KEGG   DRUG: Metoprolol succinate
Entry
D00635                      Drug                                   
Name
Metoprolol succinate (USP);
Toprol XL (TN)
Product
KAPSPARGO (Sun Pharmaceutical Industries), METOPROLOL SUCCINATE (Sun Pharmaceutical Industries), TOPROL (Aphena Pharma Solutions - Tennessee), TOPROL (Aphena Pharma Solutions - Tennessee), TOPROL (Aphena Pharma Solutions - Tennessee), TOPROL (Aphena Pharma Solutions - Tennessee), TOPROL XL (Melinta Therapeutics)
  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 (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 (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 (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 (Cardinal Health 107), METOPROLOL SUCCINATE (Cipla USA), METOPROLOL SUCCINATE (Coupler LLC), METOPROLOL SUCCINATE (Coupler LLC), METOPROLOL SUCCINATE (Coupler LLC), METOPROLOL SUCCINATE (Direct_Rx), METOPROLOL SUCCINATE (Dr. Reddy's Laboratories Limited), METOPROLOL SUCCINATE (Dr. Reddy's Laboratories Limited), METOPROLOL SUCCINATE (Epic Pharma), METOPROLOL SUCCINATE (Golden State Medical Supply), METOPROLOL SUCCINATE (Granules India), 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 (Nivagen Pharmaceuticals), METOPROLOL SUCCINATE (Nivagen Pharmaceuticals), METOPROLOL SUCCINATE (Northstar Rx LLC), 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 (NuCare Pharmaceutcals), 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 (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 (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 (Proficient Rx LP), METOPROLOL SUCCINATE (Proficient Rx LP), 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 (Redpharm Drug), 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 (Zydus Lifesciences Limited), METOPROLOL SUCCINATE (Zydus Pharmaceuticals (USA)), 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

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