Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2009-07-25 00:12:38 UTC

Update Date

2021-09-14 14:57:38 UTC

HMDB ID

HMDB0013067

Secondary Accession Numbers

HMDB13067

Metabolite Identification

Common Name

Salsoline-1-carboxylate

Description

Salsoline-1-carboxylic acid is a intermidiate metabolite in the synthesis of Salsoline and it can be directly oxidized by certain enzyme. It can also be synthesized through another intermediate metabolite Salsolinol 1-carboxylate via Catechol O-methyltransferase.

Structure

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

HMDB0013067
     RDKit          3D
Salsoline-1-carboxylate
 32 33  0  0  0  0  0  0  0  0999 V2000
    3.4332    1.6701    1.2565 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4179    0.3974    0.6807 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2597   -0.1983    0.2324 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0543    0.4803    0.3508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1279   -0.0602   -0.0764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1048   -1.3153   -0.6382 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0760   -2.0396   -0.7811 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2525   -1.4551   -0.3350 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4435   -2.1438   -0.4603 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3965   -1.8800   -1.0885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1925   -0.8130   -1.7474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1212    0.4913   -1.2018 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4266    0.6502    0.0372 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1567    2.1416    0.2147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2773    0.1889    1.1343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4239   -0.2447    0.9395 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7885    0.2381    2.4258 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0885    2.4564    0.5246 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7198    1.6481    2.1278 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4398    1.9144    1.6502 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0265    1.4783    0.7961 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0584   -3.0251   -1.2278 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5102   -3.0512   -0.8587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2629   -2.7850   -1.7200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9275   -2.2269   -0.1820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2627   -1.1388   -1.8392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8049   -0.7446   -2.8093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0381    0.9606   -1.2422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0759    2.6602   -0.1169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3060    2.4468   -0.4116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9900    2.3570    1.2768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0962    0.9420    3.0892 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  6 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  1
 15 16  2  0
 15 17  1  0
  8  3  1  0
 13  5  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  7 22  1  0
  9 23  1  0
 10 24  1  0
 10 25  1  0
 11 26  1  0
 11 27  1  0
 12 28  1  0
 14 29  1  0
 14 30  1  0
 14 31  1  0
 17 32  1  0
M  END

  Mrv1652303102016492D          

 17 18  0  0  1  0            999 V2000
   13.7858  -11.9547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6108  -11.9547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0233  -12.6692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8483  -12.6692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2608  -13.3837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8483  -14.0982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2608  -14.8127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0858  -14.8127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4983  -14.0982    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0858  -13.3837    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.8003  -12.9712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0858  -12.5587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8003  -12.1462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3713  -12.1462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0233  -14.0982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6108  -13.3837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7858  -13.3837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3 16  2  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  5 10  1  0  0  0  0
  6  7  1  0  0  0  0
  6 15  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  1  0  0  0
 10 12  1  6  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0013067

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(O)C=C2CCN[C@@](C)(C(O)=O)C2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C12H15NO4/c1-12(11(15)16)8-6-10(17-2)9(14)5-7(8)3-4-13-12/h5-6,13-14H,3-4H2,1-2H3,(H,15,16)/t12-/m1/s1

> <INCHI_KEY>
CJEFWISJWQNPSZ-GFCCVEGCSA-N

> <FORMULA>
C12H15NO4

> <MOLECULAR_WEIGHT>
237.2518

> <EXACT_MASS>
237.100107973

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
24.01803473345047

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R)-6-hydroxy-7-methoxy-1-methyl-1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid

> <ALOGPS_LOGP>
-0.54

> <JCHEM_LOGP>
-1.2380609775477327

> <ALOGPS_LOGS>
-1.71

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.029705343844622

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.2254981455556235

> <JCHEM_PKA_STRONGEST_BASIC>
8.916016522743842

> <JCHEM_POLAR_SURFACE_AREA>
78.78999999999999

> <JCHEM_REFRACTIVITY>
61.6029

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.61e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R)-6-hydroxy-7-methoxy-1-methyl-3,4-dihydro-2H-isoquinoline-1-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0013067
     RDKit          3D
Salsoline-1-carboxylate
 32 33  0  0  0  0  0  0  0  0999 V2000
    3.4332    1.6701    1.2565 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4179    0.3974    0.6807 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2597   -0.1983    0.2324 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0543    0.4803    0.3508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1279   -0.0602   -0.0764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1048   -1.3153   -0.6382 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0760   -2.0396   -0.7811 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2525   -1.4551   -0.3350 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4435   -2.1438   -0.4603 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3965   -1.8800   -1.0885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1925   -0.8130   -1.7474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1212    0.4913   -1.2018 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4266    0.6502    0.0372 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1567    2.1416    0.2147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2773    0.1889    1.1343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4239   -0.2447    0.9395 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7885    0.2381    2.4258 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0885    2.4564    0.5246 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7198    1.6481    2.1278 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4398    1.9144    1.6502 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0265    1.4783    0.7961 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0584   -3.0251   -1.2278 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5102   -3.0512   -0.8587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2629   -2.7850   -1.7200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9275   -2.2269   -0.1820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2627   -1.1388   -1.8392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8049   -0.7446   -2.8093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0381    0.9606   -1.2422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0759    2.6602   -0.1169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3060    2.4468   -0.4116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9900    2.3570    1.2768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0962    0.9420    3.0892 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  6 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  1
 15 16  2  0
 15 17  1  0
  8  3  1  0
 13  5  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  7 22  1  0
  9 23  1  0
 10 24  1  0
 10 25  1  0
 11 26  1  0
 11 27  1  0
 12 28  1  0
 14 29  1  0
 14 30  1  0
 14 31  1  0
 17 32  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      25.733 -22.315   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      27.273 -22.315   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      28.043 -23.649   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      29.583 -23.649   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      30.353 -24.983   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      29.583 -26.317   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      30.353 -27.650   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      31.893 -27.650   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      32.663 -26.317   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      31.893 -24.983   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      33.227 -24.213   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      31.893 -23.443   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      33.227 -22.673   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      30.560 -22.673   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      28.043 -26.317   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      27.273 -24.983   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      25.733 -24.983   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   16                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7   15                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    5    9   11   12                                             
CONECT   11   10                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15    6   16                                                       
CONECT   16    3   15   17                                                  
CONECT   17   16                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0013067
HETATM    1  C1  UNL     1       3.433   1.670   1.256  1.00  0.00           C  
HETATM    2  O1  UNL     1       3.418   0.397   0.681  1.00  0.00           O  
HETATM    3  C2  UNL     1       2.260  -0.198   0.232  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.054   0.480   0.351  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.128  -0.060  -0.076  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.105  -1.315  -0.638  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.076  -2.040  -0.781  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.253  -1.455  -0.335  1.00  0.00           C  
HETATM    9  O2  UNL     1       3.443  -2.144  -0.460  1.00  0.00           O  
HETATM   10  C8  UNL     1      -1.397  -1.880  -1.088  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.193  -0.813  -1.747  1.00  0.00           C  
HETATM   12  N1  UNL     1      -2.121   0.491  -1.202  1.00  0.00           N  
HETATM   13  C10 UNL     1      -1.427   0.650   0.037  1.00  0.00           C  
HETATM   14  C11 UNL     1      -1.157   2.142   0.215  1.00  0.00           C  
HETATM   15  C12 UNL     1      -2.277   0.189   1.134  1.00  0.00           C  
HETATM   16  O3  UNL     1      -3.424  -0.245   0.940  1.00  0.00           O  
HETATM   17  O4  UNL     1      -1.789   0.238   2.426  1.00  0.00           O  
HETATM   18  H1  UNL     1       3.089   2.456   0.525  1.00  0.00           H  
HETATM   19  H2  UNL     1       2.720   1.648   2.128  1.00  0.00           H  
HETATM   20  H3  UNL     1       4.440   1.914   1.650  1.00  0.00           H  
HETATM   21  H4  UNL     1       1.026   1.478   0.796  1.00  0.00           H  
HETATM   22  H5  UNL     1       1.058  -3.025  -1.228  1.00  0.00           H  
HETATM   23  H6  UNL     1       3.510  -3.051  -0.859  1.00  0.00           H  
HETATM   24  H7  UNL     1      -1.263  -2.785  -1.720  1.00  0.00           H  
HETATM   25  H8  UNL     1      -1.927  -2.227  -0.182  1.00  0.00           H  
HETATM   26  H9  UNL     1      -3.263  -1.139  -1.839  1.00  0.00           H  
HETATM   27  H10 UNL     1      -1.805  -0.745  -2.809  1.00  0.00           H  
HETATM   28  H11 UNL     1      -3.038   0.961  -1.242  1.00  0.00           H  
HETATM   29  H12 UNL     1      -2.076   2.660  -0.117  1.00  0.00           H  
HETATM   30  H13 UNL     1      -0.306   2.447  -0.412  1.00  0.00           H  
HETATM   31  H14 UNL     1      -0.990   2.357   1.277  1.00  0.00           H  
HETATM   32  H15 UNL     1      -2.096   0.942   3.089  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3
CONECT    3    4    4    8
CONECT    4    5   21
CONECT    5    6    6   13
CONECT    6    7   10
CONECT    7    8    8   22
CONECT    8    9
CONECT    9   23
CONECT   10   11   24   25
CONECT   11   12   26   27
CONECT   12   13   28
CONECT   13   14   15
CONECT   14   29   30   31
CONECT   15   16   16   17
CONECT   17   32
END

HMDB0013067
     RDKit          3D
Salsoline-1-carboxylate
 32 33  0  0  0  0  0  0  0  0999 V2000
    3.4332    1.6701    1.2565 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4179    0.3974    0.6807 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2597   -0.1983    0.2324 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0543    0.4803    0.3508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1279   -0.0602   -0.0764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1048   -1.3153   -0.6382 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0760   -2.0396   -0.7811 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2525   -1.4551   -0.3350 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4435   -2.1438   -0.4603 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3965   -1.8800   -1.0885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1925   -0.8130   -1.7474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1212    0.4913   -1.2018 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4266    0.6502    0.0372 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1567    2.1416    0.2147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2773    0.1889    1.1343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4239   -0.2447    0.9395 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7885    0.2381    2.4258 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0885    2.4564    0.5246 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7198    1.6481    2.1278 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4398    1.9144    1.6502 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0265    1.4783    0.7961 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0584   -3.0251   -1.2278 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5102   -3.0512   -0.8587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2629   -2.7850   -1.7200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9275   -2.2269   -0.1820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2627   -1.1388   -1.8392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8049   -0.7446   -2.8093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0381    0.9606   -1.2422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0759    2.6602   -0.1169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3060    2.4468   -0.4116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9900    2.3570    1.2768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0962    0.9420    3.0892 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  6 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  1
 15 16  2  0
 15 17  1  0
  8  3  1  0
 13  5  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  7 22  1  0
  9 23  1  0
 10 24  1  0
 10 25  1  0
 11 26  1  0
 11 27  1  0
 12 28  1  0
 14 29  1  0
 14 30  1  0
 14 31  1  0
 17 32  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Salsoline-1-carboxylic acid	Generator
1-Methyl-6-hydroxy-7-methoxy-1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid	HMDB
SLN-1C	HMDB
(1R)-6-Hydroxy-7-methoxy-1-methyl-1,2,3,4-tetrahydroisoquinoline-1-carboxylate	Generator

Chemical Formula

C₁₂H₁₅NO₄

Average Molecular Weight

237.2518

Monoisotopic Molecular Weight

237.100107973

IUPAC Name

(1R)-6-hydroxy-7-methoxy-1-methyl-1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid

Traditional Name

(1R)-6-hydroxy-7-methoxy-1-methyl-3,4-dihydro-2H-isoquinoline-1-carboxylic acid

CAS Registry Number

31758-50-6

SMILES

COC1=C(O)C=C2CCN[C@@](C)(C(O)=O)C2=C1

InChI Identifier

InChI=1S/C12H15NO4/c1-12(11(15)16)8-6-10(17-2)9(14)5-7(8)3-4-13-12/h5-6,13-14H,3-4H2,1-2H3,(H,15,16)/t12-/m1/s1

InChI Key

CJEFWISJWQNPSZ-GFCCVEGCSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Tetrahydroisoquinolines

Sub Class

Not Available

Direct Parent

Tetrahydroisoquinolines

Alternative Parents

Substituents

Alpha-amino acid
Alpha-amino acid or derivatives
Tetrahydroisoquinoline
Anisole
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Benzenoid
Amino acid or derivatives
Carboxylic acid salt
Amino acid
Monocarboxylic acid or derivatives
Ether
Secondary amine
Carboxylic acid
Secondary aliphatic amine
Carboxylic acid derivative
Azacycle
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Organic zwitterion
Organic salt
Carbonyl group
Hydrocarbon derivative
Organic oxide
Amine
Organopnictogen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Endogenous (HMDB: HMDB0013067)

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	4.61 g/L	ALOGPS
logP	-0.54	ALOGPS
logP	-1.2	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	1.23	ChemAxon
pKa (Strongest Basic)	8.92	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	78.79 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	61.6 m³·mol⁻¹	ChemAxon
Polarizability	24.02 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]+	155.129	31661259
DarkChem	[M-H]-	155.697	31661259
DeepCCS	[M+H]+	157.19	30932474
DeepCCS	[M-H]-	154.832	30932474
DeepCCS	[M-2H]-	187.734	30932474
DeepCCS	[M+Na]+	163.283	30932474
AllCCS	[M+H]+	152.5	32859911
AllCCS	[M+H-H2O]+	148.7	32859911
AllCCS	[M+NH4]+	156.1	32859911
AllCCS	[M+Na]+	157.2	32859911
AllCCS	[M-H]-	154.6	32859911
AllCCS	[M+Na-2H]-	154.7	32859911
AllCCS	[M+HCOO]-	154.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Salsoline-1-carboxylate	COC1=C(O)C=C2CCN[C@@](C)(C(O)=O)C2=C1	3529.2	Standard polar	33892256
Salsoline-1-carboxylate	COC1=C(O)C=C2CCN[C@@](C)(C(O)=O)C2=C1	1981.8	Standard non polar	33892256
Salsoline-1-carboxylate	COC1=C(O)C=C2CCN[C@@](C)(C(O)=O)C2=C1	2112.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Salsoline-1-carboxylate,1TMS,isomer #1	COC1=CC2=C(C=C1O[Si](C)(C)C)CCN[C@@]2(C)C(=O)O	2172.7	Semi standard non polar	33892256
Salsoline-1-carboxylate,1TMS,isomer #2	COC1=CC2=C(C=C1O)CCN[C@@]2(C)C(=O)O[Si](C)(C)C	2127.6	Semi standard non polar	33892256
Salsoline-1-carboxylate,1TMS,isomer #3	COC1=CC2=C(C=C1O)CCN([Si](C)(C)C)[C@@]2(C)C(=O)O	2209.6	Semi standard non polar	33892256
Salsoline-1-carboxylate,2TMS,isomer #1	COC1=CC2=C(C=C1O[Si](C)(C)C)CCN[C@@]2(C)C(=O)O[Si](C)(C)C	2124.4	Semi standard non polar	33892256
Salsoline-1-carboxylate,2TMS,isomer #2	COC1=CC2=C(C=C1O[Si](C)(C)C)CCN([Si](C)(C)C)[C@@]2(C)C(=O)O	2187.0	Semi standard non polar	33892256
Salsoline-1-carboxylate,2TMS,isomer #3	COC1=CC2=C(C=C1O)CCN([Si](C)(C)C)[C@@]2(C)C(=O)O[Si](C)(C)C	2159.7	Semi standard non polar	33892256
Salsoline-1-carboxylate,3TMS,isomer #1	COC1=CC2=C(C=C1O[Si](C)(C)C)CCN([Si](C)(C)C)[C@@]2(C)C(=O)O[Si](C)(C)C	2188.9	Semi standard non polar	33892256
Salsoline-1-carboxylate,3TMS,isomer #1	COC1=CC2=C(C=C1O[Si](C)(C)C)CCN([Si](C)(C)C)[C@@]2(C)C(=O)O[Si](C)(C)C	2230.8	Standard non polar	33892256
Salsoline-1-carboxylate,3TMS,isomer #1	COC1=CC2=C(C=C1O[Si](C)(C)C)CCN([Si](C)(C)C)[C@@]2(C)C(=O)O[Si](C)(C)C	2459.5	Standard polar	33892256
Salsoline-1-carboxylate,1TBDMS,isomer #1	COC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)CCN[C@@]2(C)C(=O)O	2452.5	Semi standard non polar	33892256
Salsoline-1-carboxylate,1TBDMS,isomer #2	COC1=CC2=C(C=C1O)CCN[C@@]2(C)C(=O)O[Si](C)(C)C(C)(C)C	2394.9	Semi standard non polar	33892256
Salsoline-1-carboxylate,1TBDMS,isomer #3	COC1=CC2=C(C=C1O)CCN([Si](C)(C)C(C)(C)C)[C@@]2(C)C(=O)O	2469.1	Semi standard non polar	33892256
Salsoline-1-carboxylate,2TBDMS,isomer #1	COC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)CCN[C@@]2(C)C(=O)O[Si](C)(C)C(C)(C)C	2602.2	Semi standard non polar	33892256
Salsoline-1-carboxylate,2TBDMS,isomer #2	COC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)CCN([Si](C)(C)C(C)(C)C)[C@@]2(C)C(=O)O	2700.1	Semi standard non polar	33892256
Salsoline-1-carboxylate,2TBDMS,isomer #3	COC1=CC2=C(C=C1O)CCN([Si](C)(C)C(C)(C)C)[C@@]2(C)C(=O)O[Si](C)(C)C(C)(C)C	2643.2	Semi standard non polar	33892256
Salsoline-1-carboxylate,3TBDMS,isomer #1	COC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)CCN([Si](C)(C)C(C)(C)C)[C@@]2(C)C(=O)O[Si](C)(C)C(C)(C)C	2852.3	Semi standard non polar	33892256
Salsoline-1-carboxylate,3TBDMS,isomer #1	COC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)CCN([Si](C)(C)C(C)(C)C)[C@@]2(C)C(=O)O[Si](C)(C)C(C)(C)C	2889.4	Standard non polar	33892256
Salsoline-1-carboxylate,3TBDMS,isomer #1	COC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)CCN([Si](C)(C)C(C)(C)C)[C@@]2(C)C(=O)O[Si](C)(C)C(C)(C)C	2803.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Salsoline-1-carboxylate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-0900000000-8c59ee94927b59036d93	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Salsoline-1-carboxylate GC-MS (2 TMS) - 70eV, Positive	splash10-03xs-5292000000-49da69ce59df6e06d2c7	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Salsoline-1-carboxylate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Salsoline-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 - Salsoline-1-carboxylate 10V, Positive-QTOF	splash10-000f-0890000000-411f80ad35ae43b60e5d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Salsoline-1-carboxylate 20V, Positive-QTOF	splash10-0006-0930000000-caaffd2729b5ebeaff9c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Salsoline-1-carboxylate 40V, Positive-QTOF	splash10-03fr-0900000000-179c45ccd8d34528a89e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Salsoline-1-carboxylate 10V, Negative-QTOF	splash10-000i-0390000000-b28d4c0c2ca3ac1b765e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Salsoline-1-carboxylate 20V, Negative-QTOF	splash10-000l-0790000000-b0800aefd0966c79a5af	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Salsoline-1-carboxylate 40V, Negative-QTOF	splash10-004i-0900000000-f41c48731138a98b065b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Salsoline-1-carboxylate 10V, Negative-QTOF	splash10-000i-0090000000-fd4f05a9801e9680e5ac	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Salsoline-1-carboxylate 20V, Negative-QTOF	splash10-02bf-0920000000-8746f0662c242e879a04	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Salsoline-1-carboxylate 40V, Negative-QTOF	splash10-0g6r-0930000000-8cd2ff4ced32cf233b78	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Salsoline-1-carboxylate 10V, Positive-QTOF	splash10-000i-0190000000-76e15eb93f3d86f517ec	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Salsoline-1-carboxylate 20V, Positive-QTOF	splash10-01w4-0920000000-fc4458f3284b44230768	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Salsoline-1-carboxylate 40V, Positive-QTOF	splash10-0buc-4900000000-81ce5983df3383db8d48	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

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

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

FDB029279

KNApSAcK ID

Not Available

Chemspider ID

5367184

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6999659

PDB ID

Not Available

ChEBI ID

174215

Food Biomarker Ontology

Not Available

VMH ID

CE5627

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 Salsoline-1-carboxylate (HMDB0013067)

MOL for HMDB0013067 (Salsoline-1-carboxylate)

3D MOL for HMDB0013067 (Salsoline-1-carboxylate)

3D SDF for HMDB0013067 (Salsoline-1-carboxylate)

3D-SDF for HMDB0013067 (Salsoline-1-carboxylate)

PDB for HMDB0013067 (Salsoline-1-carboxylate)

3D PDB for HMDB0013067 (Salsoline-1-carboxylate)

SMILES for HMDB0013067 (Salsoline-1-carboxylate)

INCHI for HMDB0013067 (Salsoline-1-carboxylate)

Structure for HMDB0013067 (Salsoline-1-carboxylate)

3D Structure for HMDB0013067 (Salsoline-1-carboxylate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra