weight

207.2689

Monoisotopic Molecular Weight

207.125928793

IUPAC Name

6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline

Traditional Name

6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinoline

CAS Registry Number

16620-96-5

SMILES

COC1=CC2=C(CN(C)CC2)C=C1OC

InChI Identifier

InChI=1S/C12H17NO2/c1-13-5-4-9-6-11(14-2)12(15-3)7-10(9)8-13/h6-7H,4-5,8H2,1-3H3

InChI Key

TXPPKWZEHFNZOE-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

Tetrahydroisoquinoline
Anisole
Alkyl aryl ether
Aralkylamine
Benzenoid
Tertiary amine
Tertiary aliphatic amine
Ether
Azacycle
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organic oxygen compound
Hydrocarbon derivative
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0029370)
Cytoplasm (HMDB: HMDB0029370)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029370)

Source

Endogenous

Endogenous (HMDB: HMDB0029370)

Plant

Plant (HMDB: HMDB0029370)
Coffea (HMDB: HMDB0029370)

Exogenous

Food

Food (HMDB: HMDB0029370)

Tea

Vegetable

Other vegetable

Sacred lotus (FooDB: FOOD00402)

Coffee and coffee product

Coffee

Arabica coffee (FooDB: FOOD00059)
Robusta coffee (FooDB: FOOD00060)

Coffee and coffee products (FooDB: FOOD00861)

Exogenous (HMDB: HMDB0029370)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	82 °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	2.19 g/L	ALOGPS
logP	1.62	ALOGPS
logP	1.64	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Basic)	9.03	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	21.7 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	60.84 m³·mol⁻¹	ChemAxon
Polarizability	23.69 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	148.923	31661259
DarkChem	[M-H]-	146.788	31661259
DeepCCS	[M+H]+	144.016	30932474
DeepCCS	[M-H]-	141.658	30932474
DeepCCS	[M-2H]-	176.778	30932474
DeepCCS	[M+Na]+	151.826	30932474
AllCCS	[M+H]+	145.5	32859911
AllCCS	[M+H-H2O]+	141.3	32859911
AllCCS	[M+NH4]+	149.3	32859911
AllCCS	[M+Na]+	150.4	32859911
AllCCS	[M-H]-	151.8	32859911
AllCCS	[M+Na-2H]-	152.2	32859911
AllCCS	[M+HCOO]-	152.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
O-Methylcorypalline	COC1=CC2=C(CN(C)CC2)C=C1OC	2357.4	Standard polar	33892256
O-Methylcorypalline	COC1=CC2=C(CN(C)CC2)C=C1OC	1659.2	Standard non polar	33892256
O-Methylcorypalline	COC1=CC2=C(CN(C)CC2)C=C1OC	1748.1	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - O-Methylcorypalline GC-MS (Non-derivatized) - 70eV, Positive	splash10-03dl-0900000000-b4d432211319349f29a7	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - O-Methylcorypalline 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 - O-Methylcorypalline 10V, Positive-QTOF	splash10-0a4i-0190000000-171ab090ca973690a410	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Methylcorypalline 20V, Positive-QTOF	splash10-0a6r-0970000000-efdcfc74892936d31056	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Methylcorypalline 40V, Positive-QTOF	splash10-03xs-1900000000-56470198625a69ad6960	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Methylcorypalline 10V, Negative-QTOF	splash10-0a4i-0090000000-9e2a519254d5704daf93	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Methylcorypalline 20V, Negative-QTOF	splash10-0a4i-0690000000-57be70baea307d297332	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Methylcorypalline 40V, Negative-QTOF	splash10-02gp-2900000000-1e46ee2d2a2cd028562c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Methylcorypalline 10V, Positive-QTOF	splash10-0a4i-0090000000-586eefe65c204f047eb8	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Methylcorypalline 20V, Positive-QTOF	splash10-0a4i-0390000000-929fc04b332fc355d1cf	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Methylcorypalline 40V, Positive-QTOF	splash10-0nc0-2900000000-a81b1ebba5f0135227aa	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Methylcorypalline 10V, Negative-QTOF	splash10-0a4i-0090000000-bc1578d935014f0ac50f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Methylcorypalline 20V, Negative-QTOF	splash10-0a4i-0790000000-39bba88db5a3debe87ec	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Methylcorypalline 40V, Negative-QTOF	splash10-01x0-1900000000-55fef35a2e71d158699a	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX 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

FDB000439

KNApSAcK ID

C00027451

Chemspider ID

25766

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

27694

PDB ID

Not Available

ChEBI ID

769975

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 O-Methylcorypalline (HMDB0029370)

MOL for HMDB0029370 (O-Methylcorypalline)

3D MOL for HMDB0029370 (O-Methylcorypalline)

3D SDF for HMDB0029370 (O-Methylcorypalline)

3D-SDF for HMDB0029370 (O-Methylcorypalline)

PDB for HMDB0029370 (O-Methylcorypalline)

3D PDB for HMDB0029370 (O-Methylcorypalline)

SMILES for HMDB0029370 (O-Methylcorypalline)

INCHI for HMDB0029370 (O-Methylcorypalline)

Structure for HMDB0029370 (O-Methylcorypalline)

3D Structure for HMDB0029370 (O-Methylcorypalline)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra