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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2009-07-25 00:12:39 UTC

Update Date

2021-09-14 15:20:32 UTC

HMDB ID

HMDB0013068

Secondary Accession Numbers

HMDB13068

Metabolite Identification

Common Name

Salsolinol 1-carboxylate

Description

Salsolinol-1-carboxylic acid is an intermediate metabolite formed during the synthesis with dopamine and pyruvate towards the endogenous neurotoxin, 1-methyl-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline (salsolinol),which has been considered a potential causative factor for Parkinsons disease (PD). Salsolinol-1-carboxylic acid can be directly metabolized by an unknown enzyme to salsolinol or at first to 1,2-dehydrosalsolinol and then to salsolinol.

Structure

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

HMDB0013068
     RDKit          3D
Salsolinol 1-carboxylate
 29 30  0  0  0  0  0  0  0  0999 V2000
   -1.7136   -0.8602   -1.6533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4258   -0.0772   -0.3574 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2030   -0.7589    0.6873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1043   -0.1086    1.2728 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0074   -2.0746    1.0705 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8850    1.2503   -0.4918 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1697    2.2762    0.1561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2384    1.8100    1.2486 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6474    0.7689    0.6343 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0059    0.7619    0.8686 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7862   -0.2393    0.2657 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1414   -0.2355    0.5075 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2105   -1.1953   -0.5428 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9379   -2.2040   -1.1606 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8214   -1.1219   -0.7334 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0277   -0.1660   -0.1664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7275   -1.9401   -1.3919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9315   -0.6678   -2.3885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7070   -0.5634   -2.0518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2827   -2.4084    1.9705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8577    1.3986   -0.7207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9054    2.9659    0.6489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5781    2.9133   -0.5329 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4061    2.6672    1.5500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7738    1.4026    2.1306 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4725    1.5110    1.5049 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7467   -0.9228    0.1058 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9284   -2.3041   -1.0599 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3791   -1.8782   -1.3708 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  1
  3  4  2  0
  3  5  1  0
  2  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16  2  1  0
 16  9  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  5 20  1  0
  6 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  0
  8 25  1  0
 10 26  1  0
 12 27  1  0
 14 28  1  0
 15 29  1  0
M  END


  Mrv1652303102016492D          

 16 17  0  0  1  0            999 V2000
   11.8725  -13.2461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4600  -13.9607    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.7454  -14.3732    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7454  -15.1982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4600  -15.6107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1745  -15.1982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8891  -15.6107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6030  -15.1982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3176  -15.6107    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6030  -14.3732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3176  -13.9607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8891  -13.9607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1745  -14.3732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0474  -13.2461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4600  -12.5316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2225  -13.2461    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  2 13  1  0  0  0  0
  2 14  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6 13  2  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 12 13  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0013068

> <DATABASE_NAME>
hmdb

> <SMILES>
C[C@@]1(NCCC2=C1C=C(O)C(O)=C2)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C11H13NO4/c1-11(10(15)16)7-5-9(14)8(13)4-6(7)2-3-12-11/h4-5,12-14H,2-3H2,1H3,(H,15,16)/t11-/m0/s1

> <INCHI_KEY>
XHGLVMDBZZZXDP-NSHDSACASA-N

> <FORMULA>
C11H13NO4

> <MOLECULAR_WEIGHT>
223.2252

> <EXACT_MASS>
223.084457909

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
22.046376231448832

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S)-6,7-dihydroxy-1-methyl-1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid

> <ALOGPS_LOGP>
-0.15

> <JCHEM_LOGP>
-1.383656223558682

> <ALOGPS_LOGS>
-1.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.517872134193771

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.1368066541894475

> <JCHEM_PKA_STRONGEST_BASIC>
8.563462462356483

> <JCHEM_POLAR_SURFACE_AREA>
89.78999999999999

> <JCHEM_REFRACTIVITY>
57.1206

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.94e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S)-6,7-dihydroxy-1-methyl-3,4-dihydro-2H-isoquinoline-1-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0013068
     RDKit          3D
Salsolinol 1-carboxylate
 29 30  0  0  0  0  0  0  0  0999 V2000
   -1.7136   -0.8602   -1.6533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4258   -0.0772   -0.3574 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2030   -0.7589    0.6873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1043   -0.1086    1.2728 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0074   -2.0746    1.0705 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8850    1.2503   -0.4918 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1697    2.2762    0.1561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2384    1.8100    1.2486 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6474    0.7689    0.6343 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0059    0.7619    0.8686 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7862   -0.2393    0.2657 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1414   -0.2355    0.5075 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2105   -1.1953   -0.5428 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9379   -2.2040   -1.1606 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8214   -1.1219   -0.7334 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0277   -0.1660   -0.1664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7275   -1.9401   -1.3919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9315   -0.6678   -2.3885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7070   -0.5634   -2.0518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2827   -2.4084    1.9705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8577    1.3986   -0.7207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9054    2.9659    0.6489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5781    2.9133   -0.5329 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4061    2.6672    1.5500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7738    1.4026    2.1306 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4725    1.5110    1.5049 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7467   -0.9228    0.1058 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9284   -2.3041   -1.0599 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3791   -1.8782   -1.3708 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  1
  3  4  2  0
  3  5  1  0
  2  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16  2  1  0
 16  9  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  5 20  1  0
  6 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  0
  8 25  1  0
 10 26  1  0
 12 27  1  0
 14 28  1  0
 15 29  1  0
M  END

HEADER    PROTEIN                                 10-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-MAR-20         0                                  
HETATM    1  C   UNK     0      22.162 -24.726   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      21.392 -26.060   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      20.058 -26.830   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      20.058 -28.370   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      21.392 -29.140   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      22.726 -28.370   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      24.060 -29.140   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      25.392 -28.370   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      26.726 -29.140   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      25.392 -26.830   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      26.726 -26.060   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      24.060 -26.060   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      22.726 -26.830   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      20.622 -24.726   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      21.392 -23.392   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      19.082 -24.726   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   13   14                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   13                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13    2    6   12                                                  
CONECT   14    2   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

COMPND    HMDB0013068
HETATM    1  C1  UNL     1      -1.714  -0.860  -1.653  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.426  -0.077  -0.357  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.203  -0.759   0.687  1.00  0.00           C  
HETATM    4  O1  UNL     1      -3.104  -0.109   1.273  1.00  0.00           O  
HETATM    5  O2  UNL     1      -2.007  -2.075   1.070  1.00  0.00           O  
HETATM    6  N1  UNL     1      -1.885   1.250  -0.492  1.00  0.00           N  
HETATM    7  C4  UNL     1      -1.170   2.276   0.156  1.00  0.00           C  
HETATM    8  C5  UNL     1      -0.238   1.810   1.249  1.00  0.00           C  
HETATM    9  C6  UNL     1       0.647   0.769   0.634  1.00  0.00           C  
HETATM   10  C7  UNL     1       2.006   0.762   0.869  1.00  0.00           C  
HETATM   11  C8  UNL     1       2.786  -0.239   0.266  1.00  0.00           C  
HETATM   12  O3  UNL     1       4.141  -0.235   0.507  1.00  0.00           O  
HETATM   13  C9  UNL     1       2.210  -1.195  -0.543  1.00  0.00           C  
HETATM   14  O4  UNL     1       2.938  -2.204  -1.161  1.00  0.00           O  
HETATM   15  C10 UNL     1       0.821  -1.122  -0.733  1.00  0.00           C  
HETATM   16  C11 UNL     1       0.028  -0.166  -0.166  1.00  0.00           C  
HETATM   17  H1  UNL     1      -1.727  -1.940  -1.392  1.00  0.00           H  
HETATM   18  H2  UNL     1      -0.932  -0.668  -2.389  1.00  0.00           H  
HETATM   19  H3  UNL     1      -2.707  -0.563  -2.052  1.00  0.00           H  
HETATM   20  H4  UNL     1      -2.283  -2.408   1.970  1.00  0.00           H  
HETATM   21  H5  UNL     1      -2.858   1.399  -0.721  1.00  0.00           H  
HETATM   22  H6  UNL     1      -1.905   2.966   0.649  1.00  0.00           H  
HETATM   23  H7  UNL     1      -0.578   2.913  -0.533  1.00  0.00           H  
HETATM   24  H8  UNL     1       0.406   2.667   1.550  1.00  0.00           H  
HETATM   25  H9  UNL     1      -0.774   1.403   2.131  1.00  0.00           H  
HETATM   26  H10 UNL     1       2.473   1.511   1.505  1.00  0.00           H  
HETATM   27  H11 UNL     1       4.747  -0.923   0.106  1.00  0.00           H  
HETATM   28  H12 UNL     1       3.928  -2.304  -1.060  1.00  0.00           H  
HETATM   29  H13 UNL     1       0.379  -1.878  -1.371  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3    6   16
CONECT    3    4    4    5
CONECT    5   20
CONECT    6    7   21
CONECT    7    8   22   23
CONECT    8    9   24   25
CONECT    9   10   10   16
CONECT   10   11   26
CONECT   11   12   13   13
CONECT   12   27
CONECT   13   14   15
CONECT   14   28
CONECT   15   16   16   29
END

HMDB0013068
     RDKit          3D
Salsolinol 1-carboxylate
 29 30  0  0  0  0  0  0  0  0999 V2000
   -1.7136   -0.8602   -1.6533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4258   -0.0772   -0.3574 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2030   -0.7589    0.6873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1043   -0.1086    1.2728 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0074   -2.0746    1.0705 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8850    1.2503   -0.4918 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1697    2.2762    0.1561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2384    1.8100    1.2486 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6474    0.7689    0.6343 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0059    0.7619    0.8686 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7862   -0.2393    0.2657 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1414   -0.2355    0.5075 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2105   -1.1953   -0.5428 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9379   -2.2040   -1.1606 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8214   -1.1219   -0.7334 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0277   -0.1660   -0.1664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7275   -1.9401   -1.3919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9315   -0.6678   -2.3885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7070   -0.5634   -2.0518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2827   -2.4084    1.9705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8577    1.3986   -0.7207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9054    2.9659    0.6489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5781    2.9133   -0.5329 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4061    2.6672    1.5500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7738    1.4026    2.1306 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4725    1.5110    1.5049 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7467   -0.9228    0.1058 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9284   -2.3041   -1.0599 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3791   -1.8782   -1.3708 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  1
  3  4  2  0
  3  5  1  0
  2  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16  2  1  0
 16  9  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  5 20  1  0
  6 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  0
  8 25  1  0
 10 26  1  0
 12 27  1  0
 14 28  1  0
 15 29  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Salsolinol 1-carboxylic acid	Generator
1-Methyl-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid	HMDB
SAL-1C	HMDB
Salsolinol-1-carboxylic acid	HMDB, Generator
(1S)-6,7-Dihydroxy-1-methyl-1,2,3,4-tetrahydroisoquinoline-1-carboxylate	Generator

Chemical Formula

C₁₁H₁₃NO₄

Average Molecular Weight

223.2252

Monoisotopic Molecular Weight

223.084457909

IUPAC Name

(1S)-6,7-dihydroxy-1-methyl-1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid

Traditional Name

(1S)-6,7-dihydroxy-1-methyl-3,4-dihydro-2H-isoquinoline-1-carboxylic acid

CAS Registry Number

57256-34-5

SMILES

C[C@@]1(NCCC2=C1C=C(O)C(O)=C2)C(O)=O

InChI Identifier

InChI=1S/C11H13NO4/c1-11(10(15)16)7-5-9(14)8(13)4-6(7)2-3-12-11/h4-5,12-14H,2-3H2,1H3,(H,15,16)/t11-/m0/s1

InChI Key

XHGLVMDBZZZXDP-NSHDSACASA-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
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Benzenoid
Amino acid or derivatives
Carboxylic acid salt
Amino acid
Carboxylic acid derivative
Carboxylic acid
Secondary aliphatic amine
Monocarboxylic acid or derivatives
Secondary amine
Azacycle
Organonitrogen compound
Organopnictogen compound
Amine
Organic oxygen compound
Organic oxide
Organic nitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic zwitterion
Carbonyl group
Organic salt
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Endogenous (HMDB: HMDB0013068)

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	6.94 g/L	ALOGPS
logP	-0.15	ALOGPS
logP	-1.4	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	1.14	ChemAxon
pKa (Strongest Basic)	8.56	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	89.79 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	57.12 m³·mol⁻¹	ChemAxon
Polarizability	22.05 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
DarkChem	[M+H]+	151.332	31661259
DarkChem	[M-H]-	147.705	31661259
DeepCCS	[M+H]+	147.934	30932474
DeepCCS	[M-H]-	145.538	30932474
DeepCCS	[M-2H]-	178.908	30932474
DeepCCS	[M+Na]+	153.846	30932474
AllCCS	[M+H]+	149.0	32859911
AllCCS	[M+H-H2O]+	145.0	32859911
AllCCS	[M+NH4]+	152.7	32859911
AllCCS	[M+Na]+	153.8	32859911
AllCCS	[M-H]-	149.5	32859911
AllCCS	[M+Na-2H]-	149.7	32859911
AllCCS	[M+HCOO]-	149.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Salsolinol 1-carboxylate	C[C@@]1(NCCC2=C1C=C(O)C(O)=C2)C(O)=O	3407.2	Standard polar	33892256
Salsolinol 1-carboxylate	C[C@@]1(NCCC2=C1C=C(O)C(O)=C2)C(O)=O	1972.5	Standard non polar	33892256
Salsolinol 1-carboxylate	C[C@@]1(NCCC2=C1C=C(O)C(O)=C2)C(O)=O	2182.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Salsolinol 1-carboxylate,1TMS,isomer #1	C[C@]1(C(=O)O)NCCC2=CC(O)=C(O[Si](C)(C)C)C=C21	2205.7	Semi standard non polar	33892256
Salsolinol 1-carboxylate,1TMS,isomer #2	C[C@]1(C(=O)O)NCCC2=CC(O[Si](C)(C)C)=C(O)C=C21	2196.5	Semi standard non polar	33892256
Salsolinol 1-carboxylate,1TMS,isomer #3	C[C@]1(C(=O)O[Si](C)(C)C)NCCC2=CC(O)=C(O)C=C21	2176.2	Semi standard non polar	33892256
Salsolinol 1-carboxylate,1TMS,isomer #4	C[C@@]1(C(=O)O)C2=CC(O)=C(O)C=C2CCN1[Si](C)(C)C	2253.3	Semi standard non polar	33892256
Salsolinol 1-carboxylate,2TMS,isomer #1	C[C@]1(C(=O)O[Si](C)(C)C)NCCC2=CC(O)=C(O[Si](C)(C)C)C=C21	2159.4	Semi standard non polar	33892256
Salsolinol 1-carboxylate,2TMS,isomer #2	C[C@]1(C(=O)O)NCCC2=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C21	2173.0	Semi standard non polar	33892256
Salsolinol 1-carboxylate,2TMS,isomer #3	C[C@@]1(C(=O)O)C2=CC(O[Si](C)(C)C)=C(O)C=C2CCN1[Si](C)(C)C	2220.7	Semi standard non polar	33892256
Salsolinol 1-carboxylate,2TMS,isomer #4	C[C@]1(C(=O)O[Si](C)(C)C)NCCC2=CC(O[Si](C)(C)C)=C(O)C=C21	2151.0	Semi standard non polar	33892256
Salsolinol 1-carboxylate,2TMS,isomer #5	C[C@@]1(C(=O)O)C2=CC(O)=C(O[Si](C)(C)C)C=C2CCN1[Si](C)(C)C	2216.7	Semi standard non polar	33892256
Salsolinol 1-carboxylate,2TMS,isomer #6	C[C@@]1(C(=O)O[Si](C)(C)C)C2=CC(O)=C(O)C=C2CCN1[Si](C)(C)C	2202.2	Semi standard non polar	33892256
Salsolinol 1-carboxylate,3TMS,isomer #1	C[C@]1(C(=O)O[Si](C)(C)C)NCCC2=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C21	2170.1	Semi standard non polar	33892256
Salsolinol 1-carboxylate,3TMS,isomer #2	C[C@@]1(C(=O)O[Si](C)(C)C)C2=CC(O[Si](C)(C)C)=C(O)C=C2CCN1[Si](C)(C)C	2200.9	Semi standard non polar	33892256
Salsolinol 1-carboxylate,3TMS,isomer #3	C[C@@]1(C(=O)O)C2=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C2CCN1[Si](C)(C)C	2214.9	Semi standard non polar	33892256
Salsolinol 1-carboxylate,3TMS,isomer #4	C[C@@]1(C(=O)O[Si](C)(C)C)C2=CC(O)=C(O[Si](C)(C)C)C=C2CCN1[Si](C)(C)C	2200.4	Semi standard non polar	33892256
Salsolinol 1-carboxylate,4TMS,isomer #1	C[C@@]1(C(=O)O[Si](C)(C)C)C2=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C2CCN1[Si](C)(C)C	2239.5	Semi standard non polar	33892256
Salsolinol 1-carboxylate,4TMS,isomer #1	C[C@@]1(C(=O)O[Si](C)(C)C)C2=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C2CCN1[Si](C)(C)C	2282.0	Standard non polar	33892256
Salsolinol 1-carboxylate,4TMS,isomer #1	C[C@@]1(C(=O)O[Si](C)(C)C)C2=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C2CCN1[Si](C)(C)C	2349.1	Standard polar	33892256
Salsolinol 1-carboxylate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)CCN[C@]2(C)C(=O)O	2492.0	Semi standard non polar	33892256
Salsolinol 1-carboxylate,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)[C@@](C)(C(=O)O)NCC2	2487.8	Semi standard non polar	33892256
Salsolinol 1-carboxylate,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@@]1(C)NCCC2=CC(O)=C(O)C=C21	2473.5	Semi standard non polar	33892256
Salsolinol 1-carboxylate,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N1CCC2=CC(O)=C(O)C=C2[C@@]1(C)C(=O)O	2509.2	Semi standard non polar	33892256
Salsolinol 1-carboxylate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)[C@@](C)(C(=O)O)NCC2	2697.0	Semi standard non polar	33892256
Salsolinol 1-carboxylate,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@@]1(C)NCCC2=CC(O)=C(O[Si](C)(C)C(C)(C)C)C=C21	2652.5	Semi standard non polar	33892256
Salsolinol 1-carboxylate,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)CCN([Si](C)(C)C(C)(C)C)[C@]2(C)C(=O)O	2733.7	Semi standard non polar	33892256
Salsolinol 1-carboxylate,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@@]1(C)NCCC2=CC(O[Si](C)(C)C(C)(C)C)=C(O)C=C21	2646.8	Semi standard non polar	33892256
Salsolinol 1-carboxylate,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O)[C@@](C)(C(=O)O)N([Si](C)(C)C(C)(C)C)CC2	2730.4	Semi standard non polar	33892256
Salsolinol 1-carboxylate,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=O)[C@]1(C)C2=CC(O)=C(O)C=C2CCN1[Si](C)(C)C(C)(C)C	2677.9	Semi standard non polar	33892256
Salsolinol 1-carboxylate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@@]1(C)NCCC2=CC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C21	2855.1	Semi standard non polar	33892256
Salsolinol 1-carboxylate,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)[C@@](C)(C(=O)O)N([Si](C)(C)C(C)(C)C)CC2	2956.4	Semi standard non polar	33892256
Salsolinol 1-carboxylate,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@]1(C)C2=CC(O[Si](C)(C)C(C)(C)C)=C(O)C=C2CCN1[Si](C)(C)C(C)(C)C	2887.3	Semi standard non polar	33892256
Salsolinol 1-carboxylate,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@]1(C)C2=CC(O)=C(O[Si](C)(C)C(C)(C)C)C=C2CCN1[Si](C)(C)C(C)(C)C	2884.4	Semi standard non polar	33892256
Salsolinol 1-carboxylate,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@]1(C)C2=CC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C2CCN1[Si](C)(C)C(C)(C)C	3099.4	Semi standard non polar	33892256
Salsolinol 1-carboxylate,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@]1(C)C2=CC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C2CCN1[Si](C)(C)C(C)(C)C	3081.5	Standard non polar	33892256
Salsolinol 1-carboxylate,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@]1(C)C2=CC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C2CCN1[Si](C)(C)C(C)(C)C	2774.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Salsolinol 1-carboxylate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fb9-0910000000-52d32f1a5fdace05e296	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Salsolinol 1-carboxylate GC-MS (3 TMS) - 70eV, Positive	splash10-00di-8129300000-c4b4cbe4b509e83476d8	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Salsolinol 1-carboxylate 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 - Salsolinol 1-carboxylate 10V, Positive-QTOF	splash10-00b9-0890000000-b07e15b3f585fa3701dd	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Salsolinol 1-carboxylate 20V, Positive-QTOF	splash10-004i-0930000000-f89d4de42be3cd2475e2	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Salsolinol 1-carboxylate 40V, Positive-QTOF	splash10-03kj-1900000000-cdeb98eb10589768e9fd	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Salsolinol 1-carboxylate 10V, Negative-QTOF	splash10-00di-0390000000-a383a5501b33191814ab	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Salsolinol 1-carboxylate 20V, Negative-QTOF	splash10-00fr-0890000000-9110c576a3ae455e788e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Salsolinol 1-carboxylate 40V, Negative-QTOF	splash10-03fr-0900000000-7eb1b1b707fe7c4c579e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Salsolinol 1-carboxylate 10V, Negative-QTOF	splash10-00di-0190000000-e656030a2324cafb5b63	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Salsolinol 1-carboxylate 20V, Negative-QTOF	splash10-03fr-0900000000-315aaabc4eb31de922ad	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Salsolinol 1-carboxylate 40V, Negative-QTOF	splash10-03ka-1900000000-eff29df3f4bd53f52bfc	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Salsolinol 1-carboxylate 10V, Positive-QTOF	splash10-00di-0290000000-68551d9c5d801c749b07	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Salsolinol 1-carboxylate 20V, Positive-QTOF	splash10-004i-0910000000-237ab159cae7d2339ea7	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Salsolinol 1-carboxylate 40V, Positive-QTOF	splash10-0a4i-3900000000-226c9f787b86ed09d505	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)	2021-09-16	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

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

FDB029280

KNApSAcK ID

Not Available

Chemspider ID

5412232

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

7055179

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

CE5626

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 Salsolinol 1-carboxylate (HMDB0013068)

MOL for HMDB0013068 (Salsolinol 1-carboxylate)

3D MOL for HMDB0013068 (Salsolinol 1-carboxylate)

3D SDF for HMDB0013068 (Salsolinol 1-carboxylate)

3D-SDF for HMDB0013068 (Salsolinol 1-carboxylate)

PDB for HMDB0013068 (Salsolinol 1-carboxylate)

3D PDB for HMDB0013068 (Salsolinol 1-carboxylate)

SMILES for HMDB0013068 (Salsolinol 1-carboxylate)

INCHI for HMDB0013068 (Salsolinol 1-carboxylate)

Structure for HMDB0013068 (Salsolinol 1-carboxylate)

3D Structure for HMDB0013068 (Salsolinol 1-carboxylate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra