KEGG   DRUG: Propranolol
Entry
D08443                      Drug                                   

Name
Propranolol (INN);
Propranolol (TN)
Formula
C16H21NO2
Exact mass
259.1572
Mol weight
259.3434
Structure
Simcomp
Class
Cardiovascular agent
 DG01653  Antiarrhythmics
  DG01806  Class II antiarrhythmic agent
 DG01466  Adrenergic receptor antagonist
  DG01464  beta-Adrenergic receptor antagonist
   DG01461  beta1-Adrenergic receptor antagonist
   DG01462  beta2-Adrenergic receptor antagonist
   DG01463  beta3-Adrenergic receptor antagonist
Metabolizing enzyme substrate
 DG01892  CYP1A2 substrate
 DG01639  CYP2C19 substrate
 DG01644  CYP2D6 substrate
Remark
Same as: C07407
ATC code: C07AA05
Chemical structure group: DG00305
Product (DG00305): D00483<JP/US>
Efficacy
Antiarrhythmic, Antihypertensive, beta-Adrenergic receptor antagonist
Comment
Class II antiarrhythmic agent
Propranolol derivative
Target
ADRB [HSA:153 154 155] [KO:K04141 K04142 K04143]
  Pathway
hsa04080  Neuroactive ligand-receptor interaction
hsa04261  Adrenergic signaling in cardiomyocytes
Metabolism
Enzyme: CYP2D6 [HSA:1565], CYP1A2 [HSA:1544], CYP2C19 [HSA:1557]
Interaction
Structure map
map07037  Antiarrhythmic drugs
map07048  Antimigraines
map07114  Naphthalene family
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
    C07AA Beta blocking agents, non-selective
     C07AA05 Propranolol
      D08443  Propranolol (INN)
Target-based classification of drugs [BR:br08310]
 G Protein-coupled receptors
  Rhodopsin family
   Adrenaline
    ADRB
     D08443  Propranolol (INN)
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D08443
Other DBs
CAS: 525-66-6
PubChem: 96025129
ChEBI: 8499
ChEMBL: CHEMBL27
DrugBank: DB00571
LigandBox: D08443
NIKKAJI: J6.653B
LinkDB
KCF data

ATOM        19
            1   C8y C    21.0700  -18.9700
            2   C8y C    22.3300  -18.2700
            3   C8y C    21.0700  -20.3700
            4   C8x C    19.8800  -18.2700
            5   O2a O    22.3300  -16.8700
            6   C8x C    23.5200  -18.9700
            7   C8x C    22.2600  -21.0700
            8   C8x C    19.8800  -21.0700
            9   C8x C    18.6900  -18.9700
            10  C1b C    23.5200  -16.1700
            11  C8x C    23.5200  -20.3700
            12  C8x C    18.6900  -20.3700
            13  C1c C    24.7100  -16.8700
            14  C1b C    25.9700  -16.1700
            15  O1a O    24.7100  -18.2700
            16  N1b N    27.1600  -16.8700
            17  C1c C    28.3500  -16.1700
            18  C1a C    29.6100  -16.8700
            19  C1a C    28.3500  -14.7700
BOND        20
            1     1   2 1
            2     1   3 2
            3     1   4 1
            4     2   5 1
            5     2   6 2
            6     3   7 1
            7     3   8 1
            8     4   9 2
            9     5  10 1
            10    6  11 1
            11    8  12 2
            12   10  13 1
            13   13  14 1
            14   13  15 1
            15   14  16 1
            16   16  17 1
            17   17  18 1
            18   17  19 1
            19    7  11 2
            20    9  12 1

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KEGG   DRUG: Propranolol hydrochloride
Entry
D00483                      Drug                                   

Name
Propranolol hydrochloride (JP17/USP);
Inderal (TN);
Innopran XL (TN)
Product
  Generic
PROPRANOLOL HCL ER (Direct Rx), PROPRANOLOL HYDROCHLORIDE (A-S Medication Solutions), PROPRANOLOL HYDROCHLORIDE (A-S Medication Solutions), PROPRANOLOL HYDROCHLORIDE (A-S Medication Solutions), PROPRANOLOL HYDROCHLORIDE (A-S Medication Solutions), PROPRANOLOL HYDROCHLORIDE (AMICI PHARMACEUTICALS LLC), PROPRANOLOL HYDROCHLORIDE (Actavis Pharma), PROPRANOLOL HYDROCHLORIDE (Actavis Pharma), PROPRANOLOL HYDROCHLORIDE (American Health Packaging), PROPRANOLOL HYDROCHLORIDE (American Health Packaging), PROPRANOLOL HYDROCHLORIDE (Amneal Pharmaceuticals of New York LLC), PROPRANOLOL HYDROCHLORIDE (Amneal Pharmaceuticals of New York LLC), PROPRANOLOL HYDROCHLORIDE (Aphena Pharma Solutions - Tennessee), PROPRANOLOL HYDROCHLORIDE (Aphena Pharma Solutions - Tennessee), PROPRANOLOL HYDROCHLORIDE (AvKARE), PROPRANOLOL HYDROCHLORIDE (AvPAK), PROPRANOLOL HYDROCHLORIDE (Breckenridge Pharmaceutical), PROPRANOLOL HYDROCHLORIDE (Bryant Ranch Prepack), PROPRANOLOL HYDROCHLORIDE (Bryant Ranch Prepack), PROPRANOLOL HYDROCHLORIDE (Bryant Ranch Prepack), PROPRANOLOL HYDROCHLORIDE (Bryant Ranch Prepack), PROPRANOLOL HYDROCHLORIDE (Bryant Ranch Prepack), PROPRANOLOL HYDROCHLORIDE (Cadila Healthcare Limited), PROPRANOLOL HYDROCHLORIDE (DIRECT RX), PROPRANOLOL HYDROCHLORIDE (DOH CENTRAL PHARMACY), PROPRANOLOL HYDROCHLORIDE (Denton Pharma), PROPRANOLOL HYDROCHLORIDE (Direct_Rx), PROPRANOLOL (Fresenius Kabi USA), PROPRANOLOL HYDROCHLORIDE (General Injectables and Vaccines), PROPRANOLOL HYDROCHLORIDE (Golden State Medical Supply), PROPRANOLOL HYDROCHLORIDE (Golden State Medical Supply), PROPRANOLOL HYDROCHLORIDE (HF Acquisition Co LLC), PROPRANOLOL HYDROCHLORIDE (Lake Erie Medical DBA Quality Care Products LLC), PROPRANOLOL HYDROCHLORIDE (Lannett Company), PROPRANOLOL HYDROCHLORIDE (Major Pharmaceuticals), PROPRANOLOL HYDROCHLORIDE (Medical Purchasing Solutions), PROPRANOLOL (Medical Purchasing Solutions), PROPRANOLOL HYDROCHLORIDE (Mylan Pharmaceuticals), PROPRANOLOL HYDROCHLORIDE (NCS HealthCare of KY), PROPRANOLOL HYDROCHLORIDE (NCS HealthCare of KY), PROPRANOLOL HYDROCHLORIDE (Nortec Development Associates), PROPRANOLOL HYDROCHLORIDE (NuCare Pharmaceuticals), PROPRANOLOL HYDROCHLORIDE (NuCare Pharmaceuticals), PROPRANOLOL HYDROCHLORIDE (NuCare Pharmaceuticals), PROPRANOLOL HYDROCHLORIDE (NuCare Pharmaceuticals), PROPRANOLOL HYDROCHLORIDE (NuCare Pharmaceuticals), PROPRANOLOL HYDROCHLORIDE (NuCare Pharmaceuticals), PROPRANOLOL HYDROCHLORIDE (NuCare Pharmaceuticals), PROPRANOLOL HYDROCHLORIDE (PD-Rx Pharmaceuticals), PROPRANOLOL HYDROCHLORIDE (PD-Rx Pharmaceuticals), PROPRANOLOL HYDROCHLORIDE (Par Pharmaceutical), PROPRANOLOL HYDROCHLORIDE (Preferred Pharmaceuticals), PROPRANOLOL HYDROCHLORIDE (Preferred Pharmaceuticals), PROPRANOLOL HYDROCHLORIDE (Preferred Pharmaceuticals), PROPRANOLOL HYDROCHLORIDE (Preferred Pharmaceuticals), PROPRANOLOL HYDROCHLORIDE (Preferred Pharmaceuticals), PROPRANOLOL HYDROCHLORIDE (Proficient Rx LP), PROPRANOLOL HYDROCHLORIDE (Proficient Rx LP), PROPRANOLOL HYDROCHLORIDE (Proficient Rx LP), PROPRANOLOL HYDROCHLORIDE (Proficient Rx LP), PROPRANOLOL HYDROCHLORIDE (REMEDYREPACK), PROPRANOLOL HYDROCHLORIDE (REMEDYREPACK), PROPRANOLOL HYDROCHLORIDE (REMEDYREPACK), PROPRANOLOL HYDROCHLORIDE (REMEDYREPACK), PROPRANOLOL HYDROCHLORIDE (REMEDYREPACK), PROPRANOLOL HYDROCHLORIDE (REMEDYREPACK), PROPRANOLOL HYDROCHLORIDE (REMEDYREPACK), PROPRANOLOL HYDROCHLORIDE (REMEDYREPACK), PROPRANOLOL HYDROCHLORIDE (REMEDYREPACK), PROPRANOLOL HYDROCHLORIDE (REMEDYREPACK), PROPRANOLOL HYDROCHLORIDE (REMEDYREPACK), PROPRANOLOL HYDROCHLORIDE (RedPharm Drug), PROPRANOLOL HYDROCHLORIDE (RedPharm Drug), PROPRANOLOL HYDROCHLORIDE (RedPharm Drug), PROPRANOLOL HYDROCHLORIDE (St. Mary's Medical Park Pharmacy), PROPRANOLOL HYDROCHLORIDE (St. Mary's Medical Park Pharmacy), PROPRANOLOL HYDROCHLORIDE (Unit Dose Services), PROPRANOLOL HYDROCHLORIDE (West Ward Pharmaceuticals Corp.), PROPRANOLOL HYDROCHLORIDE (West-Ward Pharmaceuticals Corp), PROPRANOLOL HYDROCHLORIDE (Zydus Pharmaceuticals (USA))
Formula
C16H21NO2. HCl
Exact mass
295.1339
Mol weight
295.8044
Structure
Simcomp
Class
Cardiovascular agent
 DG01653  Antiarrhythmics
  DG01806  Class II antiarrhythmic agent
 DG01466  Adrenergic receptor antagonist
  DG01464  beta-Adrenergic receptor antagonist
   DG01461  beta1-Adrenergic receptor antagonist
   DG01462  beta2-Adrenergic receptor antagonist
   DG01463  beta3-Adrenergic receptor antagonist
Metabolizing enzyme substrate
 DG01892  CYP1A2 substrate
 DG01639  CYP2C19 substrate
 DG01644  CYP2D6 substrate
Remark
Therapeutic category: 2123 2149 2900
ATC code: C07AA05
Chemical structure group: DG00305
Product (DG00305): D00483<JP/US>
Product (mixture): D10274<US>
Efficacy
Antiarrhythmic, Antihypertensive, Vasodilator, beta-Adrenergic receptor antagonist
  Disease
Hypertension [DS:H01633]
Angina pectoris due to coronary atherosclerosis [DS:H01632]
Atrial fibrillation [DS:H00731]
Myocardial infarction [DS:H01730]
Essential tremor [DS:H01577]
Infantile hemangioma [DS:H01482]
Comment
Class II antiarrhythmic agent
Propranolol derivative
Target
ADRB [HSA:153 154 155] [KO:K04141 K04142 K04143]
  Pathway
hsa04080  Neuroactive ligand-receptor interaction
hsa04261  Adrenergic signaling in cardiomyocytes
Metabolism
Enzyme: CYP2D6 [HSA:1565], CYP1A2 [HSA:1544], CYP2C19 [HSA:1557]
Interaction
Structure map
map07037  Antiarrhythmic drugs
map07048  Antimigraines
map07114  Naphthalene family
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
    C07AA Beta blocking agents, non-selective
     C07AA05 Propranolol
      D00483  Propranolol hydrochloride (JP17/USP) <JP/US>
USP drug classification [BR:br08302]
 Cardiovascular Agents
  Antiarrhythmics
   Vaughn Williams-Class II
    Propranolol
     D00483  Propranolol hydrochloride (JP17/USP)
  Beta-adrenergic Blocking Agents
   Non-Selective
    Propranolol
     D00483  Propranolol hydrochloride (JP17/USP)
Therapeutic category of drugs in Japan [BR:br08301]
 2  Agents affecting individual organs
  21  Cardiovascular agents
   212  Antiarrhythmic agents
    2123  Beta blockers
     D00483  Propranolol hydrochloride (JP17/USP)
   214  Antihypertensives
    2149  Others
     D00483  Propranolol hydrochloride (JP17/USP)
  29  Other agents affecting individual organs
   290  Other agents affecting individual organs
    2900  Other agents affecting individual organs
     D00483  Propranolol hydrochloride (JP17/USP)
Target-based classification of drugs [BR:br08310]
 G Protein-coupled receptors
  Rhodopsin family
   Adrenaline
    ADRB
     D00483  Propranolol hydrochloride (JP17/USP) <JP/US>
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
 Chemicals
  D00483  Propranolol hydrochloride
  D00483  Propranolol hydrochloride tablets
New drug approvals in Europe [br08329.html]
 European public assessment reports (EPAR) authorised medicine
  D00483
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D00483
Pharmacogenomic biomarkers [br08341.html]
 Polymorphisms and mutations affecting drug response
  D00483
Other DBs
CAS: 318-98-9
PubChem: 7847549
ChEBI: 8500
ChEMBL: CHEMBL1671
DrugBank: DB00571
LigandBox: D00483
NIKKAJI: J262.867H
LinkDB
KCF data

ATOM        20
            1   C8x C     7.6300  -12.9500
            2   C8x C     7.6300  -14.3500
            3   C8x C     8.8424  -15.0500
            4   C8y C    10.0549  -14.3500
            5   C8y C    10.0549  -12.9500
            6   C8x C     8.8424  -12.2500
            7   C8x C    11.2673  -15.0500
            8   C8x C    12.4797  -14.3500
            9   C8x C    12.4797  -12.9500
            10  C8y C    11.2673  -12.2500
            11  O2a O    11.2673  -10.8500
            12  C1b C    12.4818  -10.1488
            13  C1c C    13.6783  -10.8398
            14  C1b C    14.8651  -10.1546
            15  O1a O    13.6784  -12.2497
            16  N1b N    16.0566  -10.8428
            17  C1c C    17.2460  -10.1561
            18  C1a C    18.4362  -10.8435
            19  C1a C    17.2462   -8.7502
            20  X   Cl   18.7600  -14.2800
BOND        20
            1     1   2 2
            2     2   3 1
            3     3   4 2
            4     4   5 1
            5     5   6 2
            6     1   6 1
            7     4   7 1
            8     7   8 2
            9     8   9 1
            10    9  10 2
            11    5  10 1
            12   10  11 1
            13   11  12 1
            14   12  13 1
            15   13  14 1
            16   13  15 1
            17   14  16 1
            18   16  17 1
            19   17  18 1
            20   17  19 1

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KEGG   DRUG: Dexpropranolol hydrochloride
Entry
D03729                      Drug                                   

Name
Dexpropranolol hydrochloride (USAN)
Formula
C16H21NO2. HCl
Exact mass
295.1339
Mol weight
295.8044
Structure
Simcomp
Class
Cardiovascular agent
 DG01653  Antiarrhythmics
  DG01806  Class II antiarrhythmic agent
 DG01466  Adrenergic receptor antagonist
  DG01464  beta-Adrenergic receptor antagonist
   DG01461  beta1-Adrenergic receptor antagonist
   DG01462  beta2-Adrenergic receptor antagonist
   DG01463  beta3-Adrenergic receptor antagonist
Efficacy
Antiarrhythmic, Cardiac depressant, beta-Adrenergic receptor antagonist
Comment
Class II antiarrhythmic agent
See Propranolol [DR:D08443]
Target
ADRB [HSA:153 154 155] [KO:K04141 K04142 K04143]
  Pathway
hsa04020  Calcium signaling pathway
hsa04080  Neuroactive ligand-receptor interaction
hsa04261  Adrenergic signaling in cardiomyocytes
Interaction
Structure map
map07114  Naphthalene family
Brite
Target-based classification of drugs [BR:br08310]
 G Protein-coupled receptors
  Rhodopsin family
   Adrenaline
    ADRB
     D03729  Dexpropranolol hydrochloride (USAN)
Other DBs
CAS: 13071-11-9
PubChem: 17397818
ChEBI: 51161
ChEMBL: CHEMBL1358662
LigandBox: D03729
NIKKAJI: J237.776D
LinkDB
KCF data

ATOM        20
            1   C8x C    19.9417  -19.4715
            2   C8x C    19.9417  -20.8791
            3   C8x C    21.1607  -21.5830
            4   C8y C    22.3798  -20.8791
            5   C8y C    22.3798  -19.4715
            6   C8x C    21.1607  -18.7676
            7   C8x C    23.5988  -21.5830
            8   C8x C    24.8179  -20.8791
            9   C8x C    24.8179  -19.4715
            10  C8y C    23.5988  -18.7676
            11  O2a O    23.5988  -17.3600
            12  C1b C    24.8200  -16.6550
            13  C1c C    26.0231  -17.3498
            14  C1b C    27.2163  -16.6608
            15  N1b N    28.4143  -17.3528
            16  C1c C    29.6102  -16.6623
            17  C1a C    30.8069  -17.3535
            18  C1a C    29.6104  -15.2487
            19  O1a O    26.0228  -18.7210
            20  X   Cl   30.8000  -20.8600
BOND        20
            1     1   2 2
            2     2   3 1
            3     3   4 2
            4     4   5 1
            5     5   6 2
            6     1   6 1
            7     4   7 1
            8     7   8 2
            9     8   9 1
            10    9  10 2
            11    5  10 1
            12   10  11 1
            13   11  12 1
            14   12  13 1
            15   13  14 1
            16   14  15 1
            17   15  16 1
            18   16  17 1
            19   16  18 1
            20   13  19 1 #Up

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