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Showing metabocard for Cabergoline (HMDB0014393)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesenzymes (16) Show 16 proteinsXML
enzymes (16) Show 16 proteins
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-06 15:16:49 UTC
Update Date2022-03-07 02:51:36 UTC
HMDB IDHMDB0014393
Secondary Accession Numbers
  • HMDB14393
Metabolite Identification
Common NameCabergoline
DescriptionCabergoline is only found in individuals that have used or taken this drug. It is a long-acting dopamine agonist and prolactin inhibitor. It is used to treat hyperprolactinemic disorders and Parkinsonian Syndrome. Cabergoline possesses potent agonist activity on dopamine D2 receptors. The dopamine D2 receptor is a 7-transmembrane G-protein coupled receptor associated with Gi proteins. In lactotrophs, stimulation of dopamine D2 causes inhibition of adenylyl cyclase, which decreases intracellular cAMP concentrations and blocks IP3-dependent release of Ca2+ from intracellular stores. Decreases in intracellular calcium levels may also be brought about via inhibition of calcium influx through voltage-gated calcium channels, rather than via inhibition of adenylyl cyclase. Additionally, receptor activation blocks phosphorylation of p42/p44 MAPK and decreases MAPK/ERK kinase phosphorylation. Inhibition of MAPK appears to be mediated by c-Raf and B-Raf-dependent inhibition of MAPK/ERK kinase. Dopamine-stimulated growth hormone release from the pituitary gland is mediated by a decrease in intracellular calcium influx through voltage-gated calcium channels rather than via adenylyl cyclase inhibition. Stimulation of dopamine D2 receptors in the nigrostriatal pathway leads to improvements in coordinated muscle activity in those with movement disorders. Cabergoline is a long-acting dopamine receptor agonist with a high affinity for D2 receptors. Receptor-binding studies indicate that cabergoline has low affinity for dopamine D1, alpha1,- and alpha2- adrenergic, and 5-HT1- and 5-HT2-serotonin receptors.
Structure
Data?1582753174
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0014393 (Cabergoline)

248
  Mrv0541 02231214332D          

 35 38  0  0  1  0            999 V2000
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M  END
Download

3D MOL for HMDB0014393 (Cabergoline)

HMDB0014393
     RDKit          3D
Cabergoline
 70 73  0  0  0  0  0  0  0  0999 V2000
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M  END
Download

3D SDF for HMDB0014393 (Cabergoline)

248
  Mrv0541 02231214332D          

 35 38  0  0  1  0            999 V2000
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 11 13  1  0  0  0  0
 11 18  1  1  0  0  0
 12 16  1  0  0  0  0
 14 15  2  0  0  0  0
 14 20  1  0  0  0  0
 15 16  1  0  0  0  0
 15 19  1  0  0  0  0
 16 21  2  0  0  0  0
 17 24  1  0  0  0  0
 19 22  2  0  0  0  0
 20 23  2  0  0  0  0
 22 23  1  0  0  0  0
 24 28  2  0  0  0  0
 25 27  1  0  0  0  0
 27 29  1  0  0  0  0
 30 33  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014393

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CC3=CNC4=CC=CC(=C34)[C@@]1([H])C[C@H](CN2CC=C)C(=O)N(CCCN(C)C)C(=O)NCC

> <INCHI_IDENTIFIER>
InChI=1S/C26H37N5O2/c1-5-11-30-17-19(25(32)31(26(33)27-6-2)13-8-12-29(3)4)14-21-20-9-7-10-22-24(20)18(16-28-22)15-23(21)30/h5,7,9-10,16,19,21,23,28H,1,6,8,11-15,17H2,2-4H3,(H,27,33)/t19-,21-,23-/m1/s1

> <INCHI_KEY>
KORNTPPJEAJQIU-KJXAQDMKSA-N

> <FORMULA>
C26H37N5O2

> <MOLECULAR_WEIGHT>
451.6043

> <EXACT_MASS>
451.294725453

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
52.495202152505456

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-[3-(dimethylamino)propyl]-3-ethyl-1-[(2R,4R,7R)-6-(prop-2-en-1-yl)-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),9,12,14-tetraene-4-carbonyl]urea

> <ALOGPS_LOGP>
2.97

> <JCHEM_LOGP>
2.5785162679999996

> <ALOGPS_LOGS>
-3.85

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA>
17.065609828855507

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.248915988620418

> <JCHEM_PKA_STRONGEST_BASIC>
9.320571036379302

> <JCHEM_POLAR_SURFACE_AREA>
71.67999999999999

> <JCHEM_REFRACTIVITY>
133.5029

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.40e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cabergoline

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0014393 (Cabergoline)

HMDB0014393
     RDKit          3D
Cabergoline
 70 73  0  0  0  0  0  0  0  0999 V2000
   -4.8080    1.9581   -2.7916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7522    2.4262   -2.1345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7274    2.7299   -0.7007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7386    1.9544    0.0246 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4168    2.2513   -0.2656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4036    1.1240   -0.2307 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7906    1.4393   -0.9882 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6320    2.0981   -2.0799 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1099    1.0947   -0.6502 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4573    0.3801    0.5407 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4939   -1.0837    0.2831 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8691   -1.8994    1.4995 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1312   -1.6252    2.0573 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2916   -1.9585    1.3327 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2256   -0.6332    3.0630 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2129    1.4410   -1.5132 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9294    2.0775   -2.5571 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5547    1.1052   -1.2438 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6477    1.4638   -2.1248 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7744    2.9462   -2.3108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1394   -0.1130   -0.7944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1379   -0.4199    0.2772 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7852   -1.7185    0.2215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3014   -2.8430   -0.4580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0294   -4.0182   -0.4022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2315   -4.1140    0.3115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7033   -3.0027    0.9785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7909   -2.7111    1.7503 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7153   -1.4022    2.1427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5775   -0.8359    1.6276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9701   -1.8657    0.9065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9170    0.5213    1.6579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1751    0.6644    0.3113 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7850    1.7459   -3.8553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7617    1.7589   -2.3018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8461    2.5945   -2.7050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7241    2.4306   -0.2827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6040    3.8130   -0.5384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3211    2.7251   -1.2726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0309    3.0197    0.4562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1949    0.8974    0.8176 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3948    0.7674    1.0106 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6779    0.5880    1.3139 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4841   -1.4276    0.0016 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1526   -1.3466   -0.5901 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -2.9671    1.2043 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0819   -1.7259    2.2595 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5839   -3.0274    1.5306 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1443   -1.3246    1.6842 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2334   -1.7855    0.2394 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2861   -0.0764    3.2487 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0994    0.0094    2.8719 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4427   -1.1499    4.0447 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7936    0.5798   -0.3913 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6140    1.1014   -1.7348 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5026    1.0272   -3.1457 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6141    3.4962   -1.3589 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8453    3.1776   -2.5846 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1741    3.3419   -3.1429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7250    0.3097   -1.6611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4852   -0.9170   -1.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5932   -0.3407    1.2676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3726   -2.7423   -1.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6774   -4.9009   -0.9182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8050   -5.0284    0.3597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5280   -3.3935    1.9782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4251   -0.8632    2.7633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6986    1.3049    1.7595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1727    0.5297    2.4594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9580    0.3675   -0.4499 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
  9 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
  6 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 33  4  1  0
 33 22  1  0
 31 23  1  0
 31 27  2  0
  1 34  1  0
  1 35  1  0
  2 36  1  0
  3 37  1  0
  3 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  1
 10 42  1  0
 10 43  1  0
 11 44  1  0
 11 45  1  0
 12 46  1  0
 12 47  1  0
 14 48  1  0
 14 49  1  0
 14 50  1  0
 15 51  1  0
 15 52  1  0
 15 53  1  0
 18 54  1  0
 19 55  1  0
 19 56  1  0
 20 57  1  0
 20 58  1  0
 20 59  1  0
 21 60  1  0
 21 61  1  0
 22 62  1  1
 24 63  1  0
 25 64  1  0
 26 65  1  0
 28 66  1  0
 29 67  1  0
 32 68  1  0
 32 69  1  0
 33 70  1  6
M  END
Download

PDB for HMDB0014393 (Cabergoline)

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 248                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       4.440  -0.277   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       3.098   2.028   0.000  0.00  0.00           O+0
HETATM    3  N   UNK     0       9.880  -0.277   0.000  0.00  0.00           N+0
HETATM    4  N   UNK     0      11.700  -6.617   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0       5.765   2.038   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0       4.423   4.343   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0       8.415   6.668   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       8.522  -2.651   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.855  -1.881   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.120  -1.871   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.108  -0.267   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.189  -2.651   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.497   0.535   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.522  -4.191   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.855  -4.961   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.189  -4.191   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.222   0.477   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.771   0.498   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.880  -6.565   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.120  -4.972   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.324  -5.219   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.497  -7.378   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.108  -6.576   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      11.240   2.017   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.096   2.813   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.429   2.803   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.090   4.353   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      12.583   2.772   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.421   5.128   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.086   5.108   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       9.745   7.444   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       7.078   7.433   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       3.080   6.648   0.000  0.00  0.00           C+0
HETATM   34  H   UNK     0       7.459  -3.276   0.000  0.00  0.00           H+0
HETATM   35  H   UNK     0      10.927  -1.274   0.000  0.00  0.00           H+0
CONECT    1   18                                                            
CONECT    2   26                                                            
CONECT    3    9   13   17                                                  
CONECT    4   19   21                                                       
CONECT    5   18   25   26                                                  
CONECT    6   26   30                                                       
CONECT    7   29   31   32                                                  
CONECT    8    9   10   14   34                                             
CONECT    9    3    8   12   35                                             
CONECT   10    8   11                                                       
CONECT   11   10   13   18                                                  
CONECT   12    9   16                                                       
CONECT   13    3   11                                                       
CONECT   14    8   15   20                                                  
CONECT   15   14   16   19                                                  
CONECT   16   12   15   21                                                  
CONECT   17    3   24                                                       
CONECT   18    1    5   11                                                  
CONECT   19    4   15   22                                                  
CONECT   20   14   23                                                       
CONECT   21    4   16                                                       
CONECT   22   19   23                                                       
CONECT   23   20   22                                                       
CONECT   24   17   28                                                       
CONECT   25    5   27                                                       
CONECT   26    2    5    6                                                  
CONECT   27   25   29                                                       
CONECT   28   24                                                            
CONECT   29    7   27                                                       
CONECT   30    6   33                                                       
CONECT   31    7                                                            
CONECT   32    7                                                            
CONECT   33   30                                                            
CONECT   34    8                                                            
CONECT   35    9                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   76    0
END
Download

3D PDB for HMDB0014393 (Cabergoline)

COMPND    HMDB0014393
HETATM    1  C1  UNL     1      -4.808   1.958  -2.792  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.752   2.426  -2.135  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.727   2.730  -0.701  1.00  0.00           C  
HETATM    4  N1  UNL     1      -2.739   1.954   0.025  1.00  0.00           N  
HETATM    5  C4  UNL     1      -1.417   2.251  -0.266  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.404   1.124  -0.231  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.791   1.439  -0.988  1.00  0.00           C  
HETATM    8  O1  UNL     1       0.632   2.098  -2.080  1.00  0.00           O  
HETATM    9  N2  UNL     1       2.110   1.095  -0.650  1.00  0.00           N  
HETATM   10  C7  UNL     1       2.457   0.380   0.541  1.00  0.00           C  
HETATM   11  C8  UNL     1       2.494  -1.084   0.283  1.00  0.00           C  
HETATM   12  C9  UNL     1       2.869  -1.899   1.499  1.00  0.00           C  
HETATM   13  N3  UNL     1       4.131  -1.625   2.057  1.00  0.00           N  
HETATM   14  C10 UNL     1       5.292  -1.958   1.333  1.00  0.00           C  
HETATM   15  C11 UNL     1       4.226  -0.633   3.063  1.00  0.00           C  
HETATM   16  C12 UNL     1       3.213   1.441  -1.513  1.00  0.00           C  
HETATM   17  O2  UNL     1       2.929   2.078  -2.557  1.00  0.00           O  
HETATM   18  N4  UNL     1       4.555   1.105  -1.244  1.00  0.00           N  
HETATM   19  C13 UNL     1       5.648   1.464  -2.125  1.00  0.00           C  
HETATM   20  C14 UNL     1       5.774   2.946  -2.311  1.00  0.00           C  
HETATM   21  C15 UNL     1      -1.139  -0.113  -0.794  1.00  0.00           C  
HETATM   22  C16 UNL     1      -2.138  -0.420   0.277  1.00  0.00           C  
HETATM   23  C17 UNL     1      -2.785  -1.718   0.222  1.00  0.00           C  
HETATM   24  C18 UNL     1      -2.301  -2.843  -0.458  1.00  0.00           C  
HETATM   25  C19 UNL     1      -3.029  -4.018  -0.402  1.00  0.00           C  
HETATM   26  C20 UNL     1      -4.232  -4.114   0.311  1.00  0.00           C  
HETATM   27  C21 UNL     1      -4.703  -3.003   0.979  1.00  0.00           C  
HETATM   28  N5  UNL     1      -5.791  -2.711   1.750  1.00  0.00           N  
HETATM   29  C22 UNL     1      -5.715  -1.402   2.143  1.00  0.00           C  
HETATM   30  C23 UNL     1      -4.578  -0.836   1.628  1.00  0.00           C  
HETATM   31  C24 UNL     1      -3.970  -1.866   0.906  1.00  0.00           C  
HETATM   32  C25 UNL     1      -3.917   0.521   1.658  1.00  0.00           C  
HETATM   33  C26 UNL     1      -3.175   0.664   0.311  1.00  0.00           C  
HETATM   34  H1  UNL     1      -4.785   1.746  -3.855  1.00  0.00           H  
HETATM   35  H2  UNL     1      -5.762   1.759  -2.302  1.00  0.00           H  
HETATM   36  H3  UNL     1      -2.846   2.594  -2.705  1.00  0.00           H  
HETATM   37  H4  UNL     1      -4.724   2.431  -0.283  1.00  0.00           H  
HETATM   38  H5  UNL     1      -3.604   3.813  -0.538  1.00  0.00           H  
HETATM   39  H6  UNL     1      -1.321   2.725  -1.273  1.00  0.00           H  
HETATM   40  H7  UNL     1      -1.031   3.020   0.456  1.00  0.00           H  
HETATM   41  H8  UNL     1      -0.195   0.897   0.818  1.00  0.00           H  
HETATM   42  H9  UNL     1       3.395   0.767   1.011  1.00  0.00           H  
HETATM   43  H10 UNL     1       1.678   0.588   1.314  1.00  0.00           H  
HETATM   44  H11 UNL     1       1.484  -1.428   0.002  1.00  0.00           H  
HETATM   45  H12 UNL     1       3.153  -1.347  -0.590  1.00  0.00           H  
HETATM   46  H13 UNL     1       2.785  -2.967   1.204  1.00  0.00           H  
HETATM   47  H14 UNL     1       2.082  -1.726   2.260  1.00  0.00           H  
HETATM   48  H15 UNL     1       5.584  -3.027   1.531  1.00  0.00           H  
HETATM   49  H16 UNL     1       6.144  -1.325   1.684  1.00  0.00           H  
HETATM   50  H17 UNL     1       5.233  -1.785   0.239  1.00  0.00           H  
HETATM   51  H18 UNL     1       3.286  -0.076   3.249  1.00  0.00           H  
HETATM   52  H19 UNL     1       5.099   0.009   2.872  1.00  0.00           H  
HETATM   53  H20 UNL     1       4.443  -1.150   4.045  1.00  0.00           H  
HETATM   54  H21 UNL     1       4.794   0.580  -0.391  1.00  0.00           H  
HETATM   55  H22 UNL     1       6.614   1.101  -1.735  1.00  0.00           H  
HETATM   56  H23 UNL     1       5.503   1.027  -3.146  1.00  0.00           H  
HETATM   57  H24 UNL     1       5.614   3.496  -1.359  1.00  0.00           H  
HETATM   58  H25 UNL     1       6.845   3.178  -2.585  1.00  0.00           H  
HETATM   59  H26 UNL     1       5.174   3.342  -3.143  1.00  0.00           H  
HETATM   60  H27 UNL     1      -1.725   0.310  -1.661  1.00  0.00           H  
HETATM   61  H28 UNL     1      -0.485  -0.917  -1.078  1.00  0.00           H  
HETATM   62  H29 UNL     1      -1.593  -0.341   1.268  1.00  0.00           H  
HETATM   63  H30 UNL     1      -1.373  -2.742  -1.000  1.00  0.00           H  
HETATM   64  H31 UNL     1      -2.677  -4.901  -0.918  1.00  0.00           H  
HETATM   65  H32 UNL     1      -4.805  -5.028   0.360  1.00  0.00           H  
HETATM   66  H33 UNL     1      -6.528  -3.394   1.978  1.00  0.00           H  
HETATM   67  H34 UNL     1      -6.425  -0.863   2.763  1.00  0.00           H  
HETATM   68  H35 UNL     1      -4.699   1.305   1.760  1.00  0.00           H  
HETATM   69  H36 UNL     1      -3.173   0.530   2.459  1.00  0.00           H  
HETATM   70  H37 UNL     1      -3.958   0.368  -0.450  1.00  0.00           H  
CONECT    1    2    2   34   35
CONECT    2    3   36
CONECT    3    4   37   38
CONECT    4    5   33
CONECT    5    6   39   40
CONECT    6    7   21   41
CONECT    7    8    8    9
CONECT    9   10   16
CONECT   10   11   42   43
CONECT   11   12   44   45
CONECT   12   13   46   47
CONECT   13   14   15
CONECT   14   48   49   50
CONECT   15   51   52   53
CONECT   16   17   17   18
CONECT   18   19   54
CONECT   19   20   55   56
CONECT   20   57   58   59
CONECT   21   22   60   61
CONECT   22   23   33   62
CONECT   23   24   24   31
CONECT   24   25   63
CONECT   25   26   26   64
CONECT   26   27   65
CONECT   27   28   31   31
CONECT   28   29   66
CONECT   29   30   30   67
CONECT   30   31   32
CONECT   32   33   68   69
CONECT   33   70
END
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SMILES for HMDB0014393 (Cabergoline)

[H][C@@]12CC3=CNC4=CC=CC(=C34)[C@@]1([H])C[C@H](CN2CC=C)C(=O)N(CCCN(C)C)C(=O)NCC
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INCHI for HMDB0014393 (Cabergoline)

InChI=1S/C26H37N5O2/c1-5-11-30-17-19(25(32)31(26(33)27-6-2)13-8-12-29(3)4)14-21-20-9-7-10-22-24(20)18(16-28-22)15-23(21)30/h5,7,9-10,16,19,21,23,28H,1,6,8,11-15,17H2,2-4H3,(H,27,33)/t19-,21-,23-/m1/s1
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View in JSmolView Stereo Labels
Synonyms
ValueSource
(8beta)-N-[3-(Dimethylamino)propyl]-N-[(ethylamino)carbonyl]-6-(2-propenyl)-ergoline-8-carboxamideChEBI
(8R)-6-Allyl-N-[3-(dimethylamino)propyl]-N-(ethylcarbamoyl)ergoline-8-carboxamideChEBI
1-((6-Allylergolin-8beta-yl)carbonyl)-1-(3-(dimethylamino)propyl)-3-ethylureaChEBI
1-[(6-Allylergoline-8beta-yl)carbonyl]-1-[3-(dimethylamino)propyl]-3-ethylureaChEBI
1-Ethyl-3-(3'-dimethylamionpropyl)-2-(6'-allylergoline-8'beta-carbonyl)ureaChEBI
CabergolinaChEBI
CabergolinumChEBI
CabaserKegg
DostinexKegg
(8b)-N-[3-(Dimethylamino)propyl]-N-[(ethylamino)carbonyl]-6-(2-propenyl)-ergoline-8-carboxamideGenerator
(8Β)-N-[3-(dimethylamino)propyl]-N-[(ethylamino)carbonyl]-6-(2-propenyl)-ergoline-8-carboxamideGenerator
1-((6-Allylergolin-8b-yl)carbonyl)-1-(3-(dimethylamino)propyl)-3-ethylureaGenerator
1-((6-Allylergolin-8β-yl)carbonyl)-1-(3-(dimethylamino)propyl)-3-ethylureaGenerator
1-[(6-Allylergoline-8b-yl)carbonyl]-1-[3-(dimethylamino)propyl]-3-ethylureaGenerator
1-[(6-Allylergoline-8β-yl)carbonyl]-1-[3-(dimethylamino)propyl]-3-ethylureaGenerator
1-Ethyl-3-(3'-dimethylamionpropyl)-2-(6'-allylergoline-8'b-carbonyl)ureaGenerator
1-Ethyl-3-(3'-dimethylamionpropyl)-2-(6'-allylergoline-8'β-carbonyl)ureaGenerator
1-Ethyl-2-(3'-dimethylaminopropyl)-3-(6'-allylergoline-8'-beta-carbonyl)urea diphosphateHMDB
CabaserilHMDB
GalastopHMDB
Cabergoline diphosphateHMDB
Chemical FormulaC26H37N5O2
Average Molecular Weight451.6043
Monoisotopic Molecular Weight451.294725453
IUPAC Name1-[3-(dimethylamino)propyl]-3-ethyl-1-[(2R,4R,7R)-6-(prop-2-en-1-yl)-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),9,12,14-tetraene-4-carbonyl]urea
Traditional Namecabergoline
CAS Registry Number81409-90-7
SMILES
[H][C@@]12CC3=CNC4=CC=CC(=C34)[C@@]1([H])C[C@H](CN2CC=C)C(=O)N(CCCN(C)C)C(=O)NCC
InChI Identifier
InChI=1S/C26H37N5O2/c1-5-11-30-17-19(25(32)31(26(33)27-6-2)13-8-12-29(3)4)14-21-20-9-7-10-22-24(20)18(16-28-22)15-23(21)30/h5,7,9-10,16,19,21,23,28H,1,6,8,11-15,17H2,2-4H3,(H,27,33)/t19-,21-,23-/m1/s1
InChI KeyKORNTPPJEAJQIU-KJXAQDMKSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as lysergic acids and derivatives. These are alkaloids with a structure based on the lysergic acid skeleton.
KingdomOrganic compounds
Super ClassAlkaloids and derivatives
ClassErgoline and derivatives
Sub ClassLysergic acids and derivatives
Direct ParentLysergic acids and derivatives
Alternative Parents
Substituents
  • Lysergic acid or derivatives
  • Indoloquinoline
  • Benzoquinoline
  • Quinoline-3-carboxamide
  • Pyrroloquinoline
  • Quinoline
  • 3-alkylindole
  • Indole
  • Indole or derivatives
  • Isoindole or derivatives
  • 3-piperidinecarboxamide
  • Piperidinecarboxamide
  • N-acyl urea
  • Aralkylamine
  • Ureide
  • Benzenoid
  • Piperidine
  • Dicarboximide
  • Heteroaromatic compound
  • Pyrrole
  • Urea
  • Tertiary amine
  • Tertiary aliphatic amine
  • Carbonic acid derivative
  • Amino acid or derivatives
  • Organoheterocyclic compound
  • Azacycle
  • Carboxylic acid derivative
  • Organooxygen compound
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Amine
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic nitrogen compound
  • Organonitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Not AvailableNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point102 - 104 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.064 g/LNot Available
LogP2.6Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.064 g/LALOGPS
logP2.97ALOGPS
logP2.58ChemAxon
logS-3.8ALOGPS
pKa (Strongest Acidic)15.25ChemAxon
pKa (Strongest Basic)9.32ChemAxon
Physiological Charge2ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area71.68 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity133.5 m³·mol⁻¹ChemAxon
Polarizability52.5 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+207.50131661259
DarkChem[M-H]-198.85831661259
DeepCCS[M-2H]-245.24630932474
DeepCCS[M+Na]+220.28930932474
AllCCS[M+H]+209.732859911
AllCCS[M+H-H2O]+207.832859911
AllCCS[M+NH4]+211.532859911
AllCCS[M+Na]+212.032859911
AllCCS[M-H]-206.132859911
AllCCS[M+Na-2H]-207.332859911
AllCCS[M+HCOO]-208.832859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.4.69 minutes32390414
Predicted by Siyang on May 30, 202210.2475 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20222.99 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid202.6 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid644.2 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid176.0 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid165.7 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid176.7 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid94.2 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid267.4 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid302.2 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)915.2 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid711.0 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid145.7 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid1063.3 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid203.7 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid249.8 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate546.8 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA635.4 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water45.8 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Cabergoline[H][C@@]12CC3=CNC4=CC=CC(=C34)[C@@]1([H])C[C@H](CN2CC=C)C(=O)N(CCCN(C)C)C(=O)NCC4486.7Standard polar33892256
Cabergoline[H][C@@]12CC3=CNC4=CC=CC(=C34)[C@@]1([H])C[C@H](CN2CC=C)C(=O)N(CCCN(C)C)C(=O)NCC3507.4Standard non polar33892256
Cabergoline[H][C@@]12CC3=CNC4=CC=CC(=C34)[C@@]1([H])C[C@H](CN2CC=C)C(=O)N(CCCN(C)C)C(=O)NCC3812.4Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Cabergoline,1TMS,isomer #1C=CCN1C[C@H](C(=O)N(CCCN(C)C)C(=O)NCC)C[C@@H]2C3=CC=CC4=C3C(=CN4[Si](C)(C)C)C[C@H]213591.9Semi standard non polar33892256
Cabergoline,1TMS,isomer #1C=CCN1C[C@H](C(=O)N(CCCN(C)C)C(=O)NCC)C[C@@H]2C3=CC=CC4=C3C(=CN4[Si](C)(C)C)C[C@H]213762.4Standard non polar33892256
Cabergoline,1TMS,isomer #1C=CCN1C[C@H](C(=O)N(CCCN(C)C)C(=O)NCC)C[C@@H]2C3=CC=CC4=C3C(=CN4[Si](C)(C)C)C[C@H]214811.9Standard polar33892256
Cabergoline,1TMS,isomer #2C=CCN1C[C@H](C(=O)N(CCCN(C)C)C(=O)N(CC)[Si](C)(C)C)C[C@@H]2C3=CC=CC4=C3C(=C[NH]4)C[C@H]213481.4Semi standard non polar33892256
Cabergoline,1TMS,isomer #2C=CCN1C[C@H](C(=O)N(CCCN(C)C)C(=O)N(CC)[Si](C)(C)C)C[C@@H]2C3=CC=CC4=C3C(=C[NH]4)C[C@H]213966.9Standard non polar33892256
Cabergoline,1TMS,isomer #2C=CCN1C[C@H](C(=O)N(CCCN(C)C)C(=O)N(CC)[Si](C)(C)C)C[C@@H]2C3=CC=CC4=C3C(=C[NH]4)C[C@H]214859.9Standard polar33892256
Cabergoline,2TMS,isomer #1C=CCN1C[C@H](C(=O)N(CCCN(C)C)C(=O)N(CC)[Si](C)(C)C)C[C@@H]2C3=CC=CC4=C3C(=CN4[Si](C)(C)C)C[C@H]213528.5Semi standard non polar33892256
Cabergoline,2TMS,isomer #1C=CCN1C[C@H](C(=O)N(CCCN(C)C)C(=O)N(CC)[Si](C)(C)C)C[C@@H]2C3=CC=CC4=C3C(=CN4[Si](C)(C)C)C[C@H]213890.9Standard non polar33892256
Cabergoline,2TMS,isomer #1C=CCN1C[C@H](C(=O)N(CCCN(C)C)C(=O)N(CC)[Si](C)(C)C)C[C@@H]2C3=CC=CC4=C3C(=CN4[Si](C)(C)C)C[C@H]214534.4Standard polar33892256
Cabergoline,1TBDMS,isomer #1C=CCN1C[C@H](C(=O)N(CCCN(C)C)C(=O)NCC)C[C@@H]2C3=CC=CC4=C3C(=CN4[Si](C)(C)C(C)(C)C)C[C@H]213785.1Semi standard non polar33892256
Cabergoline,1TBDMS,isomer #1C=CCN1C[C@H](C(=O)N(CCCN(C)C)C(=O)NCC)C[C@@H]2C3=CC=CC4=C3C(=CN4[Si](C)(C)C(C)(C)C)C[C@H]213964.5Standard non polar33892256
Cabergoline,1TBDMS,isomer #1C=CCN1C[C@H](C(=O)N(CCCN(C)C)C(=O)NCC)C[C@@H]2C3=CC=CC4=C3C(=CN4[Si](C)(C)C(C)(C)C)C[C@H]214830.0Standard polar33892256
Cabergoline,1TBDMS,isomer #2C=CCN1C[C@H](C(=O)N(CCCN(C)C)C(=O)N(CC)[Si](C)(C)C(C)(C)C)C[C@@H]2C3=CC=CC4=C3C(=C[NH]4)C[C@H]213719.2Semi standard non polar33892256
Cabergoline,1TBDMS,isomer #2C=CCN1C[C@H](C(=O)N(CCCN(C)C)C(=O)N(CC)[Si](C)(C)C(C)(C)C)C[C@@H]2C3=CC=CC4=C3C(=C[NH]4)C[C@H]214195.5Standard non polar33892256
Cabergoline,1TBDMS,isomer #2C=CCN1C[C@H](C(=O)N(CCCN(C)C)C(=O)N(CC)[Si](C)(C)C(C)(C)C)C[C@@H]2C3=CC=CC4=C3C(=C[NH]4)C[C@H]214871.3Standard polar33892256
Cabergoline,2TBDMS,isomer #1C=CCN1C[C@H](C(=O)N(CCCN(C)C)C(=O)N(CC)[Si](C)(C)C(C)(C)C)C[C@@H]2C3=CC=CC4=C3C(=CN4[Si](C)(C)C(C)(C)C)C[C@H]213900.0Semi standard non polar33892256
Cabergoline,2TBDMS,isomer #1C=CCN1C[C@H](C(=O)N(CCCN(C)C)C(=O)N(CC)[Si](C)(C)C(C)(C)C)C[C@@H]2C3=CC=CC4=C3C(=CN4[Si](C)(C)C(C)(C)C)C[C@H]214279.6Standard non polar33892256
Cabergoline,2TBDMS,isomer #1C=CCN1C[C@H](C(=O)N(CCCN(C)C)C(=O)N(CC)[Si](C)(C)C(C)(C)C)C[C@@H]2C3=CC=CC4=C3C(=CN4[Si](C)(C)C(C)(C)C)C[C@H]214562.9Standard polar33892256
Spectra
Biological Properties
Cellular Locations
  • Membrane
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB00248 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB00248 details
Abnormal Concentrations
Not Available
Predicted Concentrations
BiospecimenValueOriginal ageOriginal sexOriginal conditionComments
Blood0.000 uMAdult (>18 years old)BothNormalPredicted based on drug qualities
Blood0.000 umol/mmol creatinineAdult (>18 years old)BothNormalPredicted based on drug qualities
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB00248
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID49452
KEGG Compound IDC08187
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkCabergoline
METLIN IDNot Available
PubChem Compound54746
PDB IDNot Available
ChEBI ID3286
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Pastor P, Tolosa E: [Cabergoline in the treatment of Parkinson's disease]. Neurologia. 2003 May;18(4):202-9. [PubMed:12721865 ]
  2. Curran MP, Perry CM: Cabergoline : a review of its use in the treatment of Parkinson's disease. Drugs. 2004;64(18):2125-41. [PubMed:15341508 ]
  3. Miyagi M, Arai N, Taya F, Itoh F, Komatsu Y, Kojima M, Isaji M: Effect of cabergoline, a long-acting dopamine D2 agonist, on reserpine-treated rodents. Biol Pharm Bull. 1996 Nov;19(11):1499-502. [PubMed:8951172 ]
  4. Bracco F, Battaglia A, Chouza C, Dupont E, Gershanik O, Marti Masso JF, Montastruc JL: The long-acting dopamine receptor agonist cabergoline in early Parkinson's disease: final results of a 5-year, double-blind, levodopa-controlled study. CNS Drugs. 2004;18(11):733-46. [PubMed:15330687 ]

Only showing the first 10 proteins. There are 16 proteins in total.

Show all enzymes and transporters

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
  1. 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. Alpha-2A adrenergic receptor
General function:
Involved in G-protein coupled receptor protein signaling pathway
Specific function:
Alpha-2 adrenergic receptors mediate the catecholamine- induced inhibition of adenylate cyclase through the action of G proteins. The rank order of potency for agonists of this receptor is oxymetazoline > clonidine > epinephrine > norepinephrine > phenylephrine > dopamine > p-synephrine > p-tyramine > serotonin = p-octopamine. For antagonists, the rank order is yohimbine > phentolamine = mianserine > chlorpromazine = spiperone = prazosin > propanolol > alprenolol = pindolol
Gene Name:
ADRA2A
Uniprot ID:
P08913
Molecular weight:
48956.3
References
  1. 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 ]
  2. Lam YW: Clinical pharmacology of dopamine agonists. Pharmacotherapy. 2000 Jan;20(1 Pt 2):17S-25S. [PubMed:10641988 ]
  3. Newman-Tancredi A, Cussac D, Audinot V, Nicolas JP, De Ceuninck F, Boutin JA, Millan MJ: Differential actions of antiparkinson agents at multiple classes of monoaminergic receptor. II. Agonist and antagonist properties at subtypes of dopamine D(2)-like receptor and alpha(1)/alpha(2)-adrenoceptor. J Pharmacol Exp Ther. 2002 Nov;303(2):805-14. [PubMed:12388667 ]
Enzyme Details
3. Alpha-2B adrenergic receptor
General function:
Involved in G-protein coupled receptor protein signaling pathway
Specific function:
Alpha-2 adrenergic receptors mediate the catecholamine- induced inhibition of adenylate cyclase through the action of G proteins. The rank order of potency for agonists of this receptor is clonidine > norepinephrine > epinephrine = oxymetazoline > dopamine > p-tyramine = phenylephrine > serotonin > p-synephrine / p-octopamine. For antagonists, the rank order is yohimbine > chlorpromazine > phentolamine > mianserine > spiperone > prazosin > alprenolol > propanolol > pindolol
Gene Name:
ADRA2B
Uniprot ID:
P18089
Molecular weight:
49953.1
References
  1. 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 ]
  2. Lam YW: Clinical pharmacology of dopamine agonists. Pharmacotherapy. 2000 Jan;20(1 Pt 2):17S-25S. [PubMed:10641988 ]
  3. Sharif NA, McLaughlin MA, Kelly CR, Katoli P, Drace C, Husain S, Crosson C, Toris C, Zhan GL, Camras C: Cabergoline: Pharmacology, ocular hypotensive studies in multiple species, and aqueous humor dynamic modulation in the Cynomolgus monkey eyes. Exp Eye Res. 2009 Mar;88(3):386-97. doi: 10.1016/j.exer.2008.10.003. Epub 2008 Nov 1. [PubMed:18992242 ]
  4. Newman-Tancredi A, Cussac D, Audinot V, Nicolas JP, De Ceuninck F, Boutin JA, Millan MJ: Differential actions of antiparkinson agents at multiple classes of monoaminergic receptor. II. Agonist and antagonist properties at subtypes of dopamine D(2)-like receptor and alpha(1)/alpha(2)-adrenoceptor. J Pharmacol Exp Ther. 2002 Nov;303(2):805-14. [PubMed:12388667 ]
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
  1. Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
  2. Lombardi G, Varsaldi F, Miglio G, Papini MG, Battaglia A, Canonico PL: Cabergoline prevents necrotic neuronal death in an in vitro model of oxidative stress. Eur J Pharmacol. 2002 Dec 20;457(2-3):95-8. [PubMed:12464354 ]
  3. Kageyama K, Nigawara T, Kamata Y, Takahashi T, Anzai J, Suzuki S, Osamura YR, Suda T: A case of macroprolactinoma with subclinical growth hormone production. Endocr J. 2002 Feb;49(1):41-7. [PubMed:12008749 ]
  4. Pastor P, Tolosa E: [Cabergoline in the treatment of Parkinson's disease]. Neurologia. 2003 May;18(4):202-9. [PubMed:12721865 ]
  5. Curran MP, Perry CM: Cabergoline : a review of its use in the treatment of Parkinson's disease. Drugs. 2004;64(18):2125-41. [PubMed:15341508 ]
  6. Miyagi M, Arai N, Taya F, Itoh F, Komatsu Y, Kojima M, Isaji M: Effect of cabergoline, a long-acting dopamine D2 agonist, on reserpine-treated rodents. Biol Pharm Bull. 1996 Nov;19(11):1499-502. [PubMed:8951172 ]
  7. Ichikawa K, Kojima M: [Pharmacological effects of cabergoline against parkinsonism]. Nihon Yakurigaku Zasshi. 2001 Jun;117(6):395-400. [PubMed:11436517 ]
  8. Linazasoro G: Conversion from dopamine agonists to cabergoline: an open-label trial in 128 patients with advanced Parkinson disease. Clin Neuropharmacol. 2008 Jan-Feb;31(1):19-24. doi: 10.1097/wnf.0b013e318067bcc4. [PubMed:18303487 ]
Enzyme Details
5. 5-hydroxytryptamine receptor 7
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 stimulate adenylate cyclase
Gene Name:
HTR7
Uniprot ID:
P34969
Molecular weight:
53554.4
References
  1. Sharif NA, McLaughlin MA, Kelly CR, Katoli P, Drace C, Husain S, Crosson C, Toris C, Zhan GL, Camras C: Cabergoline: Pharmacology, ocular hypotensive studies in multiple species, and aqueous humor dynamic modulation in the Cynomolgus monkey eyes. Exp Eye Res. 2009 Mar;88(3):386-97. doi: 10.1016/j.exer.2008.10.003. Epub 2008 Nov 1. [PubMed:18992242 ]
Enzyme Details
6. 5-hydroxytryptamine receptor 2B
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. This receptor mediates its action by association with G proteins that activate a phosphatidylinositol-calcium second messenger system
Gene Name:
HTR2B
Uniprot ID:
P41595
Molecular weight:
54297.4
References
  1. 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 ]
  2. Lam YW: Clinical pharmacology of dopamine agonists. Pharmacotherapy. 2000 Jan;20(1 Pt 2):17S-25S. [PubMed:10641988 ]
  3. Sharif NA: Serotonin-2 receptor agonists as novel ocular hypotensive agents and their cellular and molecular mechanisms of action. Curr Drug Targets. 2010 Aug;11(8):978-93. [PubMed:20426763 ]
  4. Sharif NA, McLaughlin MA, Kelly CR, Katoli P, Drace C, Husain S, Crosson C, Toris C, Zhan GL, Camras C: Cabergoline: Pharmacology, ocular hypotensive studies in multiple species, and aqueous humor dynamic modulation in the Cynomolgus monkey eyes. Exp Eye Res. 2009 Mar;88(3):386-97. doi: 10.1016/j.exer.2008.10.003. Epub 2008 Nov 1. [PubMed:18992242 ]
  5. Huang XP, Setola V, Yadav PN, Allen JA, Rogan SC, Hanson BJ, Revankar C, Robers M, Doucette C, Roth BL: Parallel functional activity profiling reveals valvulopathogens are potent 5-hydroxytryptamine(2B) receptor agonists: implications for drug safety assessment. Mol Pharmacol. 2009 Oct;76(4):710-22. doi: 10.1124/mol.109.058057. Epub 2009 Jul 1. [PubMed:19570945 ]
Enzyme Details
7. 5-hydroxytryptamine receptor 1B
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:
HTR1B
Uniprot ID:
P28222
Molecular weight:
43567.5
References
  1. 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 ]
  2. Lam YW: Clinical pharmacology of dopamine agonists. Pharmacotherapy. 2000 Jan;20(1 Pt 2):17S-25S. [PubMed:10641988 ]
Enzyme Details
8. 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
  1. 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 ]
  2. Newman-Tancredi A, Cussac D, Audinot V, Nicolas JP, De Ceuninck F, Boutin JA, Millan MJ: Differential actions of antiparkinson agents at multiple classes of monoaminergic receptor. II. Agonist and antagonist properties at subtypes of dopamine D(2)-like receptor and alpha(1)/alpha(2)-adrenoceptor. J Pharmacol Exp Ther. 2002 Nov;303(2):805-14. [PubMed:12388667 ]
Enzyme Details
9. 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
  1. 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 ]
  2. Lam YW: Clinical pharmacology of dopamine agonists. Pharmacotherapy. 2000 Jan;20(1 Pt 2):17S-25S. [PubMed:10641988 ]
  3. Sharif NA, McLaughlin MA, Kelly CR, Katoli P, Drace C, Husain S, Crosson C, Toris C, Zhan GL, Camras C: Cabergoline: Pharmacology, ocular hypotensive studies in multiple species, and aqueous humor dynamic modulation in the Cynomolgus monkey eyes. Exp Eye Res. 2009 Mar;88(3):386-97. doi: 10.1016/j.exer.2008.10.003. Epub 2008 Nov 1. [PubMed:18992242 ]
Enzyme Details
10. 5-hydroxytryptamine receptor 2A
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. This receptor mediates its action by association with G proteins that activate a phosphatidylinositol-calcium second messenger system. This receptor is involved in tracheal smooth muscle contraction, bronchoconstriction, and control of aldosterone production
Gene Name:
HTR2A
Uniprot ID:
P28223
Molecular weight:
52602.6
References
  1. 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 ]
  2. Lam YW: Clinical pharmacology of dopamine agonists. Pharmacotherapy. 2000 Jan;20(1 Pt 2):17S-25S. [PubMed:10641988 ]
  3. Sharif NA: Serotonin-2 receptor agonists as novel ocular hypotensive agents and their cellular and molecular mechanisms of action. Curr Drug Targets. 2010 Aug;11(8):978-93. [PubMed:20426763 ]
  4. Sharif NA, McLaughlin MA, Kelly CR, Katoli P, Drace C, Husain S, Crosson C, Toris C, Zhan GL, Camras C: Cabergoline: Pharmacology, ocular hypotensive studies in multiple species, and aqueous humor dynamic modulation in the Cynomolgus monkey eyes. Exp Eye Res. 2009 Mar;88(3):386-97. doi: 10.1016/j.exer.2008.10.003. Epub 2008 Nov 1. [PubMed:18992242 ]

Only showing the first 10 proteins. There are 16 proteins in total.

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