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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-08-13 06:49:47 UTC

Update Date

2021-09-14 15:20:04 UTC

HMDB ID

HMDB0003892

Secondary Accession Numbers

HMDB03892

Metabolite Identification

Common Name

(S)-N-Methylsalsolinol

Description

(S)-N-Methylsalsolinol, also known as 1,2-ddtiq, belongs to the class of organic compounds known as tetrahydroisoquinolines. These are tetrahydrogenated isoquinoline derivatives (S)-N-Methylsalsolinol has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make (S)-N-methylsalsolinol a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on (S)-N-Methylsalsolinol.

Structure

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

HMDB0003892
     RDKit          3D
(S)-N-Methylsalsolinol
 29 30  0  0  0  0  0  0  0  0999 V2000
   -1.6089   -1.8514   -0.3464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2187   -0.5787    0.3708 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2692   -0.3497    0.2981 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1489   -1.3915    0.4875 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5316   -1.1763    0.4195 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3341   -2.2689    0.6204 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0531    0.0724    0.1634 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4229    0.3161    0.0900 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1397    1.1141   -0.0254 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7829    0.9025    0.0414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0844    2.1041   -0.1798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4473    1.7717    0.3943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8503    0.5347   -0.2464 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2590    0.4189   -0.4280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7524   -2.4564   -0.6627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1743   -1.5969   -1.2783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2593   -2.4631    0.3215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4572   -0.6656    1.4440 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7709   -2.3941    0.6925 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3290   -2.2541    0.5991 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0771   -0.4286    0.2249 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5605    2.1092   -0.2296 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3432    3.0195    0.2174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2342    2.1545   -1.2968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2653    1.5434    1.4856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1752    2.5769    0.2722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6404   -0.6052   -0.2641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8409    1.1439    0.2076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4953    0.6985   -1.4771 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  1  0
  5  7  2  0
  7  8  1  0
  7  9  1  0
  9 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  1
  4 19  1  0
  6 20  1  0
  8 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 02231219482D          

 14 15  0  0  1  0            999 V2000
   11.7851  -12.7733    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7851  -11.1234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4135  -12.3780    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6659  -12.8020    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.9285  -12.3609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4135  -11.5187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6659  -11.0948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9285  -11.5358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6564  -13.6268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2140  -12.7733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1263  -12.7933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2140  -11.1234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4996  -12.3609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4996  -11.5358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 13  1  0  0  0  0
  2 14  1  0  0  0  0
  3  4  1  0  0  0  0
  3  6  1  0  0  0  0
  3 11  1  0  0  0  0
  4  5  1  0  0  0  0
  4  9  1  1  0  0  0
  5  8  1  0  0  0  0
  5 10  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8 12  2  0  0  0  0
 10 13  1  0  0  0  0
 12 14  1  0  0  0  0
 13 14  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0003892

> <DATABASE_NAME>
hmdb

> <SMILES>
C[C@@H]1N(C)CCC2=CC(O)=C(O)C=C12

> <INCHI_IDENTIFIER>
InChI=1S/C11H15NO2/c1-7-9-6-11(14)10(13)5-8(9)3-4-12(7)2/h5-7,13-14H,3-4H2,1-2H3/t7-/m0/s1

> <INCHI_KEY>
RKMGOUZXGHZLBJ-ZETCQYMHSA-N

> <FORMULA>
C11H15NO2

> <MOLECULAR_WEIGHT>
193.2423

> <EXACT_MASS>
193.110278729

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
21.355088834483173

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S)-1,2-dimethyl-1,2,3,4-tetrahydroisoquinoline-6,7-diol

> <ALOGPS_LOGP>
1.23

> <JCHEM_LOGP>
1.58527630936146

> <ALOGPS_LOGS>
-0.94

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.824631679532871

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.9195382055972

> <JCHEM_PKA_STRONGEST_BASIC>
10.238325629387317

> <JCHEM_POLAR_SURFACE_AREA>
43.7

> <JCHEM_REFRACTIVITY>
56.29090000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.19e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-methylsalsolinol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0003892
     RDKit          3D
(S)-N-Methylsalsolinol
 29 30  0  0  0  0  0  0  0  0999 V2000
   -1.6089   -1.8514   -0.3464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2187   -0.5787    0.3708 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2692   -0.3497    0.2981 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1489   -1.3915    0.4875 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5316   -1.1763    0.4195 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3341   -2.2689    0.6204 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0531    0.0724    0.1634 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4229    0.3161    0.0900 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1397    1.1141   -0.0254 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7829    0.9025    0.0414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0844    2.1041   -0.1798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4473    1.7717    0.3943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8503    0.5347   -0.2464 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2590    0.4189   -0.4280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7524   -2.4564   -0.6627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1743   -1.5969   -1.2783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2593   -2.4631    0.3215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4572   -0.6656    1.4440 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7709   -2.3941    0.6925 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3290   -2.2541    0.5991 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0771   -0.4286    0.2249 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5605    2.1092   -0.2296 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3432    3.0195    0.2174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2342    2.1545   -1.2968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2653    1.5434    1.4856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1752    2.5769    0.2722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6404   -0.6052   -0.2641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8409    1.1439    0.2076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4953    0.6985   -1.4771 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  1  0
  5  7  2  0
  7  8  1  0
  7  9  1  0
  9 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  1
  4 19  1  0
  6 20  1  0
  8 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                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      21.999 -23.844   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      21.999 -20.764   0.000  0.00  0.00           O+0
HETATM    3  N   UNK     0      28.772 -23.106   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      27.376 -23.897   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      26.000 -23.074   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      28.772 -21.502   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      27.376 -20.710   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      26.000 -21.534   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      27.359 -25.437   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      24.666 -23.844   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      30.102 -23.881   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      24.666 -20.764   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      23.333 -23.074   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      23.333 -21.534   0.000  0.00  0.00           C+0
CONECT    1   13                                                            
CONECT    2   14                                                            
CONECT    3    4    6   11                                                  
CONECT    4    3    5    9                                                  
CONECT    5    4    8   10                                                  
CONECT    6    3    7                                                       
CONECT    7    6    8                                                       
CONECT    8    5    7   12                                                  
CONECT    9    4                                                            
CONECT   10    5   13                                                       
CONECT   11    3                                                            
CONECT   12    8   14                                                       
CONECT   13    1   10   14                                                  
CONECT   14    2   12   13                                                  
MASTER        0    0    0    0    0    0    0    0   14    0   30    0
END

COMPND    HMDB0003892
HETATM    1  C1  UNL     1      -1.609  -1.851  -0.346  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.219  -0.579   0.371  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.269  -0.350   0.298  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.149  -1.391   0.488  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.532  -1.176   0.420  1.00  0.00           C  
HETATM    6  O1  UNL     1       3.334  -2.269   0.620  1.00  0.00           O  
HETATM    7  C6  UNL     1       3.053   0.072   0.163  1.00  0.00           C  
HETATM    8  O2  UNL     1       4.423   0.316   0.090  1.00  0.00           O  
HETATM    9  C7  UNL     1       2.140   1.114  -0.025  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.783   0.902   0.041  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.084   2.104  -0.180  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.447   1.772   0.394  1.00  0.00           C  
HETATM   13  N1  UNL     1      -1.850   0.535  -0.246  1.00  0.00           N  
HETATM   14  C11 UNL     1      -3.259   0.419  -0.428  1.00  0.00           C  
HETATM   15  H1  UNL     1      -0.752  -2.456  -0.663  1.00  0.00           H  
HETATM   16  H2  UNL     1      -2.174  -1.597  -1.278  1.00  0.00           H  
HETATM   17  H3  UNL     1      -2.259  -2.463   0.322  1.00  0.00           H  
HETATM   18  H4  UNL     1      -1.457  -0.666   1.444  1.00  0.00           H  
HETATM   19  H5  UNL     1       0.771  -2.394   0.692  1.00  0.00           H  
HETATM   20  H6  UNL     1       4.329  -2.254   0.599  1.00  0.00           H  
HETATM   21  H7  UNL     1       5.077  -0.429   0.225  1.00  0.00           H  
HETATM   22  H8  UNL     1       2.560   2.109  -0.230  1.00  0.00           H  
HETATM   23  H9  UNL     1       0.343   3.019   0.217  1.00  0.00           H  
HETATM   24  H10 UNL     1      -0.234   2.155  -1.297  1.00  0.00           H  
HETATM   25  H11 UNL     1      -1.265   1.543   1.486  1.00  0.00           H  
HETATM   26  H12 UNL     1      -2.175   2.577   0.272  1.00  0.00           H  
HETATM   27  H13 UNL     1      -3.640  -0.605  -0.264  1.00  0.00           H  
HETATM   28  H14 UNL     1      -3.841   1.144   0.208  1.00  0.00           H  
HETATM   29  H15 UNL     1      -3.495   0.699  -1.477  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    7    7
CONECT    6   20
CONECT    7    8    9
CONECT    8   21
CONECT    9   10   10   22
CONECT   10   11
CONECT   11   12   23   24
CONECT   12   13   25   26
CONECT   13   14
CONECT   14   27   28   29
END

HMDB0003892
     RDKit          3D
(S)-N-Methylsalsolinol
 29 30  0  0  0  0  0  0  0  0999 V2000
   -1.6089   -1.8514   -0.3464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2187   -0.5787    0.3708 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2692   -0.3497    0.2981 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1489   -1.3915    0.4875 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5316   -1.1763    0.4195 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3341   -2.2689    0.6204 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0531    0.0724    0.1634 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4229    0.3161    0.0900 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1397    1.1141   -0.0254 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7829    0.9025    0.0414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0844    2.1041   -0.1798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4473    1.7717    0.3943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8503    0.5347   -0.2464 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2590    0.4189   -0.4280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7524   -2.4564   -0.6627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1743   -1.5969   -1.2783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2593   -2.4631    0.3215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4572   -0.6656    1.4440 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7709   -2.3941    0.6925 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3290   -2.2541    0.5991 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0771   -0.4286    0.2249 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5605    2.1092   -0.2296 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3432    3.0195    0.2174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2342    2.1545   -1.2968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2653    1.5434    1.4856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1752    2.5769    0.2722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6404   -0.6052   -0.2641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8409    1.1439    0.2076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4953    0.6985   -1.4771 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  1  0
  5  7  2  0
  7  8  1  0
  7  9  1  0
  9 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  1
  4 19  1  0
  6 20  1  0
  8 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

Value	Source
(R)-Isomer OF 1,2-dimethyl-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline	MeSH
1,2-DDTIQ	MeSH
1,2-Dimethyl-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline	MeSH
HBR(R)-Isomer OF 1,2-dimethyl-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline	MeSH
HBR(S)-Isomer OF 1,2-dimethyl-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline	MeSH
N-Methyl-(S)-salsolinol	HMDB
N-Methylsalsolinol	HMDB

Chemical Formula

C₁₁H₁₅NO₂

Average Molecular Weight

193.2423

Monoisotopic Molecular Weight

193.110278729

IUPAC Name

(1S)-1,2-dimethyl-1,2,3,4-tetrahydroisoquinoline-6,7-diol

Traditional Name

N-methylsalsolinol

CAS Registry Number

53622-85-8

SMILES

C[C@@H]1N(C)CCC2=CC(O)=C(O)C=C12

InChI Identifier

InChI=1S/C11H15NO2/c1-7-9-6-11(14)10(13)5-8(9)3-4-12(7)2/h5-7,13-14H,3-4H2,1-2H3/t7-/m0/s1

InChI Key

RKMGOUZXGHZLBJ-ZETCQYMHSA-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-2-unsubstituted benzenoid
Aralkylamine
Benzenoid
Tertiary aliphatic amine
Tertiary amine
Azacycle
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

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	21.9 g/L	ALOGPS
logP	1.23	ALOGPS
logP	1.59	ChemAxon
logS	-0.94	ALOGPS
pKa (Strongest Acidic)	6.92	ChemAxon
pKa (Strongest Basic)	10.24	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	21.36 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]+	144.892	31661259
DarkChem	[M-H]-	142.383	31661259
DeepCCS	[M-2H]-	177.079	30932474
DeepCCS	[M+Na]+	151.91	30932474
AllCCS	[M+H]+	143.2	32859911
AllCCS	[M+H-H2O]+	138.9	32859911
AllCCS	[M+NH4]+	147.1	32859911
AllCCS	[M+Na]+	148.3	32859911
AllCCS	[M-H]-	145.9	32859911
AllCCS	[M+Na-2H]-	146.4	32859911
AllCCS	[M+HCOO]-	147.0	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	1.82 minutes	32390414
Predicted by Siyang on May 30, 2022	8.9495 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.37 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	137.6 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	427.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	243.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	93.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	151.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	40.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	279.4 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	270.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	687.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	602.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	51.7 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	684.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	161.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	193.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	631.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	513.9 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	189.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(S)-N-Methylsalsolinol	C[C@@H]1N(C)CCC2=CC(O)=C(O)C=C12	2770.1	Standard polar	33892256
(S)-N-Methylsalsolinol	C[C@@H]1N(C)CCC2=CC(O)=C(O)C=C12	1747.2	Standard non polar	33892256
(S)-N-Methylsalsolinol	C[C@@H]1N(C)CCC2=CC(O)=C(O)C=C12	1889.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(S)-N-Methylsalsolinol,1TMS,isomer #1	C[C@H]1C2=CC(O)=C(O[Si](C)(C)C)C=C2CCN1C	1841.7	Semi standard non polar	33892256
(S)-N-Methylsalsolinol,1TMS,isomer #2	C[C@H]1C2=CC(O[Si](C)(C)C)=C(O)C=C2CCN1C	1831.1	Semi standard non polar	33892256
(S)-N-Methylsalsolinol,2TMS,isomer #1	C[C@H]1C2=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C2CCN1C	1860.0	Semi standard non polar	33892256
(S)-N-Methylsalsolinol,1TBDMS,isomer #1	C[C@H]1C2=CC(O)=C(O[Si](C)(C)C(C)(C)C)C=C2CCN1C	2114.7	Semi standard non polar	33892256
(S)-N-Methylsalsolinol,1TBDMS,isomer #2	C[C@H]1C2=CC(O[Si](C)(C)C(C)(C)C)=C(O)C=C2CCN1C	2108.1	Semi standard non polar	33892256
(S)-N-Methylsalsolinol,2TBDMS,isomer #1	C[C@H]1C2=CC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C2CCN1C	2338.4	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 - (S)-N-Methylsalsolinol GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-0900000000-ce38275a97947ad0c207	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-N-Methylsalsolinol GC-MS (2 TMS) - 70eV, Positive	splash10-00di-2294000000-e81b4cd0f6a60cdbf289	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-N-Methylsalsolinol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-N-Methylsalsolinol 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 - (S)-N-Methylsalsolinol 10V, Positive-QTOF	splash10-0006-0900000000-630f003fbd29862656db	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-N-Methylsalsolinol 20V, Positive-QTOF	splash10-0006-0900000000-2332ab63301661d2ad8b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-N-Methylsalsolinol 40V, Positive-QTOF	splash10-007a-3900000000-829765b96f19c1734e8f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-N-Methylsalsolinol 10V, Negative-QTOF	splash10-0006-0900000000-550798399b578a198d46	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-N-Methylsalsolinol 20V, Negative-QTOF	splash10-0006-0900000000-6c3f6aefc7671bf92e4b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-N-Methylsalsolinol 40V, Negative-QTOF	splash10-05di-3900000000-8e1121f2eeab5ab9b4ae	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-N-Methylsalsolinol 10V, Negative-QTOF	splash10-0006-0900000000-5326ed117e0a68853a6c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-N-Methylsalsolinol 20V, Negative-QTOF	splash10-0006-0900000000-2db53ba347575442f27d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-N-Methylsalsolinol 40V, Negative-QTOF	splash10-001i-1900000000-79f2043772ff52170248	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-N-Methylsalsolinol 10V, Positive-QTOF	splash10-0006-0900000000-093c204a145d72b06e8c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-N-Methylsalsolinol 20V, Positive-QTOF	splash10-0006-0900000000-a5e47e491134faa38fe4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-N-Methylsalsolinol 40V, Positive-QTOF	splash10-0ab9-5900000000-23e7e3619291802dc08d	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Cerebrospinal Fluid (CSF)

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Cerebrospinal Fluid (CSF)	Detected and Quantified	0.005 +/- 0.001 (0.002 - 0.006) uM	Adult (>18 years old)	Not Specified	Normal	10656535	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Cerebrospinal Fluid (CSF)	Detected and Quantified	0.01 +/- 0.001 (0.0054 - 0.011) uM	Adult (>18 years old)	Not Specified	Parkinson's disease	10656535	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	0.0035 +/- 0.001 (0.002 - 0.005) uM	Adult (>18 years old)	Not Specified	Multiple System Atrophy (MSA)	10656535	details

Associated Disorders and Diseases

Disease References

Parkinson's disease
Naoi M, Maruyama W: Cell death of dopamine neurons in aging and Parkinson's disease. Mech Ageing Dev. 1999 Nov;111(2-3):175-88. [PubMed:10656535 ]
Multiple system atrophy
Naoi M, Maruyama W: Cell death of dopamine neurons in aging and Parkinson's disease. Mech Ageing Dev. 1999 Nov;111(2-3):175-88. [PubMed:10656535 ]

Associated OMIM IDs

168600 (Parkinson's disease)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023244

KNApSAcK ID

Not Available

Chemspider ID

110618

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

124148

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

CE4890

MarkerDB ID

MDB00000434

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Naoi M, Maruyama W: Cell death of dopamine neurons in aging and Parkinson's disease. Mech Ageing Dev. 1999 Nov;111(2-3):175-88. [PubMed:10656535 ]
Takahashi T, Maruyama W, Deng Y, Dostert P, Nakahara D, Niwa T, Ohta S, Naoi M: Cytotoxicity of endogenous isoquinolines to human dopaminergic neuroblastoma SH-SY5Y cells. J Neural Transm (Vienna). 1997;104(1):59-66. [PubMed:9085193 ]
Niwa T, Takeda N, Yoshizumi H, Tatematsu A, Yoshida M, Dostert P, Naoi M, Nagatsu T: Presence of 2-methyl-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline and 1,2-dimethyl-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline, novel endogenous amines, in parkinsonian and normal human brains. Biochem Biophys Res Commun. 1991 Jun 14;177(2):603-9. [PubMed:2049084 ]

Showing metabocard for (S)-N-Methylsalsolinol (HMDB0003892)

MOL for HMDB0003892 ((S)-N-Methylsalsolinol)

3D MOL for HMDB0003892 ((S)-N-Methylsalsolinol)

3D SDF for HMDB0003892 ((S)-N-Methylsalsolinol)

3D-SDF for HMDB0003892 ((S)-N-Methylsalsolinol)

PDB for HMDB0003892 ((S)-N-Methylsalsolinol)

3D PDB for HMDB0003892 ((S)-N-Methylsalsolinol)

SMILES for HMDB0003892 ((S)-N-Methylsalsolinol)

INCHI for HMDB0003892 ((S)-N-Methylsalsolinol)

Structure for HMDB0003892 ((S)-N-Methylsalsolinol)

3D Structure for HMDB0003892 ((S)-N-Methylsalsolinol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra