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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-07-04 19:02:58 UTC

Update Date

2023-02-21 17:30:15 UTC

HMDB ID

HMDB0060843

Secondary Accession Numbers

HMDB60843

Metabolite Identification

Common Name

N-Desthienylethyl-rotigotine

Description

N-Desthienylethyl-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

HMDB0060843
     RDKit          3D
N-Desthienylethyl-rotigotine
 34 35  0  0  0  0  0  0  0  0999 V2000
    4.9419    0.1435    0.2357 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6160   -0.5929   -0.0026 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7025    0.3935   -0.7091 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4256   -0.1586   -1.0240 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5556   -0.3998    0.0776 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0640    0.8242    0.8048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1519    1.4648    0.1505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2267    0.4670    0.0593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5368    0.8704    0.1418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9227    2.1829    0.2958 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5818   -0.0622    0.0692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2290   -1.3859   -0.0879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9189   -1.7854   -0.1709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8975   -0.8668   -0.0990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5291   -1.4018   -0.2059 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7540    0.9086    0.9932 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2209    0.5692   -0.7739 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7528   -0.5723    0.4803 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8911   -1.4397   -0.6893 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2160   -1.0159    0.9162 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5871    1.2879   -0.0690 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2608    0.6796   -1.6391 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9525    0.5202   -1.6734 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2188   -0.9199    0.8529 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8670    1.5498    0.9063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2112    0.5082    1.8432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4166    2.3162    0.8168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8722    1.8403   -0.8325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2535    2.9194    0.3534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6109    0.2591    0.1400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0510   -2.1022   -0.1376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7118   -2.8600   -0.2928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4156   -1.8662   -1.2305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4894   -2.2753    0.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15  5  1  0
 14  8  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  7 28  1  0
 10 29  1  0
 11 30  1  0
 12 31  1  0
 13 32  1  0
 15 33  1  0
 15 34  1  0
M  END

  Mrv0541 07041312022D          

 15 16  0  0  0  0            999 V2000
   -3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    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
   -1.4289    0.0000    0.0000 N   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
    0.0000    0.0000    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
    1.4289   -2.4750    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
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  5 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  8 14  1  0  0  0  0
 14 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060843

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCNC1CCC2=C(C1)C=CC=C2O

> <INCHI_IDENTIFIER>
InChI=1S/C13H19NO/c1-2-8-14-11-6-7-12-10(9-11)4-3-5-13(12)15/h3-5,11,14-15H,2,6-9H2,1H3

> <INCHI_KEY>
VCYPZWCFSAHTQT-UHFFFAOYSA-N

> <FORMULA>
C13H19NO

> <MOLECULAR_WEIGHT>
205.2961

> <EXACT_MASS>
205.146664235

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
24.73057238374192

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-(propylamino)-5,6,7,8-tetrahydronaphthalen-1-ol

> <ALOGPS_LOGP>
2.37

> <JCHEM_LOGP>
2.1948438423846133

> <ALOGPS_LOGS>
-2.62

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.013524507914624

> <JCHEM_PKA_STRONGEST_BASIC>
10.798364459445747

> <JCHEM_POLAR_SURFACE_AREA>
32.26

> <JCHEM_REFRACTIVITY>
62.89530000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.92e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-(propylamino)-5,6,7,8-tetrahydronaphthalen-1-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0060843
     RDKit          3D
N-Desthienylethyl-rotigotine
 34 35  0  0  0  0  0  0  0  0999 V2000
    4.9419    0.1435    0.2357 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6160   -0.5929   -0.0026 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7025    0.3935   -0.7091 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4256   -0.1586   -1.0240 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5556   -0.3998    0.0776 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0640    0.8242    0.8048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1519    1.4648    0.1505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2267    0.4670    0.0593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5368    0.8704    0.1418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9227    2.1829    0.2958 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5818   -0.0622    0.0692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2290   -1.3859   -0.0879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9189   -1.7854   -0.1709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8975   -0.8668   -0.0990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5291   -1.4018   -0.2059 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7540    0.9086    0.9932 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2209    0.5692   -0.7739 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7528   -0.5723    0.4803 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8911   -1.4397   -0.6893 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2160   -1.0159    0.9162 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5871    1.2879   -0.0690 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2608    0.6796   -1.6391 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9525    0.5202   -1.6734 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2188   -0.9199    0.8529 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8670    1.5498    0.9063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2112    0.5082    1.8432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4166    2.3162    0.8168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8722    1.8403   -0.8325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2535    2.9194    0.3534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6109    0.2591    0.1400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0510   -2.1022   -0.1376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7118   -2.8600   -0.2928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4156   -1.8662   -1.2305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4894   -2.2753    0.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15  5  1  0
 14  8  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  7 28  1  0
 10 29  1  0
 11 30  1  0
 12 31  1  0
 13 32  1  0
 15 33  1  0
 15 34  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  C   UNK     0      -6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      -2.667   0.000   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      -1.334  -0.770   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       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   14                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9    5                                                       
CONECT   11    9   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    8   15                                                  
CONECT   15   14                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   32    0
END

COMPND    HMDB0060843
HETATM    1  C1  UNL     1       4.942   0.143   0.236  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.616  -0.593  -0.003  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.702   0.393  -0.709  1.00  0.00           C  
HETATM    4  N1  UNL     1       1.426  -0.159  -1.024  1.00  0.00           N  
HETATM    5  C4  UNL     1       0.556  -0.400   0.078  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.064   0.824   0.805  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.152   1.465   0.151  1.00  0.00           C  
HETATM    8  C7  UNL     1      -2.227   0.467   0.059  1.00  0.00           C  
HETATM    9  C8  UNL     1      -3.537   0.870   0.142  1.00  0.00           C  
HETATM   10  O1  UNL     1      -3.923   2.183   0.296  1.00  0.00           O  
HETATM   11  C9  UNL     1      -4.582  -0.062   0.069  1.00  0.00           C  
HETATM   12  C10 UNL     1      -4.229  -1.386  -0.088  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.919  -1.785  -0.171  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.897  -0.867  -0.099  1.00  0.00           C  
HETATM   15  C13 UNL     1      -0.529  -1.402  -0.206  1.00  0.00           C  
HETATM   16  H1  UNL     1       4.754   0.909   0.993  1.00  0.00           H  
HETATM   17  H2  UNL     1       5.221   0.569  -0.774  1.00  0.00           H  
HETATM   18  H3  UNL     1       5.753  -0.572   0.480  1.00  0.00           H  
HETATM   19  H4  UNL     1       3.891  -1.440  -0.689  1.00  0.00           H  
HETATM   20  H5  UNL     1       3.216  -1.016   0.916  1.00  0.00           H  
HETATM   21  H6  UNL     1       2.587   1.288  -0.069  1.00  0.00           H  
HETATM   22  H7  UNL     1       3.261   0.680  -1.639  1.00  0.00           H  
HETATM   23  H8  UNL     1       0.952   0.520  -1.673  1.00  0.00           H  
HETATM   24  H9  UNL     1       1.219  -0.920   0.853  1.00  0.00           H  
HETATM   25  H10 UNL     1       0.867   1.550   0.906  1.00  0.00           H  
HETATM   26  H11 UNL     1      -0.211   0.508   1.843  1.00  0.00           H  
HETATM   27  H12 UNL     1      -1.417   2.316   0.817  1.00  0.00           H  
HETATM   28  H13 UNL     1      -0.872   1.840  -0.832  1.00  0.00           H  
HETATM   29  H14 UNL     1      -3.253   2.919   0.353  1.00  0.00           H  
HETATM   30  H15 UNL     1      -5.611   0.259   0.140  1.00  0.00           H  
HETATM   31  H16 UNL     1      -5.051  -2.102  -0.138  1.00  0.00           H  
HETATM   32  H17 UNL     1      -2.712  -2.860  -0.293  1.00  0.00           H  
HETATM   33  H18 UNL     1      -0.416  -1.866  -1.231  1.00  0.00           H  
HETATM   34  H19 UNL     1      -0.489  -2.275   0.500  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3   19   20
CONECT    3    4   21   22
CONECT    4    5   23
CONECT    5    6   15   24
CONECT    6    7   25   26
CONECT    7    8   27   28
CONECT    8    9    9   14
CONECT    9   10   11
CONECT   10   29
CONECT   11   12   12   30
CONECT   12   13   31
CONECT   13   14   14   32
CONECT   14   15
CONECT   15   33   34
END

HMDB0060843
     RDKit          3D
N-Desthienylethyl-rotigotine
 34 35  0  0  0  0  0  0  0  0999 V2000
    4.9419    0.1435    0.2357 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6160   -0.5929   -0.0026 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7025    0.3935   -0.7091 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4256   -0.1586   -1.0240 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5556   -0.3998    0.0776 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0640    0.8242    0.8048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1519    1.4648    0.1505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2267    0.4670    0.0593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5368    0.8704    0.1418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9227    2.1829    0.2958 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5818   -0.0622    0.0692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2290   -1.3859   -0.0879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9189   -1.7854   -0.1709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8975   -0.8668   -0.0990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5291   -1.4018   -0.2059 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7540    0.9086    0.9932 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2209    0.5692   -0.7739 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7528   -0.5723    0.4803 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8911   -1.4397   -0.6893 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2160   -1.0159    0.9162 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5871    1.2879   -0.0690 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2608    0.6796   -1.6391 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9525    0.5202   -1.6734 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2188   -0.9199    0.8529 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8670    1.5498    0.9063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2112    0.5082    1.8432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4166    2.3162    0.8168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8722    1.8403   -0.8325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2535    2.9194    0.3534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6109    0.2591    0.1400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0510   -2.1022   -0.1376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7118   -2.8600   -0.2928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4156   -1.8662   -1.2305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4894   -2.2753    0.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15  5  1  0
 14  8  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  7 28  1  0
 10 29  1  0
 11 30  1  0
 12 31  1  0
 13 32  1  0
 15 33  1  0
 15 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₃H₁₉NO

Average Molecular Weight

205.2961

Monoisotopic Molecular Weight

205.146664235

IUPAC Name

6-(propylamino)-5,6,7,8-tetrahydronaphthalen-1-ol

Traditional Name

6-(propylamino)-5,6,7,8-tetrahydronaphthalen-1-ol

CAS Registry Number

Not Available

SMILES

CCCNC1CCC2=C(C1)C=CC=C2O

InChI Identifier

InChI=1S/C13H19NO/c1-2-8-14-11-6-7-12-10(9-11)4-3-5-13(12)15/h3-5,11,14-15H,2,6-9H2,1H3

InChI Key

VCYPZWCFSAHTQT-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
Secondary amine
Secondary aliphatic amine
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Amine
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0060843)

Organ

Kidney (HMDB: HMDB0060843)
Liver (HMDB: HMDB0060843)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0060843)

Cellular substructure

Cytoplasm (HMDB: HMDB0060843)
Membrane (HMDB: HMDB0060843)

Source

Endogenous

Endogenous (HMDB: HMDB0060843)

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	0.49 g/L	ALOGPS
logP	2.37	ALOGPS
logP	2.19	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	10.01	ChemAxon
pKa (Strongest Basic)	10.8	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	3	ChemAxon
Refractivity	62.9 m³·mol⁻¹	ChemAxon
Polarizability	24.73 Å³	ChemAxon
Number of Rings	2	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]+	148.816	31661259
DarkChem	[M-H]-	147.639	31661259
DeepCCS	[M+H]+	146.73	30932474
DeepCCS	[M-H]-	142.902	30932474
DeepCCS	[M-2H]-	180.324	30932474
DeepCCS	[M+Na]+	155.987	30932474
AllCCS	[M+H]+	149.8	32859911
AllCCS	[M+H-H2O]+	145.9	32859911
AllCCS	[M+NH4]+	153.5	32859911
AllCCS	[M+Na]+	154.6	32859911
AllCCS	[M-H]-	153.1	32859911
AllCCS	[M+Na-2H]-	153.6	32859911
AllCCS	[M+HCOO]-	154.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-Desthienylethyl-rotigotine	CCCNC1CCC2=C(C1)C=CC=C2O	2906.4	Standard polar	33892256
N-Desthienylethyl-rotigotine	CCCNC1CCC2=C(C1)C=CC=C2O	1895.3	Standard non polar	33892256
N-Desthienylethyl-rotigotine	CCCNC1CCC2=C(C1)C=CC=C2O	1856.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-Desthienylethyl-rotigotine,1TMS,isomer #1	CCCNC1CCC2=C(C=CC=C2O[Si](C)(C)C)C1	1894.0	Semi standard non polar	33892256
N-Desthienylethyl-rotigotine,1TMS,isomer #2	CCCN(C1CCC2=C(O)C=CC=C2C1)[Si](C)(C)C	1974.2	Semi standard non polar	33892256
N-Desthienylethyl-rotigotine,2TMS,isomer #1	CCCN(C1CCC2=C(C=CC=C2O[Si](C)(C)C)C1)[Si](C)(C)C	1980.7	Semi standard non polar	33892256
N-Desthienylethyl-rotigotine,2TMS,isomer #1	CCCN(C1CCC2=C(C=CC=C2O[Si](C)(C)C)C1)[Si](C)(C)C	2027.4	Standard non polar	33892256
N-Desthienylethyl-rotigotine,2TMS,isomer #1	CCCN(C1CCC2=C(C=CC=C2O[Si](C)(C)C)C1)[Si](C)(C)C	2246.9	Standard polar	33892256
N-Desthienylethyl-rotigotine,1TBDMS,isomer #1	CCCNC1CCC2=C(C=CC=C2O[Si](C)(C)C(C)(C)C)C1	2159.1	Semi standard non polar	33892256
N-Desthienylethyl-rotigotine,1TBDMS,isomer #2	CCCN(C1CCC2=C(O)C=CC=C2C1)[Si](C)(C)C(C)(C)C	2206.5	Semi standard non polar	33892256
N-Desthienylethyl-rotigotine,2TBDMS,isomer #1	CCCN(C1CCC2=C(C=CC=C2O[Si](C)(C)C(C)(C)C)C1)[Si](C)(C)C(C)(C)C	2466.5	Semi standard non polar	33892256
N-Desthienylethyl-rotigotine,2TBDMS,isomer #1	CCCN(C1CCC2=C(C=CC=C2O[Si](C)(C)C(C)(C)C)C1)[Si](C)(C)C(C)(C)C	2506.7	Standard non polar	33892256
N-Desthienylethyl-rotigotine,2TBDMS,isomer #1	CCCN(C1CCC2=C(C=CC=C2O[Si](C)(C)C(C)(C)C)C1)[Si](C)(C)C(C)(C)C	2491.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-Desthienylethyl-rotigotine GC-MS (Non-derivatized) - 70eV, Positive	splash10-004m-3900000000-b9fddca7b2c3cbb18234	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Desthienylethyl-rotigotine GC-MS (1 TMS) - 70eV, Positive	splash10-02gn-6190000000-2bd5249ae9bcf5a5a8db	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Desthienylethyl-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-Desthienylethyl-rotigotine 10V, Positive-QTOF	splash10-0a4i-1190000000-44ff05c5828f750991d1	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Desthienylethyl-rotigotine 20V, Positive-QTOF	splash10-052f-8950000000-6e0e7b9537e19f286eed	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Desthienylethyl-rotigotine 40V, Positive-QTOF	splash10-0006-9500000000-ac80be49508907783691	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Desthienylethyl-rotigotine 10V, Negative-QTOF	splash10-0udi-0090000000-c15bab505ef9012c4c66	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Desthienylethyl-rotigotine 20V, Negative-QTOF	splash10-0udi-0190000000-bde566edcb9928afb583	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Desthienylethyl-rotigotine 40V, Negative-QTOF	splash10-052f-9500000000-b06bebef7f455611ff33	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Desthienylethyl-rotigotine 10V, Positive-QTOF	splash10-0a4i-0090000000-d56e8e7ba3e01fc65ff3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Desthienylethyl-rotigotine 20V, Positive-QTOF	splash10-0a4i-0790000000-366122981810eb15e12a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Desthienylethyl-rotigotine 40V, Positive-QTOF	splash10-0ac4-2900000000-cc33f98457c01e8533d9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Desthienylethyl-rotigotine 10V, Negative-QTOF	splash10-0udi-0090000000-047310910426c11064db	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Desthienylethyl-rotigotine 20V, Negative-QTOF	splash10-0udi-0190000000-3de993136ddc0d80babc	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Desthienylethyl-rotigotine 40V, Negative-QTOF	splash10-002g-0900000000-69a039a54b28f3779c98	2021-10-12	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX 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

10375676

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-Desthienylethyl-rotigotine (HMDB0060843)

MOL for HMDB0060843 (N-Desthienylethyl-rotigotine)

3D MOL for HMDB0060843 (N-Desthienylethyl-rotigotine)

3D SDF for HMDB0060843 (N-Desthienylethyl-rotigotine)

3D-SDF for HMDB0060843 (N-Desthienylethyl-rotigotine)

PDB for HMDB0060843 (N-Desthienylethyl-rotigotine)

3D PDB for HMDB0060843 (N-Desthienylethyl-rotigotine)

SMILES for HMDB0060843 (N-Desthienylethyl-rotigotine)

INCHI for HMDB0060843 (N-Desthienylethyl-rotigotine)

Structure for HMDB0060843 (N-Desthienylethyl-rotigotine)

3D Structure for HMDB0060843 (N-Desthienylethyl-rotigotine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra