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

2013-07-04 19:02:52 UTC

Update Date

2021-09-14 14:57:31 UTC

HMDB ID

HMDB0060841

Secondary Accession Numbers

HMDB60841

Metabolite Identification

Common Name

N-Despropyl-rotigotine

Description

N-Despropyl-rotigotine is a metabolite of rotigotine. Rotigotine (Neupro) is a non-ergoline dopamine agonist indicated for the treatment of Parkinson's disease (PD) and restless legs syndrome (RLS) in Europe and the United States. It is formulated as a once-daily transdermal patch which provides a slow and constant supply of the drug over the course of 24 hours. Like other dopamine agonists, rotigotine has been shown to possess antidepressant effects and may be useful in the treatment of depression as well. (Wikipedia)

Structure

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

HMDB0060841
     RDKit          3D
N-Despropyl-rotigotine
 38 40  0  0  0  0  0  0  0  0999 V2000
   -4.5028    2.2441   -0.6528 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2170    0.9742   -0.1934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1615    0.3258    0.6202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9412   -0.9428    1.1127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7643   -1.5686    0.7879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8329   -0.9318   -0.0133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0498    0.3452   -0.5113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9952    0.9453   -1.3552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6944    0.7408   -0.5546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3948   -0.7188   -0.5235 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6388   -1.0103    0.4785 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8327   -0.3394    0.0773 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9971   -0.6187    1.0261 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1502    0.1618    0.4356 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0607   -0.2788   -0.4899 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0066    0.5789   -0.8794 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9931    1.8298   -0.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6538    1.7657    0.7268 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5778   -1.6099   -0.3658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9227    2.8087   -1.2348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0885    0.8200    0.8754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6615   -1.4482    1.7382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5887   -2.5763    1.1791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1305    2.0077   -1.5782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8349    0.3777   -2.3007 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1353    1.2972   -1.0428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8721    1.2016    0.4301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1156   -0.9644   -1.4989 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2852   -0.7144    1.3958 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1577   -0.6244   -0.9392 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6830    0.7717    0.1133 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7724   -0.2342    2.0250 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2990   -1.6714    0.9808 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9841   -1.3172   -0.8799 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7975    0.3296   -1.6253 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6910    2.6628   -0.5267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6957   -2.2669   -1.2723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3274   -2.3523    0.4487 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 10 19  1  0
  7  2  1  0
 18 14  1  0
 19  6  1  0
  1 20  1  0
  3 21  1  0
  4 22  1  0
  5 23  1  0
  8 24  1  0
  8 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 12 31  1  0
 13 32  1  0
 13 33  1  0
 15 34  1  0
 16 35  1  0
 17 36  1  0
 19 37  1  0
 19 38  1  0
M  END

  Mrv0541 07041312022D          

 19 21  0  0  0  0            999 V2000
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2398   -4.1974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9849   -4.9820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1599   -4.9820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9049   -4.1974    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  2  7  1  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  0  0  0  0
  6 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 15 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060841

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC=CC2=C1CCC(C2)NCCC1=CC=CS1

> <INCHI_IDENTIFIER>
InChI=1S/C16H19NOS/c18-16-5-1-3-12-11-13(6-7-15(12)16)17-9-8-14-4-2-10-19-14/h1-5,10,13,17-18H,6-9,11H2

> <INCHI_KEY>
RDMWWGLKUMLLTG-UHFFFAOYSA-N

> <FORMULA>
C16H19NOS

> <MOLECULAR_WEIGHT>
273.393

> <EXACT_MASS>
273.118734925

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
31.196244543917707

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-{[2-(thiophen-2-yl)ethyl]amino}-5,6,7,8-tetrahydronaphthalen-1-ol

> <ALOGPS_LOGP>
3.23

> <JCHEM_LOGP>
3.3357719555203214

> <ALOGPS_LOGS>
-4.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.96728840545631

> <JCHEM_PKA_STRONGEST_BASIC>
10.703295886227412

> <JCHEM_POLAR_SURFACE_AREA>
32.26

> <JCHEM_REFRACTIVITY>
79.9906

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.15e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-{[2-(thiophen-2-yl)ethyl]amino}-5,6,7,8-tetrahydronaphthalen-1-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0060841
     RDKit          3D
N-Despropyl-rotigotine
 38 40  0  0  0  0  0  0  0  0999 V2000
   -4.5028    2.2441   -0.6528 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2170    0.9742   -0.1934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1615    0.3258    0.6202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9412   -0.9428    1.1127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7643   -1.5686    0.7879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8329   -0.9318   -0.0133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0498    0.3452   -0.5113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9952    0.9453   -1.3552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6944    0.7408   -0.5546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3948   -0.7188   -0.5235 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6388   -1.0103    0.4785 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8327   -0.3394    0.0773 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9971   -0.6187    1.0261 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1502    0.1618    0.4356 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0607   -0.2788   -0.4899 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0066    0.5789   -0.8794 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9931    1.8298   -0.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6538    1.7657    0.7268 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5778   -1.6099   -0.3658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9227    2.8087   -1.2348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0885    0.8200    0.8754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6615   -1.4482    1.7382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5887   -2.5763    1.1791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1305    2.0077   -1.5782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8349    0.3777   -2.3007 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1353    1.2972   -1.0428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8721    1.2016    0.4301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1156   -0.9644   -1.4989 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2852   -0.7144    1.3958 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1577   -0.6244   -0.9392 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6830    0.7717    0.1133 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7724   -0.2342    2.0250 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2990   -1.6714    0.9808 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9841   -1.3172   -0.8799 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7975    0.3296   -1.6253 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6910    2.6628   -0.5267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6957   -2.2669   -1.2723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3274   -2.3523    0.4487 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 10 19  1  0
  7  2  1  0
 18 14  1  0
 19  6  1  0
  1 20  1  0
  3 21  1  0
  4 22  1  0
  5 23  1  0
  8 24  1  0
  8 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 12 31  1  0
 13 32  1  0
 13 33  1  0
 15 34  1  0
 16 35  1  0
 17 36  1  0
 19 37  1  0
 19 38  1  0
M  END

HEADER    PROTEIN                                 04-JUL-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-JUL-13         0                                  
HETATM    1  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       5.335  -3.080   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.914  -7.835   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.438  -9.300   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.898  -9.300   0.000  0.00  0.00           C+0
HETATM   19  S   UNK     0       5.422  -7.835   0.000  0.00  0.00           S+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   11                                                  
CONECT    7    6    2    8                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10    6                                                       
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   19                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   15                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

COMPND    HMDB0060841
HETATM    1  O1  UNL     1      -4.503   2.244  -0.653  1.00  0.00           O  
HETATM    2  C1  UNL     1      -4.217   0.974  -0.193  1.00  0.00           C  
HETATM    3  C2  UNL     1      -5.162   0.326   0.620  1.00  0.00           C  
HETATM    4  C3  UNL     1      -4.941  -0.943   1.113  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.764  -1.569   0.788  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.833  -0.932  -0.013  1.00  0.00           C  
HETATM    7  C6  UNL     1      -3.050   0.345  -0.511  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.995   0.945  -1.355  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.694   0.741  -0.555  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.395  -0.719  -0.523  1.00  0.00           C  
HETATM   11  N1  UNL     1       0.639  -1.010   0.479  1.00  0.00           N  
HETATM   12  C10 UNL     1       1.833  -0.339   0.077  1.00  0.00           C  
HETATM   13  C11 UNL     1       2.997  -0.619   1.026  1.00  0.00           C  
HETATM   14  C12 UNL     1       4.150   0.162   0.436  1.00  0.00           C  
HETATM   15  C13 UNL     1       5.061  -0.279  -0.490  1.00  0.00           C  
HETATM   16  C14 UNL     1       6.007   0.579  -0.879  1.00  0.00           C  
HETATM   17  C15 UNL     1       5.993   1.830  -0.325  1.00  0.00           C  
HETATM   18  S1  UNL     1       4.654   1.766   0.727  1.00  0.00           S  
HETATM   19  C16 UNL     1      -1.578  -1.610  -0.366  1.00  0.00           C  
HETATM   20  H1  UNL     1      -3.923   2.809  -1.235  1.00  0.00           H  
HETATM   21  H2  UNL     1      -6.089   0.820   0.875  1.00  0.00           H  
HETATM   22  H3  UNL     1      -5.662  -1.448   1.738  1.00  0.00           H  
HETATM   23  H4  UNL     1      -3.589  -2.576   1.179  1.00  0.00           H  
HETATM   24  H5  UNL     1      -2.130   2.008  -1.578  1.00  0.00           H  
HETATM   25  H6  UNL     1      -1.835   0.378  -2.301  1.00  0.00           H  
HETATM   26  H7  UNL     1       0.135   1.297  -1.043  1.00  0.00           H  
HETATM   27  H8  UNL     1      -0.872   1.202   0.430  1.00  0.00           H  
HETATM   28  H9  UNL     1       0.116  -0.964  -1.499  1.00  0.00           H  
HETATM   29  H10 UNL     1       0.285  -0.714   1.396  1.00  0.00           H  
HETATM   30  H11 UNL     1       2.158  -0.624  -0.939  1.00  0.00           H  
HETATM   31  H12 UNL     1       1.683   0.772   0.113  1.00  0.00           H  
HETATM   32  H13 UNL     1       2.772  -0.234   2.025  1.00  0.00           H  
HETATM   33  H14 UNL     1       3.299  -1.671   0.981  1.00  0.00           H  
HETATM   34  H15 UNL     1       4.984  -1.317  -0.880  1.00  0.00           H  
HETATM   35  H16 UNL     1       6.798   0.330  -1.625  1.00  0.00           H  
HETATM   36  H17 UNL     1       6.691   2.663  -0.527  1.00  0.00           H  
HETATM   37  H18 UNL     1      -1.696  -2.267  -1.272  1.00  0.00           H  
HETATM   38  H19 UNL     1      -1.327  -2.352   0.449  1.00  0.00           H  
CONECT    1    2   20
CONECT    2    3    3    7
CONECT    3    4   21
CONECT    4    5    5   22
CONECT    5    6   23
CONECT    6    7    7   19
CONECT    7    8
CONECT    8    9   24   25
CONECT    9   10   26   27
CONECT   10   11   19   28
CONECT   11   12   29
CONECT   12   13   30   31
CONECT   13   14   32   33
CONECT   14   15   15   18
CONECT   15   16   34
CONECT   16   17   17   35
CONECT   17   18   36
CONECT   19   37   38
END

HMDB0060841
     RDKit          3D
N-Despropyl-rotigotine
 38 40  0  0  0  0  0  0  0  0999 V2000
   -4.5028    2.2441   -0.6528 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2170    0.9742   -0.1934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1615    0.3258    0.6202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9412   -0.9428    1.1127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7643   -1.5686    0.7879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8329   -0.9318   -0.0133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0498    0.3452   -0.5113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9952    0.9453   -1.3552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6944    0.7408   -0.5546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3948   -0.7188   -0.5235 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6388   -1.0103    0.4785 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8327   -0.3394    0.0773 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9971   -0.6187    1.0261 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1502    0.1618    0.4356 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0607   -0.2788   -0.4899 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0066    0.5789   -0.8794 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9931    1.8298   -0.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6538    1.7657    0.7268 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5778   -1.6099   -0.3658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9227    2.8087   -1.2348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0885    0.8200    0.8754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6615   -1.4482    1.7382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5887   -2.5763    1.1791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1305    2.0077   -1.5782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8349    0.3777   -2.3007 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1353    1.2972   -1.0428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8721    1.2016    0.4301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1156   -0.9644   -1.4989 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2852   -0.7144    1.3958 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1577   -0.6244   -0.9392 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6830    0.7717    0.1133 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7724   -0.2342    2.0250 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2990   -1.6714    0.9808 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9841   -1.3172   -0.8799 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7975    0.3296   -1.6253 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6910    2.6628   -0.5267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6957   -2.2669   -1.2723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3274   -2.3523    0.4487 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 10 19  1  0
  7  2  1  0
 18 14  1  0
 19  6  1  0
  1 20  1  0
  3 21  1  0
  4 22  1  0
  5 23  1  0
  8 24  1  0
  8 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 12 31  1  0
 13 32  1  0
 13 33  1  0
 15 34  1  0
 16 35  1  0
 17 36  1  0
 19 37  1  0
 19 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₆H₁₉NOS

Average Molecular Weight

273.393

Monoisotopic Molecular Weight

273.118734925

IUPAC Name

6-{[2-(thiophen-2-yl)ethyl]amino}-5,6,7,8-tetrahydronaphthalen-1-ol

Traditional Name

6-{[2-(thiophen-2-yl)ethyl]amino}-5,6,7,8-tetrahydronaphthalen-1-ol

CAS Registry Number

Not Available

SMILES

OC1=CC=CC2=C1CCC(C2)NCCC1=CC=CS1

InChI Identifier

InChI=1S/C16H19NOS/c18-16-5-1-3-12-11-13(6-7-15(12)16)17-9-8-14-4-2-10-19-14/h1-5,10,13,17-18H,6-9,11H2

InChI Key

RDMWWGLKUMLLTG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetralins. These are polycyclic aromatic compounds containing a tetralin moiety, which consists of a benzene fused to a cyclohexane.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Tetralins

Sub Class

Not Available

Direct Parent

Tetralins

Alternative Parents

Substituents

Tetralin
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Thiophene
Heteroaromatic compound
Secondary aliphatic amine
Secondary amine
Organoheterocyclic compound
Amine
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0060841)

Organ

Kidney (HMDB: HMDB0060841)
Liver (HMDB: HMDB0060841)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0060841)

Cellular substructure

Cytoplasm (HMDB: HMDB0060841)
Membrane (HMDB: HMDB0060841)

Source

Endogenous

Endogenous (HMDB: HMDB0060841)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

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	0.012 g/L	ALOGPS
logP	3.23	ALOGPS
logP	3.34	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	9.97	ChemAxon
pKa (Strongest Basic)	10.7	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	32.26 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	79.99 m³·mol⁻¹	ChemAxon
Polarizability	31.2 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	161.527	31661259
DarkChem	[M-H]-	161.272	31661259
DeepCCS	[M+H]+	158.828	30932474
DeepCCS	[M-H]-	156.47	30932474
DeepCCS	[M-2H]-	190.355	30932474
DeepCCS	[M+Na]+	165.302	30932474
AllCCS	[M+H]+	165.7	32859911
AllCCS	[M+H-H2O]+	162.2	32859911
AllCCS	[M+NH4]+	168.9	32859911
AllCCS	[M+Na]+	169.8	32859911
AllCCS	[M-H]-	167.5	32859911
AllCCS	[M+Na-2H]-	167.4	32859911
AllCCS	[M+HCOO]-	167.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-Despropyl-rotigotine	OC1=CC=CC2=C1CCC(C2)NCCC1=CC=CS1	3751.7	Standard polar	33892256
N-Despropyl-rotigotine	OC1=CC=CC2=C1CCC(C2)NCCC1=CC=CS1	2455.5	Standard non polar	33892256
N-Despropyl-rotigotine	OC1=CC=CC2=C1CCC(C2)NCCC1=CC=CS1	2523.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-Despropyl-rotigotine,1TMS,isomer #1	C[Si](C)(C)OC1=CC=CC2=C1CCC(NCCC1=CC=CS1)C2	2501.0	Semi standard non polar	33892256
N-Despropyl-rotigotine,1TMS,isomer #2	C[Si](C)(C)N(CCC1=CC=CS1)C1CCC2=C(O)C=CC=C2C1	2533.0	Semi standard non polar	33892256
N-Despropyl-rotigotine,2TMS,isomer #1	C[Si](C)(C)OC1=CC=CC2=C1CCC(N(CCC1=CC=CS1)[Si](C)(C)C)C2	2499.6	Semi standard non polar	33892256
N-Despropyl-rotigotine,2TMS,isomer #1	C[Si](C)(C)OC1=CC=CC2=C1CCC(N(CCC1=CC=CS1)[Si](C)(C)C)C2	2541.4	Standard non polar	33892256
N-Despropyl-rotigotine,2TMS,isomer #1	C[Si](C)(C)OC1=CC=CC2=C1CCC(N(CCC1=CC=CS1)[Si](C)(C)C)C2	2869.9	Standard polar	33892256
N-Despropyl-rotigotine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=CC2=C1CCC(NCCC1=CC=CS1)C2	2735.7	Semi standard non polar	33892256
N-Despropyl-rotigotine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(CCC1=CC=CS1)C1CCC2=C(O)C=CC=C2C1	2741.7	Semi standard non polar	33892256
N-Despropyl-rotigotine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=CC2=C1CCC(N(CCC1=CC=CS1)[Si](C)(C)C(C)(C)C)C2	2955.8	Semi standard non polar	33892256
N-Despropyl-rotigotine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=CC2=C1CCC(N(CCC1=CC=CS1)[Si](C)(C)C(C)(C)C)C2	3008.5	Standard non polar	33892256
N-Despropyl-rotigotine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=CC2=C1CCC(N(CCC1=CC=CS1)[Si](C)(C)C(C)(C)C)C2	3059.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-Despropyl-rotigotine GC-MS (Non-derivatized) - 70eV, Positive	splash10-004j-2900000000-503daf28b6bc290965f9	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Despropyl-rotigotine GC-MS (1 TMS) - 70eV, Positive	splash10-009t-8894000000-138b7321816fa6a3f146	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Despropyl-rotigotine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Despropyl-rotigotine 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 - N-Despropyl-rotigotine 10V, Positive-QTOF	splash10-00di-0390000000-d4fe29238ec96dd5fcad	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Despropyl-rotigotine 20V, Positive-QTOF	splash10-03di-1920000000-906f22209875b72a6f7b	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Despropyl-rotigotine 40V, Positive-QTOF	splash10-0hg2-7900000000-1310aa2255ebcb9a2fae	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Despropyl-rotigotine 10V, Negative-QTOF	splash10-00di-0190000000-31f1ecfc26a6cdab063f	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Despropyl-rotigotine 20V, Negative-QTOF	splash10-0229-1490000000-eb8ed73c1cfe32c814e7	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Despropyl-rotigotine 40V, Negative-QTOF	splash10-0bt9-9700000000-ae09740893c4065bc9e3	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Despropyl-rotigotine 10V, Positive-QTOF	splash10-00di-0090000000-dc55ba235261c96e3c88	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Despropyl-rotigotine 20V, Positive-QTOF	splash10-00di-0690000000-2f9840b27139c47dae25	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Despropyl-rotigotine 40V, Positive-QTOF	splash10-014j-3900000000-0b4b73af806c0be1dabe	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Despropyl-rotigotine 10V, Negative-QTOF	splash10-00di-0090000000-18326fe0cc67c9fbd9a5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Despropyl-rotigotine 20V, Negative-QTOF	splash10-00di-1190000000-1e8935b6d5f1fac64ee0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Despropyl-rotigotine 40V, Negative-QTOF	splash10-060s-5920000000-c54749005597e468ba04	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane (predicted from logP)

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15107528

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for N-Despropyl-rotigotine (HMDB0060841)

MOL for HMDB0060841 (N-Despropyl-rotigotine)

3D MOL for HMDB0060841 (N-Despropyl-rotigotine)

3D SDF for HMDB0060841 (N-Despropyl-rotigotine)

3D-SDF for HMDB0060841 (N-Despropyl-rotigotine)

PDB for HMDB0060841 (N-Despropyl-rotigotine)

3D PDB for HMDB0060841 (N-Despropyl-rotigotine)

SMILES for HMDB0060841 (N-Despropyl-rotigotine)

INCHI for HMDB0060841 (N-Despropyl-rotigotine)

Structure for HMDB0060841 (N-Despropyl-rotigotine)

3D Structure for HMDB0060841 (N-Despropyl-rotigotine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra