KEGG   DRUG: Metoprolol
Entry
D02358                      Drug                                   
Name
Metoprolol (USAN/INN)
Formula
C15H25NO3
Exact mass
267.1834
Mol weight
267.36
Structure
Simcomp
Class
Cardiovascular agent
 DG01466  Adrenergic receptor antagonist
  DG01464  beta-Adrenergic receptor antagonist (Beta blocker)
   DG01461  beta1-Adrenergic receptor antagonist
 DG01653  Antiarrhythmics
  DG01806  Class II antiarrhythmic agent
 DG03231  Antihypertensive
Metabolizing enzyme substrate
 DG01644  CYP2D6 substrate
Remark
Same as: C07202
ATC code: C07AB02
Chemical structure group: DG00313
Product (DG00313): D00601<JP/US> D00635<US>
Efficacy
Antihypertensive, Vasodilator, beta1-Adrenergic receptor antagonist
Comment
Propranolol derivative
Target
ADRB1 [HSA:153] [KO:K04141]
  Pathway
hsa04080  Neuroactive ligand-receptor interaction
hsa04261  Adrenergic signaling in cardiomyocytes
Metabolism
Enzyme: CYP2D6 [HSA:1565]
Interaction
Structure map
map07037  Antiarrhythmic drugs
map07048  Antimigraines
map07214  beta-Adrenergic receptor agonists/antagonists
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 C CARDIOVASCULAR SYSTEM
  C07 BETA BLOCKING AGENTS
   C07A BETA BLOCKING AGENTS
    C07AB Beta blocking agents, selective
     C07AB02 Metoprolol
      D02358  Metoprolol (USAN/INN)
Drug groups [BR:br08330]
 Cardiovascular agent
  DG01466  Adrenergic receptor antagonist
   DG01464  beta-Adrenergic receptor antagonist (Beta blocker)
    DG01461  beta1-Adrenergic receptor antagonist
     DG00313  Metoprolol
      D02358  Metoprolol
  DG01653  Antiarrhythmics
   DG01806  Class II antiarrhythmic agent
    DG00313  Metoprolol
     D02358  Metoprolol
  DG03231  Antihypertensive
   DG00313  Metoprolol
    D02358  Metoprolol
 Metabolizing enzyme substrate
  DG01644  CYP2D6 substrate
   DG00313  Metoprolol
    D02358  Metoprolol
Target-based classification of drugs [BR:br08310]
 G Protein-coupled receptors
  Rhodopsin family
   Adrenaline
    ADRB1
     D02358  Metoprolol (USAN/INN)
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D02358
Drug groups [BR:br08330]
 Cardiovascular agent
  DG01466  Adrenergic receptor antagonist
   DG01464  beta-Adrenergic receptor antagonist (Beta blocker)
    DG01461  beta1-Adrenergic receptor antagonist
     DG00313  Metoprolol
  DG01653  Antiarrhythmics
   DG01806  Class II antiarrhythmic agent
    DG00313  Metoprolol
  DG03231  Antihypertensive
   DG00313  Metoprolol
 Metabolizing enzyme substrate
  DG01644  CYP2D6 substrate
   DG00313  Metoprolol
Other DBs
CAS: 51384-51-1
PubChem: 7849417
ChEBI: 6904
LigandBox: D02358
NIKKAJI: J31.137E
LinkDB
KCF data

ATOM        19
            1   O2a O    19.1800  -14.6300
            2   C1b C    20.3700  -13.9300
            3   C1c C    21.5600  -14.6300
            4   C1b C    22.7500  -13.9300
            5   O1a O    21.5600  -16.0300
            6   N1b N    24.0100  -14.6300
            7   C1c C    25.2000  -13.9300
            8   C1a C    26.3900  -14.6300
            9   C1a C    25.2000  -12.6000
            10  C8y C    19.1800  -16.0300
            11  C8x C    17.9900  -16.7300
            12  C8x C    17.9900  -18.1300
            13  C8y C    19.1800  -18.8300
            14  C8x C    20.3700  -18.1300
            15  C8x C    20.3700  -16.7300
            16  C1b C    19.1800  -20.2300
            17  C1b C    17.9900  -20.9300
            18  O2a O    16.8000  -20.2300
            19  C1a C    15.6100  -20.9300
BOND        19
            1     1   2 1
            2     2   3 1
            3     3   4 1
            4     3   5 1
            5     4   6 1
            6     6   7 1
            7     7   8 1
            8     7   9 1
            9     1  10 1
            10   10  11 2
            11   11  12 1
            12   12  13 2
            13   13  14 1
            14   14  15 2
            15   10  15 1
            16   13  16 1
            17   16  17 1
            18   17  18 1
            19   18  19 1

» Japanese version   » Back

KEGG   DRUG: Metoprolol tartrate
Entry
D00601                      Drug                                   
Name
Metoprolol tartrate (JP18/USP);
Lopressor (TN)
Product
  Generic
METOPROLOL (Baxter Healthcare Corporation), METOPROLOL (Cardinal Health 107), METOPROLOL (Fresenius Kabi USA), METOPROLOL (Medical Purchasing Solutions), METOPROLOL SUCCINATE (A-S Medication Solutions), METOPROLOL SUCCINATE (A-S Medication Solutions), METOPROLOL SUCCINATE (Bryant Ranch Prepack), METOPROLOL SUCCINATE (Preferred Pharmaceuticals), METOPROLOL SUCCINATE (Proficient Rx LP), METOPROLOL SUCCINATE (REMEDYREPACK), METOPROLOL TARTRATE (A-S Medication Solutions), METOPROLOL TARTRATE (A-S Medication Solutions), METOPROLOL TARTRATE (A-S Medication Solutions), METOPROLOL TARTRATE (A-S Medication Solutions), METOPROLOL TARTRATE (A-S Medication Solutions), METOPROLOL TARTRATE (A-S Medication Solutions), METOPROLOL TARTRATE (A-S Medication Solutions), METOPROLOL TARTRATE (A-S Medication Solutions), METOPROLOL TARTRATE (A-S Medication Solutions), METOPROLOL TARTRATE (A-S Medication Solutions), METOPROLOL TARTRATE (Advagen Pharma Limited), METOPROLOL TARTRATE (Alembic Pharmaceuticals Limited), METOPROLOL TARTRATE (Alembic Pharmaceuticals), METOPROLOL TARTRATE (Almaject), METOPROLOL TARTRATE (American Health Packaging), METOPROLOL TARTRATE (Aphena Pharma Solutions - Tennessee), METOPROLOL TARTRATE (Aphena Pharma Solutions - Tennessee), METOPROLOL TARTRATE (Aphena Pharma Solutions - Tennessee), METOPROLOL TARTRATE (Aphena Pharma Solutions - Tennessee), METOPROLOL TARTRATE (Aphena Pharma Solutions - Tennessee), METOPROLOL TARTRATE (Aphena Pharma Solutions - Tennessee), METOPROLOL TARTRATE (Aphena Pharma Solutions - Tennessee), METOPROLOL TARTRATE (Aphena Pharma Solutions - Tennessee), METOPROLOL TARTRATE (Aphena Pharma Solutions - Tennessee), METOPROLOL TARTRATE (Asclemed USA), METOPROLOL TARTRATE (Aurobindo Pharma Limited), METOPROLOL TARTRATE (Aurobindo Pharma Limited), METOPROLOL TARTRATE (Bryant Ranch Prepack), METOPROLOL TARTRATE (Bryant Ranch Prepack), METOPROLOL TARTRATE (Bryant Ranch Prepack), METOPROLOL TARTRATE (Bryant Ranch Prepack), METOPROLOL TARTRATE (Bryant Ranch Prepack), METOPROLOL TARTRATE (Bryant Ranch Prepack), METOPROLOL TARTRATE (Bryant Ranch Prepack), METOPROLOL TARTRATE (Bryant Ranch Prepack), METOPROLOL TARTRATE (Cambridge Therapeutics Technologies), METOPROLOL TARTRATE (Cardinal Health 107), METOPROLOL TARTRATE (Cardinal Health 107), METOPROLOL TARTRATE (Cardinal Health 107), METOPROLOL TARTRATE (Cardinal Health 107), METOPROLOL TARTRATE (Cardinal Health 107), METOPROLOL TARTRATE (Civica), METOPROLOL TARTRATE (Denton Pharma), METOPROLOL TARTRATE (Denton Pharma), METOPROLOL TARTRATE (Denton Pharma), METOPROLOL TARTRATE (Denton Pharma), METOPROLOL TARTRATE (Direct_Rx), METOPROLOL TARTRATE (Direct_Rx), METOPROLOL TARTRATE (Direct_Rx), METOPROLOL TARTRATE (FOSUN PHARMA USA), METOPROLOL TARTRATE (Gland Pharma Limited), METOPROLOL TARTRATE (Golden State Medical Supply), METOPROLOL TARTRATE (HF Acquisition Co LLC), METOPROLOL TARTRATE (HF Acquisition Co LLC), METOPROLOL TARTRATE (Hikma Pharmaceuticals USA), METOPROLOL TARTRATE (Hospira), METOPROLOL TARTRATE (Hospira), METOPROLOL TARTRATE (Lake Erie Medical DBA Quality Care Products LLC), METOPROLOL TARTRATE (Legacy Pharmaceutical Packaging), METOPROLOL TARTRATE (Major Pharmaceuticals), METOPROLOL TARTRATE (Medical Purchasin Solutions), METOPROLOL TARTRATE (Medical Purchasing Solutions), METOPROLOL TARTRATE (Medical Purchasing Solutions), METOPROLOL TARTRATE (Medical Purchasing Solutions), METOPROLOL TARTRATE (Medical Purchasing Solutions), METOPROLOL TARTRATE (Mylan Institutional), METOPROLOL TARTRATE (Mylan Pharmaceuticals), METOPROLOL TARTRATE (NCS HealthCare of KY), METOPROLOL TARTRATE (Northwind Pharmaceuticals), METOPROLOL TARTRATE (Northwind Pharmaceuticals), METOPROLOL TARTRATE (Northwind Pharmaceuticals), METOPROLOL TARTRATE (Northwind Pharmaceuticals), METOPROLOL TARTRATE (Northwind Pharmaceuticals), METOPROLOL TARTRATE (Northwind Pharmaceuticals), METOPROLOL TARTRATE (NuCare Pharmaceuticals), METOPROLOL TARTRATE (NuCare Pharmaceuticals), METOPROLOL TARTRATE (NuCare Pharmaceuticals), METOPROLOL TARTRATE (NuCare Pharmaceuticals), METOPROLOL TARTRATE (NuCare Pharmaceuticals), METOPROLOL TARTRATE (NuCare Pharmaceuticals), METOPROLOL TARTRATE (NuCare Pharmaceuticals), METOPROLOL TARTRATE (NuCare Pharmaceuticals), METOPROLOL TARTRATE (NuCare Pharmaceuticals), METOPROLOL TARTRATE (PD-Rx Pharmaceuticals), METOPROLOL TARTRATE (PD-Rx Pharmaceuticals), METOPROLOL TARTRATE (PD-Rx Pharmaceuticals), METOPROLOL TARTRATE (PD-Rx Pharmaceuticals), METOPROLOL TARTRATE (Preferred Pharmaceuticals), METOPROLOL TARTRATE (Preferred Pharmaceuticals), METOPROLOL TARTRATE (Preferred Pharmaceuticals), METOPROLOL TARTRATE (Preferred Pharmaceuticals), METOPROLOL TARTRATE (Preferred Pharmaceuticals), METOPROLOL TARTRATE (Preferred Pharmaceuticals), METOPROLOL TARTRATE (Proficient Rx LP), METOPROLOL TARTRATE (Proficient Rx LP), METOPROLOL TARTRATE (Proficient Rx LP), METOPROLOL TARTRATE (Proficient Rx LP), METOPROLOL TARTRATE (Proficient Rx LP), METOPROLOL TARTRATE (Proficient Rx LP), METOPROLOL TARTRATE (Proficient Rx LP), METOPROLOL TARTRATE (QPharma), METOPROLOL TARTRATE (QPharma), METOPROLOL TARTRATE (QPharma), METOPROLOL TARTRATE (Quality Care Products LLC), METOPROLOL TARTRATE (REMEDYREPACK), METOPROLOL TARTRATE (REMEDYREPACK), METOPROLOL TARTRATE (REMEDYREPACK), METOPROLOL TARTRATE (REMEDYREPACK), METOPROLOL TARTRATE (REMEDYREPACK), METOPROLOL TARTRATE (REMEDYREPACK), METOPROLOL TARTRATE (REMEDYREPACK), METOPROLOL TARTRATE (REMEDYREPACK), METOPROLOL TARTRATE (REMEDYREPACK), METOPROLOL TARTRATE (REMEDYREPACK), METOPROLOL TARTRATE (REMEDYREPACK), METOPROLOL TARTRATE (REMEDYREPACK), METOPROLOL TARTRATE (REMEDYREPACK), METOPROLOL TARTRATE (RPK Pharmaceuticals), METOPROLOL TARTRATE (RedPharm Drug), METOPROLOL TARTRATE (RedPharm Drug), METOPROLOL TARTRATE (RedPharm Drug), METOPROLOL TARTRATE (RedPharm Drug), METOPROLOL TARTRATE (Redpharm Drug), METOPROLOL TARTRATE (Rising Pharma Holdings), METOPROLOL TARTRATE (ST. MARY'S MEDICAL PARK PHARMACY), METOPROLOL TARTRATE (ST. MARY'S MEDICAL PARK PHARMACY), METOPROLOL TARTRATE (Sagent Pharmaceuticals), METOPROLOL TARTRATE (St. Mary's Medical Park Pharmacy), METOPROLOL TARTRATE (St. Mary's Medical Park Pharmacy), METOPROLOL TARTRATE (Sun Pharmaceutical Industries), METOPROLOL TARTRATE (TruPharma LLC), METOPROLOL TARTRATE (Westminster Pharmaceuticals)
Formula
(C15H25NO3)2. C4H6O6
Exact mass
684.3833
Mol weight
684.81
Structure
Simcomp
Class
Cardiovascular agent
 DG01466  Adrenergic receptor antagonist
  DG01464  beta-Adrenergic receptor antagonist (Beta blocker)
   DG01461  beta1-Adrenergic receptor antagonist
 DG01653  Antiarrhythmics
  DG01806  Class II antiarrhythmic agent
 DG03231  Antihypertensive
Metabolizing enzyme substrate
 DG01644  CYP2D6 substrate
Remark
Therapeutic category: 2123 2149
ATC code: C07AB02
Chemical structure group: DG00313
Product (DG00313): D00601<JP/US> D00635<US>
Product (mixture): D10273<US>
Efficacy
Antiarrhythmic, Antihypertensive, Vasodilator, beta1-Adrenergic receptor antagonist
  Disease
Hypertension [DS:H01633]
Angina pectoris [DS:H01632]
Myocardial infarction [DS:H01730]
Comment
Propranolol derivative
Target
ADRB1 [HSA:153] [KO:K04141]
  Pathway
hsa04080  Neuroactive ligand-receptor interaction
hsa04261  Adrenergic signaling in cardiomyocytes
Metabolism
Enzyme: CYP2D6 [HSA:1565]
Interaction
Structure map
map07037  Antiarrhythmic drugs
map07048  Antimigraines
map07214  beta-Adrenergic receptor agonists/antagonists
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 C CARDIOVASCULAR SYSTEM
  C07 BETA BLOCKING AGENTS
   C07A BETA BLOCKING AGENTS
    C07AB Beta blocking agents, selective
     C07AB02 Metoprolol
      D00601  Metoprolol tartrate (JP18/USP) <JP/US>
USP drug classification [BR:br08302]
 Cardiovascular Agents
  Beta-adrenergic Blocking Agents
   Beta-1 Selective
    Metoprolol
     D00601  Metoprolol tartrate (JP18/USP)
Therapeutic category of drugs in Japan [BR:br08301]
 2  Agents affecting individual organs
  21  Cardiovascular agents
   212  Antiarrhythmic agents
    2123  Beta blockers
     D00601  Metoprolol tartrate (JP18/USP)
   214  Antihypertensives
    2149  Others
     D00601  Metoprolol tartrate (JP18/USP)
Drug groups [BR:br08330]
 Cardiovascular agent
  DG01466  Adrenergic receptor antagonist
   DG01464  beta-Adrenergic receptor antagonist (Beta blocker)
    DG01461  beta1-Adrenergic receptor antagonist
     DG00313  Metoprolol
      D00601  Metoprolol tartrate
  DG01653  Antiarrhythmics
   DG01806  Class II antiarrhythmic agent
    DG00313  Metoprolol
     D00601  Metoprolol tartrate
  DG03231  Antihypertensive
   DG00313  Metoprolol
    D00601  Metoprolol tartrate
 Metabolizing enzyme substrate
  DG01644  CYP2D6 substrate
   DG00313  Metoprolol
    D00601  Metoprolol tartrate
Drug classes [BR:br08332]
 Cardiovascular agent
  DG03231  Antihypertensive
   D00601  Metoprolol tartrate
  DG01653  Antiarrhythmics
   D00601  Metoprolol tartrate
Target-based classification of drugs [BR:br08310]
 G Protein-coupled receptors
  Rhodopsin family
   Adrenaline
    ADRB1
     D00601  Metoprolol tartrate (JP18/USP) <JP/US>
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
 Chemicals
  D00601  Metoprolol tartrate
  D00601  Metoprolol tartrate tablets
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D00601
Pharmacogenomic biomarkers [br08341.html]
 Polymorphisms and mutations affecting drug response
  D00601
Drug groups [BR:br08330]
 Cardiovascular agent
  DG01466  Adrenergic receptor antagonist
   DG01464  beta-Adrenergic receptor antagonist (Beta blocker)
    DG01461  beta1-Adrenergic receptor antagonist
     DG00313  Metoprolol
  DG01653  Antiarrhythmics
   DG01806  Class II antiarrhythmic agent
    DG00313  Metoprolol
  DG03231  Antihypertensive
   DG00313  Metoprolol
 Metabolizing enzyme substrate
  DG01644  CYP2D6 substrate
   DG00313  Metoprolol
Other DBs
CAS: 56392-17-7
PubChem: 7847667
ChEBI: 6906
LigandBox: D00601
NIKKAJI: J523.393C
LinkDB
KCF data

ATOM        48
            1   C1c C    28.6300  -22.7500
            2   C1c C    29.8900  -22.0500
            3   C6a C    27.4400  -22.0500
            4   O1a O    28.6300  -24.1500
            5   C6a C    31.0800  -22.7500
            6   O1a O    29.8900  -20.6500
            7   O6a O    26.2500  -22.7500
            8   O6a O    27.4400  -20.6500
            9   O6a O    32.2700  -22.0500
            10  O6a O    31.0800  -24.1500
            11  O2a O    14.6300  -19.8800
            12  C1b C    15.8200  -19.1800
            13  C1c C    17.0100  -19.8800
            14  C1b C    18.2000  -19.1800
            15  O1a O    17.0100  -21.2800
            16  N1b N    19.4600  -19.8800
            17  C1c C    20.6500  -19.1800
            18  C1a C    21.8400  -19.8800
            19  C1a C    20.6500  -17.8500
            20  C8y C    14.6300  -21.2800
            21  C8x C    13.4176  -21.9800
            22  C8x C    13.4176  -23.3800
            23  C8y C    14.6300  -24.0800
            24  C8x C    15.8424  -23.3800
            25  C8x C    15.8424  -21.9800
            26  C1b C    14.6300  -25.4800
            27  C1b C    13.4176  -26.1800
            28  O2a O    12.2221  -25.4896
            29  C1a C    11.0347  -26.1751
            30  O2a O    14.6300  -19.8800
            31  C1b C    15.8200  -19.1800
            32  C1c C    17.0100  -19.8800
            33  C1b C    18.2000  -19.1800
            34  N1b N    19.4600  -19.8800
            35  C1c C    20.6500  -19.1800
            36  C1a C    21.8400  -19.8800
            37  C1a C    20.6500  -17.8500
            38  O1a O    17.0100  -21.2800
            39  C8y C    14.6300  -21.2800
            40  C8x C    13.4176  -21.9800
            41  C8x C    13.4176  -23.3800
            42  C8y C    14.6300  -24.0800
            43  C8x C    15.8424  -23.3800
            44  C8x C    15.8424  -21.9800
            45  C1b C    14.6300  -25.4800
            46  C1b C    13.4176  -26.1800
            47  O2a O    12.2221  -25.4896
            48  C1a C    11.0347  -26.1751
BOND        47
            1     1   2 1
            2     1   3 1
            3     1   4 1 #Up
            4     2   5 1
            5     2   6 1 #Up
            6     3   7 1
            7     3   8 2
            8     5   9 1
            9     5  10 2
            10   11  12 1
            11   12  13 1
            12   13  14 1
            13   13  15 1
            14   14  16 1
            15   16  17 1
            16   17  18 1
            17   17  19 1
            18   11  20 1
            19   20  21 2
            20   21  22 1
            21   22  23 2
            22   23  24 1
            23   24  25 2
            24   20  25 1
            25   23  26 1
            26   26  27 1
            27   27  28 1
            28   28  29 1
            29   30  31 1
            30   31  32 1
            31   32  33 1
            32   32  38 1
            33   33  34 1
            34   34  35 1
            35   35  36 1
            36   35  37 1
            37   30  39 1
            38   39  40 2
            39   40  41 1
            40   41  42 2
            41   42  43 1
            42   43  44 2
            43   39  44 1
            44   42  45 1
            45   45  46 1
            46   46  47 1
            47   47  48 1
BRACKET     1     8.7500  -26.9500    8.7500  -16.5900
            1    23.7300  -16.5900   23.7300  -26.9500
            1  2
 ORIGINAL  1   11  12  13  14  16  17  18  19  15  20  21  22  23  24  25  26
            1   27  28  29
 REPEAT    1   30  31  32  33  34  35  36  37  38  39  40  41  42  43  44  45
            1   46  47  48

» Japanese version   » Back

KEGG   DRUG: Metoprolol succinate
Entry
D00635                      Drug                                   
Name
Metoprolol succinate (USP);
Toprol XL (TN)
Product
  Generic
METOPROLOL SUCCINATE (A-S Medication Solutions), METOPROLOL SUCCINATE (A-S Medication Solutions), METOPROLOL SUCCINATE (A-S Medication Solutions), METOPROLOL SUCCINATE (A-S Medication Solutions), METOPROLOL SUCCINATE (A-S Medication Solutions), METOPROLOL SUCCINATE (A-S Medication Solutions), METOPROLOL SUCCINATE (A-S Medication Solutions), METOPROLOL SUCCINATE (A-S Medication Solutions), METOPROLOL SUCCINATE (A-S Medication Solutions), METOPROLOL SUCCINATE (A-S Medication Solutions), METOPROLOL SUCCINATE (A-S Medication Solutions), METOPROLOL SUCCINATE (A-S Medication Solutions), METOPROLOL SUCCINATE (A-S Medication Solutions), METOPROLOL SUCCINATE (A-S Medication Solutions), METOPROLOL SUCCINATE (A-S Medication Solutions), METOPROLOL SUCCINATE (A-S Medication Solutions), METOPROLOL SUCCINATE (A-S Medication Solutions), METOPROLOL SUCCINATE (A-S Medication Solutions), METOPROLOL SUCCINATE (A-S Medication Solutions), METOPROLOL SUCCINATE (A-S Medication Solutions), METOPROLOL SUCCINATE (A-S Medication Solutions), METOPROLOL SUCCINATE (A-S Medication Solutions), METOPROLOL SUCCINATE (A-S Medication Solutions), METOPROLOL SUCCINATE (A-S Medication Solutions), METOPROLOL SUCCINATE (A-S Medication Solutions), METOPROLOL SUCCINATE (A-S Medication Solutions), METOPROLOL SUCCINATE (A-S Medication Solutions), METOPROLOL SUCCINATE (A-S Medication Solutions), METOPROLOL SUCCINATE (Actavis Pharma), METOPROLOL SUCCINATE (American Health Packaging), METOPROLOL SUCCINATE (Aphena Pharma Solutions - Tennessee), METOPROLOL SUCCINATE (Aphena Pharma Solutions - Tennessee), METOPROLOL SUCCINATE (Aphena Pharma Solutions - Tennessee), METOPROLOL SUCCINATE (Aphena Pharma Solutions - Tennessee), METOPROLOL SUCCINATE (Aphena Pharma Solutions - Tennessee), METOPROLOL SUCCINATE (Ascend Laboratories), METOPROLOL SUCCINATE (AvPAK), METOPROLOL SUCCINATE (BluePoint Laboratories), METOPROLOL SUCCINATE (BluePoint Laboratories), METOPROLOL SUCCINATE (BluePoint Laboratories), METOPROLOL SUCCINATE (BluePoint Laboratories), METOPROLOL SUCCINATE (BluePoint Laboratories), METOPROLOL SUCCINATE (Bryant Ranch Prepack), METOPROLOL SUCCINATE (Bryant Ranch Prepack), METOPROLOL SUCCINATE (Bryant Ranch Prepack), METOPROLOL SUCCINATE (Bryant Ranch Prepack), METOPROLOL SUCCINATE (Bryant Ranch Prepack), METOPROLOL SUCCINATE (Bryant Ranch Prepack), METOPROLOL SUCCINATE (Bryant Ranch Prepack), METOPROLOL SUCCINATE (Bryant Ranch Prepack), METOPROLOL SUCCINATE (Bryant Ranch Prepack), METOPROLOL SUCCINATE (Bryant Ranch Prepack), METOPROLOL SUCCINATE (Bryant Ranch Prepack), METOPROLOL SUCCINATE (Bryant Ranch Prepack), METOPROLOL SUCCINATE (Bryant Ranch Prepack), METOPROLOL SUCCINATE (Bryant Ranch Prepack), METOPROLOL SUCCINATE (Bryant Ranch Prepack), METOPROLOL SUCCINATE (Bryant Ranch Prepack), METOPROLOL SUCCINATE (Bryant Ranch Prepack), METOPROLOL SUCCINATE (Bryant Ranch Prepack), METOPROLOL SUCCINATE (Bryant Ranch Prepack), METOPROLOL SUCCINATE (Bryant Ranch Prepack), METOPROLOL SUCCINATE (Bryant Ranch Prepack), METOPROLOL SUCCINATE (Bryant Ranch Prepack), METOPROLOL SUCCINATE (Bryant Ranch Prepack), METOPROLOL SUCCINATE (Bryant Ranch Prepack), METOPROLOL SUCCINATE (Bryant Ranch Prepack), METOPROLOL SUCCINATE (Bryant Ranch Prepack), METOPROLOL SUCCINATE (Camber Pharmaceuticals), METOPROLOL SUCCINATE (Cardinal Health 107), METOPROLOL SUCCINATE (Cardinal Health 107), METOPROLOL SUCCINATE (Cardinal Health 107), METOPROLOL SUCCINATE (Cardinal Health 107), METOPROLOL SUCCINATE (Cardinal Health 107), METOPROLOL SUCCINATE (Cipla USA), METOPROLOL SUCCINATE (Direct_Rx), METOPROLOL SUCCINATE (Dr. Reddy's Laboratories Limited), METOPROLOL SUCCINATE (Dr. Reddy's Laboratories Limited), METOPROLOL SUCCINATE (Golden State Medical Supply), METOPROLOL SUCCINATE (Granules Pharmaceuticals), METOPROLOL SUCCINATE (Ingenus Pharmaceuticals), METOPROLOL SUCCINATE (Legacy Pharmaceutical Packaging), METOPROLOL SUCCINATE (Legacy Pharmaceutical Packaging), METOPROLOL SUCCINATE (Major Pharmaceuticals), METOPROLOL SUCCINATE (Major Pharmaceuticals), METOPROLOL SUCCINATE (McKesson Corporation DBA SKY Packaging), METOPROLOL SUCCINATE (Mylan Institutional), METOPROLOL SUCCINATE (Mylan Pharmaceuticals), METOPROLOL SUCCINATE (NCS HealthCare of KY), METOPROLOL SUCCINATE (NCS HealthCare of KY), METOPROLOL SUCCINATE (New American Therapeutics), METOPROLOL SUCCINATE (Nivagen Pharmaceuticals), METOPROLOL SUCCINATE (Nivagen Pharmaceuticals), METOPROLOL SUCCINATE (Northstar Rx LLC), METOPROLOL SUCCINATE (Northstar Rx LLC), METOPROLOL SUCCINATE (Northwind Pharmaceuticals), METOPROLOL SUCCINATE (Northwind Pharmaceuticals), METOPROLOL SUCCINATE (Northwind Pharmaceuticals), METOPROLOL SUCCINATE (Northwind Pharmaceuticals), METOPROLOL SUCCINATE (Northwind Pharmaceuticals), METOPROLOL SUCCINATE (Northwind Pharmaceuticals), METOPROLOL SUCCINATE (Northwind Pharmaceuticals), METOPROLOL SUCCINATE (Northwind Pharmaceuticals), METOPROLOL SUCCINATE (Northwind Pharmaceuticals), METOPROLOL SUCCINATE (NuCare Pharmaceuticals), METOPROLOL SUCCINATE (NuCare Pharmaceuticals), METOPROLOL SUCCINATE (NuCare Pharmaceuticals), METOPROLOL SUCCINATE (Oryza Pharmaceuticals), METOPROLOL SUCCINATE (PD-Rx Pharmaceuticals), METOPROLOL SUCCINATE (PD-Rx Pharmaceuticals), METOPROLOL SUCCINATE (PD-Rx Pharmaceuticals), METOPROLOL SUCCINATE (PD-Rx Pharmaceuticals), METOPROLOL SUCCINATE (PD-Rx Pharmaceuticals), METOPROLOL SUCCINATE (PD-Rx Pharmaceuticals), METOPROLOL SUCCINATE (Preferred Pharmaceuticals), METOPROLOL SUCCINATE (Preferred Pharmaceuticals), METOPROLOL SUCCINATE (Preferred Pharmaceuticals), METOPROLOL SUCCINATE (Preferred Pharmaceuticals), METOPROLOL SUCCINATE (Preferred Pharmaceuticals), METOPROLOL SUCCINATE (Preferred Pharmaceuticals), METOPROLOL SUCCINATE (Preferred Pharmaceuticals), METOPROLOL SUCCINATE (Proficient Rx LP), METOPROLOL SUCCINATE (Proficient Rx LP), METOPROLOL SUCCINATE (Proficient Rx LP), METOPROLOL SUCCINATE (Proficient Rx LP), METOPROLOL SUCCINATE (Proficient Rx LP), METOPROLOL SUCCINATE (Proficient Rx LP), METOPROLOL SUCCINATE (Proficient Rx LP), METOPROLOL SUCCINATE (Proficient Rx LP), METOPROLOL SUCCINATE (Proficient Rx LP), METOPROLOL SUCCINATE (Proficient Rx LP), METOPROLOL SUCCINATE (Quality Care Products LLC), METOPROLOL SUCCINATE (Quality Care Products), METOPROLOL SUCCINATE (Quality Care Products), METOPROLOL SUCCINATE (Quallent Pharmaceuticals Health LLC), METOPROLOL SUCCINATE (Quallent Pharmaceuticals Health LLC), METOPROLOL SUCCINATE (REMEDYREPACK), METOPROLOL SUCCINATE (REMEDYREPACK), METOPROLOL SUCCINATE (REMEDYREPACK), METOPROLOL SUCCINATE (REMEDYREPACK), METOPROLOL SUCCINATE (REMEDYREPACK), METOPROLOL SUCCINATE (REMEDYREPACK), METOPROLOL SUCCINATE (REMEDYREPACK), METOPROLOL SUCCINATE (REMEDYREPACK), METOPROLOL SUCCINATE (REMEDYREPACK), METOPROLOL SUCCINATE (REMEDYREPACK), METOPROLOL SUCCINATE (REMEDYREPACK), METOPROLOL SUCCINATE (REMEDYREPACK), METOPROLOL SUCCINATE (RPK Pharmaceuticals), METOPROLOL SUCCINATE (RPK Pharmaceuticals), METOPROLOL SUCCINATE (RPK Pharmaceuticals), METOPROLOL SUCCINATE (Redpharm Drug), METOPROLOL SUCCINATE (Redpharm Drug), METOPROLOL SUCCINATE (ST. MARY'S MEDICAL PARK PHARMACY), METOPROLOL SUCCINATE (ST. MARY'S MEDICAL PARK PHARMACY), METOPROLOL SUCCINATE (Slate Run Pharmaceuticals), METOPROLOL SUCCINATE (St. Mary's Medical Park Pharmacy), METOPROLOL SUCCINATE (St. Mary's Medical Park Pharmacy), METOPROLOL SUCCINATE (St. Mary's Medical Park Pharmacy), METOPROLOL SUCCINATE (St. Mary's Medical Park Pharmacy), METOPROLOL SUCCINATE (TWi Pharmaceuticals), METOPROLOL SUCCINATE (Zydus Lifesciences Limited), METOPROLOL SUCCINATE (Zydus Pharmaceuticals (USA)), METOPROLOL SUCCINATE ER (Direct_Rx), METOPROLOL SUCCINATE ER (Direct_Rx), METOPROLOL SUCCINATE ER (Direct_Rx)
Formula
(C15H25NO3)2. C4H6O4
Exact mass
652.3935
Mol weight
652.81
Structure
Simcomp
Class
Cardiovascular agent
 DG01466  Adrenergic receptor antagonist
  DG01464  beta-Adrenergic receptor antagonist (Beta blocker)
   DG01461  beta1-Adrenergic receptor antagonist
 DG01653  Antiarrhythmics
  DG01806  Class II antiarrhythmic agent
 DG03231  Antihypertensive
Metabolizing enzyme substrate
 DG01644  CYP2D6 substrate
Remark
ATC code: C07AB02
Chemical structure group: DG00313
Product (DG00313): D00601<JP/US> D00635<US>
Product (mixture): D10273<US>
Efficacy
Antihypertensive, Vasodilator, beta1-Adrenergic receptor antagonist
  Disease
Hypertension [DS:H01633]
Angina pectoris [DS:H06132]
Comment
Propranolol derivative
Target
ADRB1 [HSA:153] [KO:K04141]
  Pathway
hsa04080  Neuroactive ligand-receptor interaction
hsa04261  Adrenergic signaling in cardiomyocytes
Metabolism
Enzyme: CYP2D6 [HSA:1565]
Interaction
Structure map
map07037  Antiarrhythmic drugs
map07048  Antimigraines
map07214  beta-Adrenergic receptor agonists/antagonists
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 C CARDIOVASCULAR SYSTEM
  C07 BETA BLOCKING AGENTS
   C07A BETA BLOCKING AGENTS
    C07AB Beta blocking agents, selective
     C07AB02 Metoprolol
      D00635  Metoprolol succinate (USP) <US>
USP drug classification [BR:br08302]
 Cardiovascular Agents
  Beta-adrenergic Blocking Agents
   Beta-1 Selective
    Metoprolol
     D00635  Metoprolol succinate (USP)
Drug groups [BR:br08330]
 Cardiovascular agent
  DG01466  Adrenergic receptor antagonist
   DG01464  beta-Adrenergic receptor antagonist (Beta blocker)
    DG01461  beta1-Adrenergic receptor antagonist
     DG00313  Metoprolol
      D00635  Metoprolol succinate
  DG01653  Antiarrhythmics
   DG01806  Class II antiarrhythmic agent
    DG00313  Metoprolol
     D00635  Metoprolol succinate
  DG03231  Antihypertensive
   DG00313  Metoprolol
    D00635  Metoprolol succinate
 Metabolizing enzyme substrate
  DG01644  CYP2D6 substrate
   DG00313  Metoprolol
    D00635  Metoprolol succinate
Drug classes [BR:br08332]
 Cardiovascular agent
  DG03231  Antihypertensive
   D00635  Metoprolol succinate
  DG01653  Antiarrhythmics
   D00635  Metoprolol succinate
Target-based classification of drugs [BR:br08310]
 G Protein-coupled receptors
  Rhodopsin family
   Adrenaline
    ADRB1
     D00635  Metoprolol succinate (USP) <US>
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D00635
Pharmacogenomic biomarkers [br08341.html]
 Polymorphisms and mutations affecting drug response
  D00635
Drug groups [BR:br08330]
 Cardiovascular agent
  DG01466  Adrenergic receptor antagonist
   DG01464  beta-Adrenergic receptor antagonist (Beta blocker)
    DG01461  beta1-Adrenergic receptor antagonist
     DG00313  Metoprolol
  DG01653  Antiarrhythmics
   DG01806  Class II antiarrhythmic agent
    DG00313  Metoprolol
  DG03231  Antihypertensive
   DG00313  Metoprolol
 Metabolizing enzyme substrate
  DG01644  CYP2D6 substrate
   DG00313  Metoprolol
Other DBs
CAS: 98418-47-4
PubChem: 7847701
ChEBI: 6905
LigandBox: D00635
LinkDB
KCF data

ATOM        46
            1   C1b C    31.7165  -26.4564
            2   C1b C    32.9266  -25.7589
            3   C6a C    30.4992  -25.7659
            4   C6a C    34.1437  -26.4494
            5   O6a O    29.2892  -26.4634
            6   O6a O    30.4992  -24.3637
            7   O6a O    35.3538  -25.7517
            8   O6a O    34.1437  -27.8587
            9   O2a O    17.6400  -23.5900
            10  C1b C    18.9000  -22.8900
            11  C1c C    20.0900  -23.5900
            12  C1b C    21.2800  -22.8900
            13  O1a O    20.0900  -24.9900
            14  N1b N    22.5400  -23.5900
            15  C1c C    23.7300  -22.8900
            16  C1a C    24.9200  -23.5900
            17  C1a C    23.7300  -21.5600
            18  C8y C    17.6400  -24.9900
            19  C8x C    16.4276  -25.6900
            20  C8x C    16.4276  -27.0900
            21  C8y C    17.6400  -27.7900
            22  C8x C    18.8524  -27.0900
            23  C8x C    18.8524  -25.6900
            24  C1b C    17.6400  -29.1900
            25  C1b C    16.4276  -29.8900
            26  O2a O    15.2321  -29.1996
            27  C1a C    14.0447  -29.8851
            28  O2a O    17.6400  -23.5900
            29  C1b C    18.9000  -22.8900
            30  C1c C    20.0900  -23.5900
            31  C1b C    21.2800  -22.8900
            32  N1b N    22.5400  -23.5900
            33  C1c C    23.7300  -22.8900
            34  C1a C    24.9200  -23.5900
            35  C1a C    23.7300  -21.5600
            36  O1a O    20.0900  -24.9900
            37  C8y C    17.6400  -24.9900
            38  C8x C    16.4276  -25.6900
            39  C8x C    16.4276  -27.0900
            40  C8y C    17.6400  -27.7900
            41  C8x C    18.8524  -27.0900
            42  C8x C    18.8524  -25.6900
            43  C1b C    17.6400  -29.1900
            44  C1b C    16.4276  -29.8900
            45  O2a O    15.2321  -29.1996
            46  C1a C    14.0447  -29.8851
BOND        45
            1     1   2 1
            2     1   3 1
            3     2   4 1
            4     3   5 1
            5     3   6 2
            6     4   7 1
            7     4   8 2
            8     9  10 1
            9    10  11 1
            10   11  12 1
            11   11  13 1
            12   12  14 1
            13   14  15 1
            14   15  16 1
            15   15  17 1
            16    9  18 1
            17   18  19 2
            18   19  20 1
            19   20  21 2
            20   21  22 1
            21   22  23 2
            22   18  23 1
            23   21  24 1
            24   24  25 1
            25   25  26 1
            26   26  27 1
            27   28  29 1
            28   29  30 1
            29   30  31 1
            30   30  36 1
            31   31  32 1
            32   32  33 1
            33   33  34 1
            34   33  35 1
            35   28  37 1
            36   37  38 2
            37   38  39 1
            38   39  40 2
            39   40  41 1
            40   41  42 2
            41   37  42 1
            42   40  43 1
            43   43  44 1
            44   44  45 1
            45   45  46 1
BRACKET     1    11.8300  -31.1500   11.8300  -20.5800
            1    26.9500  -20.5800   26.9500  -31.1500
            1  2
 ORIGINAL  1    9  10  11  12  14  15  16  17  13  18  19  20  21  22  23  24
            1   25  26  27
 REPEAT    1   28  29  30  31  32  33  34  35  36  37  38  39  40  41  42  43
            1   44  45  46

» Japanese version   » Back

KEGG   DRUG: Metoprolol fumarate
Entry
D05011                      Drug                                   
Name
Metoprolol fumarate (USP);
Lopressor (TN)
Formula
(C15H25NO3)2. C4H4O4
Exact mass
650.3778
Mol weight
650.80
Structure
Simcomp
Class
Cardiovascular agent
 DG01466  Adrenergic receptor antagonist
  DG01464  beta-Adrenergic receptor antagonist (Beta blocker)
   DG01461  beta1-Adrenergic receptor antagonist
 DG01653  Antiarrhythmics
  DG01806  Class II antiarrhythmic agent
 DG03231  Antihypertensive
Metabolizing enzyme substrate
 DG01644  CYP2D6 substrate
Remark
ATC code: C07AB02
Chemical structure group: DG00313
Product (DG00313): D00601<JP/US> D00635<US>
Efficacy
Antihypertensive, beta1-Adrenergic receptor antagonist
Comment
Propranolol derivative
Target
ADRB1 [HSA:153] [KO:K04141]
  Pathway
hsa04080  Neuroactive ligand-receptor interaction
hsa04261  Adrenergic signaling in cardiomyocytes
Metabolism
Enzyme: CYP2D6 [HSA:1565]
Interaction
Structure map
map07037  Antiarrhythmic drugs
map07048  Antimigraines
map07214  beta-Adrenergic receptor agonists/antagonists
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 C CARDIOVASCULAR SYSTEM
  C07 BETA BLOCKING AGENTS
   C07A BETA BLOCKING AGENTS
    C07AB Beta blocking agents, selective
     C07AB02 Metoprolol
      D05011  Metoprolol fumarate (USP)
Drug groups [BR:br08330]
 Cardiovascular agent
  DG01466  Adrenergic receptor antagonist
   DG01464  beta-Adrenergic receptor antagonist (Beta blocker)
    DG01461  beta1-Adrenergic receptor antagonist
     DG00313  Metoprolol
      D05011  Metoprolol fumarate
  DG01653  Antiarrhythmics
   DG01806  Class II antiarrhythmic agent
    DG00313  Metoprolol
     D05011  Metoprolol fumarate
  DG03231  Antihypertensive
   DG00313  Metoprolol
    D05011  Metoprolol fumarate
 Metabolizing enzyme substrate
  DG01644  CYP2D6 substrate
   DG00313  Metoprolol
    D05011  Metoprolol fumarate
Target-based classification of drugs [BR:br08310]
 G Protein-coupled receptors
  Rhodopsin family
   Adrenaline
    ADRB1
     D05011  Metoprolol fumarate (USP)
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D05011
Drug groups [BR:br08330]
 Cardiovascular agent
  DG01466  Adrenergic receptor antagonist
   DG01464  beta-Adrenergic receptor antagonist (Beta blocker)
    DG01461  beta1-Adrenergic receptor antagonist
     DG00313  Metoprolol
  DG01653  Antiarrhythmics
   DG01806  Class II antiarrhythmic agent
    DG00313  Metoprolol
  DG03231  Antihypertensive
   DG00313  Metoprolol
 Metabolizing enzyme substrate
  DG01644  CYP2D6 substrate
   DG00313  Metoprolol
Other DBs
CAS: 119637-66-0
PubChem: 47206738
LigandBox: D05011
LinkDB
KCF data

ATOM        46
            1   C6a C    31.1975  -34.7892
            2   C2b C    32.4086  -35.4912
            3   O6a O    29.9865  -35.4912
            4   O6a O    31.1975  -33.3911
            5   C2b C    33.6253  -34.7892
            6   C6a C    34.8363  -35.4912
            7   O6a O    36.0473  -34.7892
            8   O6a O    34.8363  -36.8893
            9   C1c C    24.3600  -31.9900
            10  C1a C    25.5724  -32.6900
            11  N1b N    23.1476  -32.6900
            12  C1a C    24.3600  -30.5900
            13  C1b C    21.9521  -31.9996
            14  C1c C    20.7647  -32.6851
            15  C1b C    19.5735  -31.9971
            16  O1a O    20.7645  -34.0898
            17  O2a O    18.3840  -32.6838
            18  C8y C    18.3840  -34.0838
            19  C8x C    17.1886  -34.7742
            20  C8x C    17.1889  -36.1742
            21  C8y C    18.4014  -36.8740
            22  C8x C    19.5968  -36.1836
            23  C8x C    19.5966  -34.7836
            24  C1b C    18.4016  -38.2900
            25  C1b C    17.1955  -38.9865
            26  O2a O    16.0030  -38.2980
            27  C1a C    14.8144  -38.9844
            28  C1c C    24.3600  -31.9900
            29  C1a C    25.5724  -32.6900
            30  N1b N    23.1476  -32.6900
            31  C1b C    21.9521  -31.9996
            32  C1c C    20.7647  -32.6851
            33  C1b C    19.5735  -31.9971
            34  O2a O    18.3840  -32.6838
            35  C8y C    18.3840  -34.0838
            36  C8x C    17.1886  -34.7742
            37  C8x C    17.1889  -36.1742
            38  C8y C    18.4014  -36.8740
            39  C8x C    19.5968  -36.1836
            40  C8x C    19.5966  -34.7836
            41  C1b C    18.4016  -38.2900
            42  C1b C    17.1955  -38.9865
            43  O2a O    16.0030  -38.2980
            44  C1a C    14.8144  -38.9844
            45  O1a O    20.7645  -34.0898
            46  C1a C    24.3600  -30.5900
BOND        45
            1     1   2 1
            2     1   3 1
            3     1   4 2
            4     2   5 2
            5     5   6 1
            6     6   7 1
            7     6   8 2
            8     9  10 1
            9     9  11 1
            10    9  12 1
            11   11  13 1
            12   13  14 1
            13   14  15 1
            14   14  16 1
            15   15  17 1
            16   17  18 1
            17   18  19 2
            18   19  20 1
            19   20  21 2
            20   21  22 1
            21   22  23 2
            22   18  23 1
            23   21  24 1
            24   24  25 1
            25   25  26 1
            26   26  27 1
            27   28  29 1
            28   28  30 1
            29   28  46 1
            30   30  31 1
            31   31  32 1
            32   32  33 1
            33   32  45 1
            34   33  34 1
            35   34  35 1
            36   35  36 2
            37   36  37 1
            38   37  38 2
            39   38  39 1
            40   39  40 2
            41   35  40 1
            42   38  41 1
            43   41  42 1
            44   42  43 1
            45   43  44 1
BRACKET     1    12.0400  -39.8300   12.0400  -29.5400
            1    27.4400  -29.5400   27.4400  -39.8300
            1  2
 ORIGINAL  1    9  10  11  13  14  15  17  18  19  20  21  22  23  24  25  26
            1   27  16  12
 REPEAT    1   28  29  30  31  32  33  34  35  36  37  38  39  40  41  42  43
            1   44  45  46

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