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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:52 UTC

Update Date

2022-03-07 02:52:03 UTC

HMDB ID

HMDB0015615

Secondary Accession Numbers

HMDB15615

Metabolite Identification

Common Name

Rotigotine

Description

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. Rotigotine was developed by Aderis Pharmaceuticals. In 1998, Aderis licensed worldwide development and commercialization rights for rotigotine to the German pharmaceutical company Schwarz Pharma (today a subsidiary of the Belgian company UCB S.A.). The drug has been approved by the EMEA for use in Europe in 2006 and is today being sold in several European countries. In 2007, the Neupro patch was approved by the Food and Drug Administration (FDA) as the first transdermal treatment of Parkinson's disease in the United States. However, as of 2008, Schwarz Pharma has recalled all Neupro patches in the United States and some in Europe because of problems with the delivery mechanism. Rotigotine has been authorized as a treatment for RLS since August 2008.

Structure

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

HMDB0242261
     RDKit          3D
(+)-Rotigotine
 47 49  0  0  0  0  0  0  0  0999 V2000
    1.5900   -4.3713   -1.1935 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7344   -3.1299   -1.5005 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3660   -2.0155   -0.7230 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7424   -0.7354   -0.8593 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5099    0.2103   -0.0869 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8688    0.5251   -0.6492 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4919    1.5084    0.2795 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4228    2.8743    0.2408 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0673    3.5556    1.1931 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7480    2.8326    2.1373 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4590    1.2212    1.6533 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6572   -0.6836   -0.5682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9455   -1.0014    0.8552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2609   -0.5921    1.3920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0205    0.3938    0.6341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2612    0.7755    1.1438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7494    0.2457    2.3249 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0271    1.6910    0.4796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5415    2.2261   -0.7050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3196    1.8438   -1.1973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5523    0.9203   -0.5230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2431    0.5596   -1.1213 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5324   -4.2220   -1.7663 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0743   -5.3079   -1.4814 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8345   -4.3170   -0.1267 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7814   -2.9465   -2.5913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2697   -3.3392   -1.1077 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4486   -2.3447    0.3408 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4117   -1.9465   -1.0860 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7145   -0.3119    0.9019 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0056    1.1754    0.0861 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7761    1.0199   -1.6337 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5369   -0.3280   -0.7855 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8400    3.3674   -0.5642 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0784    4.6660    1.2659 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3334    3.2196    2.9912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1175   -1.5369   -1.1688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1419   -0.6575    1.5571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8923   -2.1294    0.9662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9411   -1.4642    1.6066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1104   -0.1493    2.4246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1991   -0.4328    2.8374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9946    2.0438    0.8004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1339    2.9599   -1.2528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9627    2.2832   -2.1341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5822    1.4307   -1.0602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4447    0.4140   -2.2259 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  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
  4 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 11  7  1  0
 22 12  1  0
 21 15  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  8 34  1  0
  9 35  1  0
 10 36  1  0
 12 37  1  0
 13 38  1  0
 13 39  1  0
 14 40  1  0
 14 41  1  0
 17 42  1  0
 18 43  1  0
 19 44  1  0
 20 45  1  0
 22 46  1  0
 22 47  1  0
M  END


  Mrv0541 02231218072D          

 22 24  0  0  1  0            999 V2000
    2.8695   -0.8820    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.9707   -2.1526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0993    0.3510    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8137   -0.0615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8137   -0.8866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5282    0.3510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5282   -1.2991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2427   -0.0615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2427   -0.8866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3847   -0.0615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0993    1.1760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6703    0.3510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3847    1.5885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9802    0.3796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9802   -1.3277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7277   -0.0444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7277   -0.9037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9558   -0.0615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3847    2.4135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2021    0.2740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.3391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -1.0535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 18  1  0  0  0  0
  1 22  1  0  0  0  0
  2 15  1  0  0  0  0
  3  4  1  0  0  0  0
  3 10  1  0  0  0  0
  3 11  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8  9  2  0  0  0  0
  8 14  1  0  0  0  0
  9 15  1  0  0  0  0
 10 12  1  0  0  0  0
 11 13  1  0  0  0  0
 12 18  1  0  0  0  0
 13 19  1  0  0  0  0
 14 16  2  0  0  0  0
 15 17  2  0  0  0  0
 16 17  1  0  0  0  0
 18 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015615

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCN(CCC1=CC=CS1)C1CCC2=C(C1)C=CC=C2O

> <INCHI_IDENTIFIER>
InChI=1S/C19H25NOS/c1-2-11-20(12-10-17-6-4-13-22-17)16-8-9-18-15(14-16)5-3-7-19(18)21/h3-7,13,16,21H,2,8-12,14H2,1H3

> <INCHI_KEY>
KFQYTPMOWPVWEJ-UHFFFAOYSA-N

> <FORMULA>
C19H25NOS

> <MOLECULAR_WEIGHT>
315.473

> <EXACT_MASS>
315.165685117

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
37.168495181997045

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
5.01

> <JCHEM_LOGP>
4.339127959580304

> <ALOGPS_LOGS>
-4.54

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.030945770102814

> <JCHEM_PKA_STRONGEST_BASIC>
10.973755525312706

> <JCHEM_POLAR_SURFACE_AREA>
23.47

> <JCHEM_REFRACTIVITY>
94.55790000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.04e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
rotigotine

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0242261
     RDKit          3D
(+)-Rotigotine
 47 49  0  0  0  0  0  0  0  0999 V2000
    1.5900   -4.3713   -1.1935 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7344   -3.1299   -1.5005 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3660   -2.0155   -0.7230 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7424   -0.7354   -0.8593 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5099    0.2103   -0.0869 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8688    0.5251   -0.6492 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4919    1.5084    0.2795 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4228    2.8743    0.2408 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0673    3.5556    1.1931 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7480    2.8326    2.1373 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4590    1.2212    1.6533 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6572   -0.6836   -0.5682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9455   -1.0014    0.8552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2609   -0.5921    1.3920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0205    0.3938    0.6341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2612    0.7755    1.1438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7494    0.2457    2.3249 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0271    1.6910    0.4796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5415    2.2261   -0.7050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3196    1.8438   -1.1973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5523    0.9203   -0.5230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2431    0.5596   -1.1213 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5324   -4.2220   -1.7663 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0743   -5.3079   -1.4814 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8345   -4.3170   -0.1267 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7814   -2.9465   -2.5913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2697   -3.3392   -1.1077 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4486   -2.3447    0.3408 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4117   -1.9465   -1.0860 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7145   -0.3119    0.9019 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0056    1.1754    0.0861 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7761    1.0199   -1.6337 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5369   -0.3280   -0.7855 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8400    3.3674   -0.5642 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0784    4.6660    1.2659 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3334    3.2196    2.9912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1175   -1.5369   -1.1688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1419   -0.6575    1.5571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8923   -2.1294    0.9662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9411   -1.4642    1.6066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1104   -0.1493    2.4246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1991   -0.4328    2.8374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9946    2.0438    0.8004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1339    2.9599   -1.2528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9627    2.2832   -2.1341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5822    1.4307   -1.0602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4447    0.4140   -2.2259 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  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
  4 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 11  7  1  0
 22 12  1  0
 21 15  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  8 34  1  0
  9 35  1  0
 10 36  1  0
 12 37  1  0
 13 38  1  0
 13 39  1  0
 14 40  1  0
 14 41  1  0
 17 42  1  0
 18 43  1  0
 19 44  1  0
 20 45  1  0
 22 46  1  0
 22 47  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  S   UNK     0       5.356  -1.646   0.000  0.00  0.00           S+0
HETATM    2  O   UNK     0      14.879  -4.018   0.000  0.00  0.00           O+0
HETATM    3  N   UNK     0       9.519   0.655   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      10.852  -0.115   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.852  -1.655   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.186   0.655   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.186  -2.425   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.520  -0.115   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.520  -1.655   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.185  -0.115   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.519   2.195   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.851   0.655   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.185   2.965   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.896   0.709   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      14.896  -2.478   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      16.292  -0.083   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      16.292  -1.687   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.517  -0.115   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.185   4.505   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.111   0.511   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.080  -0.633   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.850  -1.967   0.000  0.00  0.00           C+0
CONECT    1   18   22                                                       
CONECT    2   15                                                            
CONECT    3    4   10   11                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6    9   14                                                  
CONECT    9    7    8   15                                                  
CONECT   10    3   12                                                       
CONECT   11    3   13                                                       
CONECT   12   10   18                                                       
CONECT   13   11   19                                                       
CONECT   14    8   16                                                       
CONECT   15    2    9   17                                                  
CONECT   16   14   17                                                       
CONECT   17   15   16                                                       
CONECT   18    1   12   20                                                  
CONECT   19   13                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22    1   21                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0242261
HETATM    1  C1  UNL     1       1.590  -4.371  -1.193  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.734  -3.130  -1.500  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.366  -2.016  -0.723  1.00  0.00           C  
HETATM    4  N1  UNL     1       0.742  -0.735  -0.859  1.00  0.00           N  
HETATM    5  C4  UNL     1       1.510   0.210  -0.087  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.869   0.525  -0.649  1.00  0.00           C  
HETATM    7  C6  UNL     1       3.492   1.508   0.279  1.00  0.00           C  
HETATM    8  C7  UNL     1       3.423   2.874   0.241  1.00  0.00           C  
HETATM    9  C8  UNL     1       4.067   3.556   1.193  1.00  0.00           C  
HETATM   10  C9  UNL     1       4.748   2.833   2.137  1.00  0.00           C  
HETATM   11  S1  UNL     1       4.459   1.221   1.653  1.00  0.00           S  
HETATM   12  C10 UNL     1      -0.657  -0.684  -0.568  1.00  0.00           C  
HETATM   13  C11 UNL     1      -0.946  -1.001   0.855  1.00  0.00           C  
HETATM   14  C12 UNL     1      -2.261  -0.592   1.392  1.00  0.00           C  
HETATM   15  C13 UNL     1      -3.021   0.394   0.634  1.00  0.00           C  
HETATM   16  C14 UNL     1      -4.261   0.775   1.144  1.00  0.00           C  
HETATM   17  O1  UNL     1      -4.749   0.246   2.325  1.00  0.00           O  
HETATM   18  C15 UNL     1      -5.027   1.691   0.480  1.00  0.00           C  
HETATM   19  C16 UNL     1      -4.541   2.226  -0.705  1.00  0.00           C  
HETATM   20  C17 UNL     1      -3.320   1.844  -1.197  1.00  0.00           C  
HETATM   21  C18 UNL     1      -2.552   0.920  -0.523  1.00  0.00           C  
HETATM   22  C19 UNL     1      -1.243   0.560  -1.121  1.00  0.00           C  
HETATM   23  H1  UNL     1       2.532  -4.222  -1.766  1.00  0.00           H  
HETATM   24  H2  UNL     1       1.074  -5.308  -1.481  1.00  0.00           H  
HETATM   25  H3  UNL     1       1.834  -4.317  -0.127  1.00  0.00           H  
HETATM   26  H4  UNL     1       0.781  -2.947  -2.591  1.00  0.00           H  
HETATM   27  H5  UNL     1      -0.270  -3.339  -1.108  1.00  0.00           H  
HETATM   28  H6  UNL     1       1.449  -2.345   0.341  1.00  0.00           H  
HETATM   29  H7  UNL     1       2.412  -1.947  -1.086  1.00  0.00           H  
HETATM   30  H8  UNL     1       1.714  -0.312   0.902  1.00  0.00           H  
HETATM   31  H9  UNL     1       1.006   1.175   0.086  1.00  0.00           H  
HETATM   32  H10 UNL     1       2.776   1.020  -1.634  1.00  0.00           H  
HETATM   33  H11 UNL     1       3.537  -0.328  -0.786  1.00  0.00           H  
HETATM   34  H12 UNL     1       2.840   3.367  -0.564  1.00  0.00           H  
HETATM   35  H13 UNL     1       4.078   4.666   1.266  1.00  0.00           H  
HETATM   36  H14 UNL     1       5.333   3.220   2.991  1.00  0.00           H  
HETATM   37  H15 UNL     1      -1.118  -1.537  -1.169  1.00  0.00           H  
HETATM   38  H16 UNL     1      -0.142  -0.657   1.557  1.00  0.00           H  
HETATM   39  H17 UNL     1      -0.892  -2.129   0.966  1.00  0.00           H  
HETATM   40  H18 UNL     1      -2.941  -1.464   1.607  1.00  0.00           H  
HETATM   41  H19 UNL     1      -2.110  -0.149   2.425  1.00  0.00           H  
HETATM   42  H20 UNL     1      -4.199  -0.433   2.837  1.00  0.00           H  
HETATM   43  H21 UNL     1      -5.995   2.044   0.800  1.00  0.00           H  
HETATM   44  H22 UNL     1      -5.134   2.960  -1.253  1.00  0.00           H  
HETATM   45  H23 UNL     1      -2.963   2.283  -2.134  1.00  0.00           H  
HETATM   46  H24 UNL     1      -0.582   1.431  -1.060  1.00  0.00           H  
HETATM   47  H25 UNL     1      -1.445   0.414  -2.226  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3   26   27
CONECT    3    4   28   29
CONECT    4    5   12
CONECT    5    6   30   31
CONECT    6    7   32   33
CONECT    7    8    8   11
CONECT    8    9   34
CONECT    9   10   10   35
CONECT   10   11   36
CONECT   12   13   22   37
CONECT   13   14   38   39
CONECT   14   15   40   41
CONECT   15   16   16   21
CONECT   16   17   18
CONECT   17   42
CONECT   18   19   19   43
CONECT   19   20   44
CONECT   20   21   21   45
CONECT   21   22
CONECT   22   46   47
END

HMDB0242261
     RDKit          3D
(+)-Rotigotine
 47 49  0  0  0  0  0  0  0  0999 V2000
    1.5900   -4.3713   -1.1935 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7344   -3.1299   -1.5005 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3660   -2.0155   -0.7230 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7424   -0.7354   -0.8593 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5099    0.2103   -0.0869 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8688    0.5251   -0.6492 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4919    1.5084    0.2795 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4228    2.8743    0.2408 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0673    3.5556    1.1931 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7480    2.8326    2.1373 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4590    1.2212    1.6533 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6572   -0.6836   -0.5682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9455   -1.0014    0.8552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2609   -0.5921    1.3920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0205    0.3938    0.6341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2612    0.7755    1.1438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7494    0.2457    2.3249 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0271    1.6910    0.4796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5415    2.2261   -0.7050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3196    1.8438   -1.1973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5523    0.9203   -0.5230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2431    0.5596   -1.1213 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5324   -4.2220   -1.7663 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0743   -5.3079   -1.4814 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8345   -4.3170   -0.1267 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7814   -2.9465   -2.5913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2697   -3.3392   -1.1077 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4486   -2.3447    0.3408 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4117   -1.9465   -1.0860 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7145   -0.3119    0.9019 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0056    1.1754    0.0861 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7761    1.0199   -1.6337 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5369   -0.3280   -0.7855 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8400    3.3674   -0.5642 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0784    4.6660    1.2659 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3334    3.2196    2.9912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1175   -1.5369   -1.1688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1419   -0.6575    1.5571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8923   -2.1294    0.9662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9411   -1.4642    1.6066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1104   -0.1493    2.4246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1991   -0.4328    2.8374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9946    2.0438    0.8004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1339    2.9599   -1.2528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9627    2.2832   -2.1341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5822    1.4307   -1.0602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4447    0.4140   -2.2259 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  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
  4 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 11  7  1  0
 22 12  1  0
 21 15  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  8 34  1  0
  9 35  1  0
 10 36  1  0
 12 37  1  0
 13 38  1  0
 13 39  1  0
 14 40  1  0
 14 41  1  0
 17 42  1  0
 18 43  1  0
 19 44  1  0
 20 45  1  0
 22 46  1  0
 22 47  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-(N-N-Propyl-N-2-thienylethylamino)-5-hydroxytetralin	HMDB
N 0437, (R)-Isomer	HMDB
N 0437, Hydrochloride, (S)-isomer	HMDB
Neupro	HMDB
N 0437, Hydrochloride, (R)-isomer	HMDB
Rotigotine CDS	HMDB
N 0437, (+-)-Isomer	HMDB
N 0437, (-)-Isomer	HMDB
(+--)-5,6,7,8-Tetrahydro-6-(propyl(2-(2-thienyl)ethyl)amino)-1-naphthol	HMDB
Rotigotine (+-)-form	HMDB
(+)-5,6,7,8-Tetrahydro-6-(propyl(2-(2-thienyl)ethyl)amino)-1-naphthol	HMDB
Racemic N-0437	HMDB
Rotigotine	MeSH

Chemical Formula

C₁₉H₂₅NOS

Average Molecular Weight

315.473

Monoisotopic Molecular Weight

315.165685117

IUPAC Name

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

Traditional Name

rotigotine

CAS Registry Number

92206-54-7

SMILES

CCCN(CCC1=CC=CS1)C1CCC2=C(C1)C=CC=C2O

InChI Identifier

InChI=1S/C19H25NOS/c1-2-11-20(12-10-17-6-4-13-22-17)16-8-9-18-15(14-16)5-3-7-19(18)21/h3-7,13,16,21H,2,8-12,14H2,1H3

InChI Key

KFQYTPMOWPVWEJ-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
Tertiary amine
Tertiary aliphatic amine
Organoheterocyclic compound
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Amine
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 (PMID: 31557052)

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	0.009 g/L	Not Available
LogP	4.70	BIOBYTE STARLIST (2009)

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.009 g/L	ALOGPS
logP	5.01	ALOGPS
logP	4.34	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	10.03	ChemAxon
pKa (Strongest Basic)	10.97	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	23.47 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	94.56 m³·mol⁻¹	ChemAxon
Polarizability	37.17 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	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	172.868	31661259
DarkChem	[M-H]-	171.426	31661259
DeepCCS	[M+H]+	171.368	30932474
DeepCCS	[M-H]-	169.01	30932474
DeepCCS	[M-2H]-	201.896	30932474
DeepCCS	[M+Na]+	177.461	30932474
AllCCS	[M+H]+	177.6	32859911
AllCCS	[M+H-H2O]+	174.5	32859911
AllCCS	[M+NH4]+	180.4	32859911
AllCCS	[M+Na]+	181.2	32859911
AllCCS	[M-H]-	177.6	32859911
AllCCS	[M+Na-2H]-	177.7	32859911
AllCCS	[M+HCOO]-	177.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Rotigotine	CCCN(CCC1=CC=CS1)C1CCC2=C(C1)C=CC=C2O	3775.7	Standard polar	33892256
Rotigotine	CCCN(CCC1=CC=CS1)C1CCC2=C(C1)C=CC=C2O	2619.6	Standard non polar	33892256
Rotigotine	CCCN(CCC1=CC=CS1)C1CCC2=C(C1)C=CC=C2O	2689.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Rotigotine,1TMS,isomer #1	CCCN(CCC1=CC=CS1)C1CCC2=C(C=CC=C2O[Si](C)(C)C)C1	2544.3	Semi standard non polar	33892256
Rotigotine,1TBDMS,isomer #1	CCCN(CCC1=CC=CS1)C1CCC2=C(C=CC=C2O[Si](C)(C)C(C)(C)C)C1	2776.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Rotigotine GC-MS (Non-derivatized) - 70eV, Positive	splash10-00kb-5940000000-0e75a5000ec3a22e167f	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rotigotine GC-MS (1 TMS) - 70eV, Positive	splash10-00di-9676000000-c2c17a9be9ff518fd1a4	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rotigotine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rotigotine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 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 - Rotigotine 10V, Positive-QTOF	splash10-014i-0109000000-619a34c70df0127126a0	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rotigotine 20V, Positive-QTOF	splash10-03xv-2943000000-f2a166a547875b8aa2f3	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rotigotine 40V, Positive-QTOF	splash10-01ox-9610000000-df350d204b0f46c67fcf	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rotigotine 10V, Negative-QTOF	splash10-03di-0019000000-66786ca50da2b4a94ece	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rotigotine 20V, Negative-QTOF	splash10-0ik9-0196000000-1a48969928fc8b30d7c9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rotigotine 40V, Negative-QTOF	splash10-0a4i-9420000000-8c909ccb8e96a48ee1fd	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rotigotine 10V, Positive-QTOF	splash10-014i-0209000000-15850c28955bfb7c9dc3	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rotigotine 20V, Positive-QTOF	splash10-02t9-2879000000-5ff2a2216ca834970f0b	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rotigotine 40V, Positive-QTOF	splash10-0292-7900000000-9b4fbb67f22deb78aabf	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rotigotine 10V, Negative-QTOF	splash10-03di-2009000000-fbc433e758b0515faec6	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rotigotine 20V, Negative-QTOF	splash10-000t-9102000000-e9be62772b64937e8316	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rotigotine 40V, Negative-QTOF	splash10-01qa-5920000000-c7da667e3b4901cfc8a1	2021-10-11	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

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	Taking drug identified by DrugBank entry DB05271	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB05271	21059682	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

51867

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Rotigotine

METLIN ID

Not Available

PubChem Compound

57537

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

Giladi N, Boroojerdi B, Korczyn AD, Burn DJ, Clarke CE, Schapira AH: Rotigotine transdermal patch in early Parkinson's disease: a randomized, double-blind, controlled study versus placebo and ropinirole. Mov Disord. 2007 Dec;22(16):2398-404. [PubMed:17935234 ]
Chen JJ, Swope DM, Dashtipour K, Lyons KE: Transdermal rotigotine: a clinically innovative dopamine-receptor agonist for the management of Parkinson's disease. Pharmacotherapy. 2009 Dec;29(12):1452-67. doi: 10.1592/phco.29.12.1452. [PubMed:19947805 ]
Perez-Lloret S, Rey MV, Ratti PL, Rascol O: Rotigotine transdermal patch for the treatment of Parkinson's Disease. Fundam Clin Pharmacol. 2013 Feb;27(1):81-95. doi: 10.1111/j.1472-8206.2012.01028.x. Epub 2012 Feb 9. [PubMed:22320451 ]
de Biase S, Merlino G, Lorenzut S, Valente M, Gigli GL: ADMET considerations for restless leg syndrome drug treatments. Expert Opin Drug Metab Toxicol. 2012 Oct;8(10):1247-61. doi: 10.1517/17425255.2012.708023. Epub 2012 Jul 18. [PubMed:22808933 ]

Enzymes

Enzyme Details

1. Cytochrome P450 3A4

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:: CYP3A4
Uniprot ID:: P08684
Molecular weight:: 57255.585

References

Kvernmo T, Houben J, Sylte I: Receptor-binding and pharmacokinetic properties of dopaminergic agonists. Curr Top Med Chem. 2008;8(12):1049-67. [PubMed:18691132 ]

Enzyme Details

2. Cytochrome P450 2D6

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of many drugs and environmental chemicals that it oxidizes. It is involved in the metabolism of drugs such as antiarrhythmics, adrenoceptor antagonists, and tricyclic antidepressants.
Gene Name:: CYP2D6
Uniprot ID:: P10635
Molecular weight:: 55768.94

References

Kvernmo T, Houben J, Sylte I: Receptor-binding and pharmacokinetic properties of dopaminergic agonists. Curr Top Med Chem. 2008;8(12):1049-67. [PubMed:18691132 ]

Enzyme Details

3. Cytochrome P450 1A2

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Most active in catalyzing 2-hydroxylation. Caffeine is metabolized primarily by cytochrome CYP1A2 in the liver through an initial N3-demethylation. Also acts in the metabolism of aflatoxin B1 and acetaminophen. Participates in the bioactivation of carcinogenic aromatic and heterocyclic amines. Catalizes the N-hydroxylation of heterocyclic amines and the O-deethylation of phenacetin.
Gene Name:: CYP1A2
Uniprot ID:: P05177
Molecular weight:: 58406.915

References

Kvernmo T, Houben J, Sylte I: Receptor-binding and pharmacokinetic properties of dopaminergic agonists. Curr Top Med Chem. 2008;8(12):1049-67. [PubMed:18691132 ]

Enzyme Details

4. D(2) dopamine receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This is one of the five types (D1 to D5) of receptors for dopamine. The activity of this receptor is mediated by G proteins which inhibit adenylyl cyclase
Gene Name:: DRD2
Uniprot ID:: P14416
Molecular weight:: 50618.9

References

Kvernmo T, Houben J, Sylte I: Receptor-binding and pharmacokinetic properties of dopaminergic agonists. Curr Top Med Chem. 2008;8(12):1049-67. [PubMed:18691132 ]

Enzyme Details

5. D(4) dopamine receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This is one of the five types (D1 to D5) of receptors for dopamine. The activity of this receptor is mediated by G proteins which inhibit adenylyl cyclase
Gene Name:: DRD4
Uniprot ID:: P21917
Molecular weight:: 48359.9

References

Kvernmo T, Houben J, Sylte I: Receptor-binding and pharmacokinetic properties of dopaminergic agonists. Curr Top Med Chem. 2008;8(12):1049-67. [PubMed:18691132 ]

Enzyme Details

6. 5-hydroxytryptamine receptor 1A

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This is one of the several different receptors for 5- hydroxytryptamine (serotonin), a biogenic hormone that functions as a neurotransmitter, a hormone, and a mitogen. The activity of this receptor is mediated by G proteins that inhibit adenylate cyclase activity
Gene Name:: HTR1A
Uniprot ID:: P08908
Molecular weight:: 46106.3

References

Kvernmo T, Houben J, Sylte I: Receptor-binding and pharmacokinetic properties of dopaminergic agonists. Curr Top Med Chem. 2008;8(12):1049-67. [PubMed:18691132 ]

Enzyme Details

7. D(3) dopamine receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This is one of the five types (D1 to D5) of receptors for dopamine. The activity of this receptor is mediated by G proteins which inhibit adenylyl cyclase. Promotes cell proliferation
Gene Name:: DRD3
Uniprot ID:: P35462
Molecular weight:: 44224.3

References

Kvernmo T, Houben J, Sylte I: Receptor-binding and pharmacokinetic properties of dopaminergic agonists. Curr Top Med Chem. 2008;8(12):1049-67. [PubMed:18691132 ]

Enzyme Details

8. D(1A) dopamine receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This is one of the five types (D1 to D5) of receptors for dopamine. The activity of this receptor is mediated by G proteins which activate adenylyl cyclase
Gene Name:: DRD1
Uniprot ID:: P21728
Molecular weight:: 49292.8

References

Kvernmo T, Houben J, Sylte I: Receptor-binding and pharmacokinetic properties of dopaminergic agonists. Curr Top Med Chem. 2008;8(12):1049-67. [PubMed:18691132 ]

Enzyme Details

9. D(1B) dopamine receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This is one of the five types (D1 to D5) of receptors for dopamine. The activity of this receptor is mediated by G proteins which activate adenylyl cyclase
Gene Name:: DRD5
Uniprot ID:: P21918
Molecular weight:: 52950.5

References

Kvernmo T, Houben J, Sylte I: Receptor-binding and pharmacokinetic properties of dopaminergic agonists. Curr Top Med Chem. 2008;8(12):1049-67. [PubMed:18691132 ]

Showing metabocard for Rotigotine (HMDB0015615)

MOL for HMDB0015615 (Rotigotine)

3D MOL for HMDB0015615 (Rotigotine)

3D SDF for HMDB0015615 (Rotigotine)

3D-SDF for HMDB0015615 (Rotigotine)

PDB for HMDB0015615 (Rotigotine)

3D PDB for HMDB0015615 (Rotigotine)

SMILES for HMDB0015615 (Rotigotine)

INCHI for HMDB0015615 (Rotigotine)

Structure for HMDB0015615 (Rotigotine)

3D Structure for HMDB0015615 (Rotigotine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

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