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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2009-07-25 00:01:28 UTC

Update Date

2023-02-21 17:17:49 UTC

HMDB ID

HMDB0012484

Secondary Accession Numbers

HMDB12484

Metabolite Identification

Common Name

(R)-1,2-dimethyl-5,6-dihydroxy-tetrahydroisoquinoline

Description

This compound is a derivative of Tetrahydroisoquinoline, which is involved in the Tyrosine metabolism as a reaction product of S-adenosyl L-methionine with salsolinol. Tetrahydroisoquinoline derivatives may be formed in the body as metabolites of some drugs, and this was once thought to be involved in the development of alcoholism.This theory has now been discredited and is no longer generally accepted by the scientific community, but endogenous production of neurotoxic tetrahydroisoquinoline derivatives such as norsalsolinol continue to be investigated as possible causes for some conditions such as Parkinson's disease.

Structure

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

HMDB0012484
     RDKit          3D
(R)-1,2-dimethyl-5,6-dihydroxy-tetrahydroisoquinoline
 29 30  0  0  0  0  0  0  0  0999 V2000
   -1.5177   -1.9661    0.8902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9938   -0.8787   -0.0032 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4108   -0.5244    0.2877 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2239   -1.1891    1.1634 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5302   -0.7700    1.3527 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0527    0.3080    0.6829 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3723    0.6871    0.9102 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2355    0.9819   -0.2021 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7806    2.0569   -0.8616 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9372    0.5688   -0.3925 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0323    1.2625   -1.3220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3975    1.3359   -0.8676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8472    0.2654   -0.0740 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2202   -0.0044   -0.2859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8304   -2.8475    0.7711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4899   -2.3151    0.4383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6225   -1.6630    1.9391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9828   -1.3245   -1.0442 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8180   -2.0353    1.6908 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1610   -1.3082    2.0507 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9274    0.1598    1.5683 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3239    2.6249   -1.5197 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1176    0.8394   -2.3485 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3742    2.3142   -1.4005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6138    2.3063   -0.3716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0220    1.3579   -1.8101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6984   -0.6435    0.4806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7500    0.9554   -0.4534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3115   -0.5546   -1.2687 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
  6  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13  2  1  0
 10  3  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  6
  4 19  1  0
  5 20  1  0
  7 21  1  0
  9 22  1  0
 11 23  1  0
 11 24  1  0
 12 25  1  0
 12 26  1  0
 14 27  1  0
 14 28  1  0
 14 29  1  0
M  END


  Mrv0541 02251208052D          

 14 15  0  0  1  0            999 V2000
   10.7913  -14.6522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7912  -15.4772    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.0766  -15.8897    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3621  -15.4772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0766  -16.7146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7912  -17.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5057  -16.7146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2202  -17.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2202  -17.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9341  -16.7146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6486  -17.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9341  -15.8897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2202  -15.4772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5057  -15.8897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  2 14  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 14  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0012484

> <DATABASE_NAME>
hmdb

> <SMILES>
C[C@H]1N(C)CCC2=C1C=CC(O)=C2O

> <INCHI_IDENTIFIER>
InChI=1S/C11H15NO2/c1-7-8-3-4-10(13)11(14)9(8)5-6-12(7)2/h3-4,7,13-14H,5-6H2,1-2H3/t7-/m1/s1

> <INCHI_KEY>
AASFZUCQPYZSBW-SSDOTTSWSA-N

> <FORMULA>
C11H15NO2

> <MOLECULAR_WEIGHT>
193.2423

> <EXACT_MASS>
193.110278729

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
21.227174782641846

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R)-1,2-dimethyl-1,2,3,4-tetrahydroisoquinoline-5,6-diol

> <ALOGPS_LOGP>
1.21

> <JCHEM_LOGP>
1.5905941081970227

> <ALOGPS_LOGS>
-0.86

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.835922963702092

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.877184682064151

> <JCHEM_PKA_STRONGEST_BASIC>
10.327101891028672

> <JCHEM_POLAR_SURFACE_AREA>
43.7

> <JCHEM_REFRACTIVITY>
56.2909

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.66e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R)-1,2-dimethyl-3,4-dihydro-1H-isoquinoline-5,6-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0012484
     RDKit          3D
(R)-1,2-dimethyl-5,6-dihydroxy-tetrahydroisoquinoline
 29 30  0  0  0  0  0  0  0  0999 V2000
   -1.5177   -1.9661    0.8902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9938   -0.8787   -0.0032 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4108   -0.5244    0.2877 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2239   -1.1891    1.1634 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5302   -0.7700    1.3527 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0527    0.3080    0.6829 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3723    0.6871    0.9102 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2355    0.9819   -0.2021 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7806    2.0569   -0.8616 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9372    0.5688   -0.3925 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0323    1.2625   -1.3220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3975    1.3359   -0.8676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8472    0.2654   -0.0740 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2202   -0.0044   -0.2859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8304   -2.8475    0.7711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4899   -2.3151    0.4383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6225   -1.6630    1.9391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9828   -1.3245   -1.0442 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8180   -2.0353    1.6908 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1610   -1.3082    2.0507 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9274    0.1598    1.5683 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3239    2.6249   -1.5197 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1176    0.8394   -2.3485 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3742    2.3142   -1.4005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6138    2.3063   -0.3716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0220    1.3579   -1.8101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6984   -0.6435    0.4806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7500    0.9554   -0.4534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3115   -0.5546   -1.2687 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
  6  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13  2  1  0
 10  3  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  6
  4 19  1  0
  5 20  1  0
  7 21  1  0
  9 22  1  0
 11 23  1  0
 11 24  1  0
 12 25  1  0
 12 26  1  0
 14 27  1  0
 14 28  1  0
 14 29  1  0
M  END

HEADER    PROTEIN                                 25-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-FEB-12         0                                  
HETATM    1  C   UNK     0      20.144 -27.351   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      20.144 -28.891   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      18.810 -29.661   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      17.476 -28.891   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      18.810 -31.201   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      20.144 -31.971   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      21.477 -31.201   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      22.811 -31.971   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      22.811 -33.510   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      24.144 -31.201   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      25.477 -31.971   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      24.144 -29.661   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      22.811 -28.891   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      21.477 -29.661   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   14                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   14                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14    2    7   13                                                  
MASTER        0    0    0    0    0    0    0    0   14    0   30    0
END

COMPND    HMDB0012484
HETATM    1  C1  UNL     1      -1.518  -1.966   0.890  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.994  -0.879  -0.003  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.411  -0.524   0.288  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.224  -1.189   1.163  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.530  -0.770   1.353  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.053   0.308   0.683  1.00  0.00           C  
HETATM    7  O1  UNL     1       4.372   0.687   0.910  1.00  0.00           O  
HETATM    8  C7  UNL     1       2.236   0.982  -0.202  1.00  0.00           C  
HETATM    9  O2  UNL     1       2.781   2.057  -0.862  1.00  0.00           O  
HETATM   10  C8  UNL     1       0.937   0.569  -0.393  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.032   1.262  -1.322  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.397   1.336  -0.868  1.00  0.00           C  
HETATM   13  N1  UNL     1      -1.847   0.265  -0.074  1.00  0.00           N  
HETATM   14  C11 UNL     1      -3.220  -0.004  -0.286  1.00  0.00           C  
HETATM   15  H1  UNL     1      -0.830  -2.848   0.771  1.00  0.00           H  
HETATM   16  H2  UNL     1      -2.490  -2.315   0.438  1.00  0.00           H  
HETATM   17  H3  UNL     1      -1.623  -1.663   1.939  1.00  0.00           H  
HETATM   18  H4  UNL     1      -0.983  -1.324  -1.044  1.00  0.00           H  
HETATM   19  H5  UNL     1       0.818  -2.035   1.691  1.00  0.00           H  
HETATM   20  H6  UNL     1       3.161  -1.308   2.051  1.00  0.00           H  
HETATM   21  H7  UNL     1       4.927   0.160   1.568  1.00  0.00           H  
HETATM   22  H8  UNL     1       2.324   2.625  -1.520  1.00  0.00           H  
HETATM   23  H9  UNL     1       0.118   0.839  -2.349  1.00  0.00           H  
HETATM   24  H10 UNL     1       0.374   2.314  -1.401  1.00  0.00           H  
HETATM   25  H11 UNL     1      -1.614   2.306  -0.372  1.00  0.00           H  
HETATM   26  H12 UNL     1      -2.022   1.358  -1.810  1.00  0.00           H  
HETATM   27  H13 UNL     1      -3.698  -0.643   0.481  1.00  0.00           H  
HETATM   28  H14 UNL     1      -3.750   0.955  -0.453  1.00  0.00           H  
HETATM   29  H15 UNL     1      -3.311  -0.555  -1.269  1.00  0.00           H  
CONECT    1    2   15   16   17
CONECT    2    3   13   18
CONECT    3    4    4   10
CONECT    4    5   19
CONECT    5    6    6   20
CONECT    6    7    8
CONECT    7   21
CONECT    8    9   10   10
CONECT    9   22
CONECT   10   11
CONECT   11   12   23   24
CONECT   12   13   25   26
CONECT   13   14
CONECT   14   27   28   29
END

HMDB0012484
     RDKit          3D
(R)-1,2-dimethyl-5,6-dihydroxy-tetrahydroisoquinoline
 29 30  0  0  0  0  0  0  0  0999 V2000
   -1.5177   -1.9661    0.8902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9938   -0.8787   -0.0032 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4108   -0.5244    0.2877 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2239   -1.1891    1.1634 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5302   -0.7700    1.3527 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0527    0.3080    0.6829 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3723    0.6871    0.9102 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2355    0.9819   -0.2021 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7806    2.0569   -0.8616 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9372    0.5688   -0.3925 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0323    1.2625   -1.3220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3975    1.3359   -0.8676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8472    0.2654   -0.0740 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2202   -0.0044   -0.2859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8304   -2.8475    0.7711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4899   -2.3151    0.4383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6225   -1.6630    1.9391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9828   -1.3245   -1.0442 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8180   -2.0353    1.6908 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1610   -1.3082    2.0507 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9274    0.1598    1.5683 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3239    2.6249   -1.5197 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1176    0.8394   -2.3485 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3742    2.3142   -1.4005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6138    2.3063   -0.3716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0220    1.3579   -1.8101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6984   -0.6435    0.4806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7500    0.9554   -0.4534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3115   -0.5546   -1.2687 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
  6  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13  2  1  0
 10  3  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  6
  4 19  1  0
  5 20  1  0
  7 21  1  0
  9 22  1  0
 11 23  1  0
 11 24  1  0
 12 25  1  0
 12 26  1  0
 14 27  1  0
 14 28  1  0
 14 29  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₁H₁₅NO₂

Average Molecular Weight

193.2423

Monoisotopic Molecular Weight

193.110278729

IUPAC Name

(1R)-1,2-dimethyl-1,2,3,4-tetrahydroisoquinoline-5,6-diol

Traditional Name

(1R)-1,2-dimethyl-3,4-dihydro-1H-isoquinoline-5,6-diol

CAS Registry Number

Not Available

SMILES

C[C@H]1N(C)CCC2=C1C=CC(O)=C2O

InChI Identifier

InChI=1S/C11H15NO2/c1-7-8-3-4-10(13)11(14)9(8)5-6-12(7)2/h3-4,7,13-14H,5-6H2,1-2H3/t7-/m1/s1

InChI Key

AASFZUCQPYZSBW-SSDOTTSWSA-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
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Benzenoid
Tertiary amine
Tertiary aliphatic amine
Azacycle
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Amine
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Endogenous (HMDB: HMDB0012484)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

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
Water Solubility	26.6 g/L	ALOGPS
logP	1.21	ALOGPS
logP	1.59	ChemAxon
logS	-0.86	ALOGPS
pKa (Strongest Acidic)	6.88	ChemAxon
pKa (Strongest Basic)	10.33	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	43.7 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	56.29 m³·mol⁻¹	ChemAxon
Polarizability	21.23 Å³	ChemAxon
Number of Rings	2	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]+	142.303	31661259
DarkChem	[M-H]-	141.71	31661259
DeepCCS	[M+H]+	141.853	30932474
DeepCCS	[M-H]-	139.494	30932474
DeepCCS	[M-2H]-	174.562	30932474
DeepCCS	[M+Na]+	149.384	30932474
AllCCS	[M+H]+	143.3	32859911
AllCCS	[M+H-H2O]+	139.1	32859911
AllCCS	[M+NH4]+	147.3	32859911
AllCCS	[M+Na]+	148.4	32859911
AllCCS	[M-H]-	146.0	32859911
AllCCS	[M+Na-2H]-	146.5	32859911
AllCCS	[M+HCOO]-	147.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(R)-1,2-dimethyl-5,6-dihydroxy-tetrahydroisoquinoline	C[C@H]1N(C)CCC2=C1C=CC(O)=C2O	2719.9	Standard polar	33892256
(R)-1,2-dimethyl-5,6-dihydroxy-tetrahydroisoquinoline	C[C@H]1N(C)CCC2=C1C=CC(O)=C2O	1747.0	Standard non polar	33892256
(R)-1,2-dimethyl-5,6-dihydroxy-tetrahydroisoquinoline	C[C@H]1N(C)CCC2=C1C=CC(O)=C2O	1834.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(R)-1,2-dimethyl-5,6-dihydroxy-tetrahydroisoquinoline,1TMS,isomer #1	C[C@@H]1C2=CC=C(O[Si](C)(C)C)C(O)=C2CCN1C	1824.4	Semi standard non polar	33892256
(R)-1,2-dimethyl-5,6-dihydroxy-tetrahydroisoquinoline,1TMS,isomer #2	C[C@@H]1C2=CC=C(O)C(O[Si](C)(C)C)=C2CCN1C	1796.1	Semi standard non polar	33892256
(R)-1,2-dimethyl-5,6-dihydroxy-tetrahydroisoquinoline,2TMS,isomer #1	C[C@@H]1C2=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2CCN1C	1843.9	Semi standard non polar	33892256
(R)-1,2-dimethyl-5,6-dihydroxy-tetrahydroisoquinoline,1TBDMS,isomer #1	C[C@@H]1C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C2CCN1C	2097.9	Semi standard non polar	33892256
(R)-1,2-dimethyl-5,6-dihydroxy-tetrahydroisoquinoline,1TBDMS,isomer #2	C[C@@H]1C2=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C2CCN1C	2062.3	Semi standard non polar	33892256
(R)-1,2-dimethyl-5,6-dihydroxy-tetrahydroisoquinoline,2TBDMS,isomer #1	C[C@@H]1C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2CCN1C	2310.9	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 - (R)-1,2-dimethyl-5,6-dihydroxy-tetrahydroisoquinoline GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-0900000000-682fc18f1b85ec0d7f84	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (R)-1,2-dimethyl-5,6-dihydroxy-tetrahydroisoquinoline GC-MS (2 TMS) - 70eV, Positive	splash10-00di-3496000000-53986f23ec3c5bee1387	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (R)-1,2-dimethyl-5,6-dihydroxy-tetrahydroisoquinoline GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (R)-1,2-dimethyl-5,6-dihydroxy-tetrahydroisoquinoline 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 - (R)-1,2-dimethyl-5,6-dihydroxy-tetrahydroisoquinoline 10V, Positive-QTOF	splash10-0006-0900000000-630f003fbd29862656db	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-1,2-dimethyl-5,6-dihydroxy-tetrahydroisoquinoline 20V, Positive-QTOF	splash10-0006-1900000000-0309965bdf32bc5fd8b9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-1,2-dimethyl-5,6-dihydroxy-tetrahydroisoquinoline 40V, Positive-QTOF	splash10-00g1-4900000000-6c1a76060fd6af3b82f0	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-1,2-dimethyl-5,6-dihydroxy-tetrahydroisoquinoline 10V, Negative-QTOF	splash10-0006-0900000000-550798399b578a198d46	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-1,2-dimethyl-5,6-dihydroxy-tetrahydroisoquinoline 20V, Negative-QTOF	splash10-0006-0900000000-9c2273696c8e97bb1bfb	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-1,2-dimethyl-5,6-dihydroxy-tetrahydroisoquinoline 40V, Negative-QTOF	splash10-0adi-1900000000-06fc163eab8f390bbab1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-1,2-dimethyl-5,6-dihydroxy-tetrahydroisoquinoline 10V, Positive-QTOF	splash10-0006-0900000000-2bc866e91e6ba6f5de20	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-1,2-dimethyl-5,6-dihydroxy-tetrahydroisoquinoline 20V, Positive-QTOF	splash10-0006-1900000000-4573938bb6a41838664b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-1,2-dimethyl-5,6-dihydroxy-tetrahydroisoquinoline 40V, Positive-QTOF	splash10-0k9f-2900000000-04a2bfd22c388c6b772f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-1,2-dimethyl-5,6-dihydroxy-tetrahydroisoquinoline 10V, Negative-QTOF	splash10-0006-0900000000-5326ed117e0a68853a6c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-1,2-dimethyl-5,6-dihydroxy-tetrahydroisoquinoline 20V, Negative-QTOF	splash10-0006-0900000000-53e78e7bad79a025b664	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-1,2-dimethyl-5,6-dihydroxy-tetrahydroisoquinoline 40V, Negative-QTOF	splash10-053r-0900000000-b6fb820559b3ba0f194b	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	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+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

Not Available

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

FDB029092

KNApSAcK ID

Not Available

Chemspider ID

30776614

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53481438

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

Not Available

Showing metabocard for (R)-1,2-dimethyl-5,6-dihydroxy-tetrahydroisoquinoline (HMDB0012484)

MOL for HMDB0012484 ((R)-1,2-dimethyl-5,6-dihydroxy-tetrahydroisoquinoline)

3D MOL for HMDB0012484 ((R)-1,2-dimethyl-5,6-dihydroxy-tetrahydroisoquinoline)

3D SDF for HMDB0012484 ((R)-1,2-dimethyl-5,6-dihydroxy-tetrahydroisoquinoline)

3D-SDF for HMDB0012484 ((R)-1,2-dimethyl-5,6-dihydroxy-tetrahydroisoquinoline)

PDB for HMDB0012484 ((R)-1,2-dimethyl-5,6-dihydroxy-tetrahydroisoquinoline)

3D PDB for HMDB0012484 ((R)-1,2-dimethyl-5,6-dihydroxy-tetrahydroisoquinoline)

SMILES for HMDB0012484 ((R)-1,2-dimethyl-5,6-dihydroxy-tetrahydroisoquinoline)

INCHI for HMDB0012484 ((R)-1,2-dimethyl-5,6-dihydroxy-tetrahydroisoquinoline)

Structure for HMDB0012484 ((R)-1,2-dimethyl-5,6-dihydroxy-tetrahydroisoquinoline)

3D Structure for HMDB0012484 ((R)-1,2-dimethyl-5,6-dihydroxy-tetrahydroisoquinoline)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra