KEGG   DRUG: D00506Help
Entry
D00506                      Drug                                   

Name
Phenobarbital (JP16/USP/INN);
Luminal (TN)
Product
  Other
Formula
C12H12N2O3
Exact mass
232.0848
Mol weight
232.2353
Structure
Mol fileKCF fileDB searchJmolKegDraw
Activity
Anticonvulsant;
Sedative-hypnotic
Remark
Same as: 
Therapeutic category: 
ATC code: 
Drug group: 
Comment
Barbiturates
Target
GABAA-receptor (picrotoxin binding site) agonist [HSA:2554 2555 2556 2557 2558 2559 2560 2561 2562 2563 2564 2565 2566 2567 2568 55879] [KO:K05175 K05181 K05184 K05185 K05186 K05189 K05192]
  Pathway
hsa04080  Neuroactive ligand-receptor interaction
hsa04727  GABAergic synapse  
 
Metabolism
Enzyme: CYP2C19 [HSA:1557], CYP3A [HSA:1576 1577 1551]
Interaction
CYP induction: CYP1A2 [HSA:1544], CYP2B6 [HSA:1555], CYP2C9 [HSA:1559], CYP3A4 [HSA:1576]
Transporter induction: ABCB1 [HSA:5243]
Drug interaction
Structure map
Hypnotics
Anticonvulsants
GABA-A receptor agonists/antagonists
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 N NERVOUS SYSTEM
  N03 ANTIEPILEPTICS
   N03A ANTIEPILEPTICS
    N03AA Barbiturates and derivatives
     N03AA02 Phenobarbital
      D00506  Phenobarbital (JP16/USP/INN)
Therapeutic category of drugs in Japan [BR:br08301]
 1  Agents affecting nervous system and sensory organs
  11  Agents affecting central nervous system
   112  Hypnotics and sedatives, anxiolytics
    1125  Barbiturates and thiobarbiturates
     D00506  Phenobarbital (JP16/USP/INN)
   113  Antiepileptics
    1134  Barbiturates
     D00506  Phenobarbital (JP16/USP/INN)
Target-based classification of drugs [BR:br08310]
 Ion channels
  Cys-loop superfamily
   GABA-A
    GABAA-receptor (picrotoxin binding site)
     Phenobarbital
      D00506  Phenobarbital (JP16/USP/INN)
Cytochrome P450 interactions [BR:br08309]
 Substrates
  CYP2C19
   Phenobarbital
    D00506  Phenobarbital (JP16/USP/INN)
  CYP3A
   Phenobarbital
    D00506  Phenobarbital (JP16/USP/INN)
 Inducers
  CYP1A2
   Phenobarbital
    D00506  Phenobarbital (JP16/USP/INN)
  CYP2B6
   Phenobarbital
    D00506  Phenobarbital (JP16/USP/INN)
  CYP2C9
   Phenobarbital
    D00506  Phenobarbital (JP16/USP/INN)
  CYP3A4
   Phenobarbital
    D00506  Phenobarbital (JP16/USP/INN)
  CYP3A5
   Phenobarbital
    D00506  Phenobarbital (JP16/USP/INN)
  CYP3A7
   Phenobarbital
    D00506  Phenobarbital (JP16/USP/INN)
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
 Chemicals
  D00506  Phenobarbital
  D00506  10% Phenobarbital powder
BRITE hierarchy
Other DBs
CAS: 
50-06-6
PubChem: 
DrugBank: 
LigandBox: 
NIKKAJI: 
KCF data Show

ATOM        17
            1   C1z C    24.5688  -19.5768
            2   C8y C    25.7739  -18.8690
            3   C5x C    23.3288  -18.8924
            4   C5x C    24.5688  -20.9807
            5   C1b C    25.7679  -20.2728
            6   C8x C    26.9847  -19.5534
            7   C8x C    25.7562  -17.4653
            8   N1x N    22.1238  -19.5768
            9   O5x O    23.3288  -17.4770
            10  N1x N    23.3288  -21.6826
            11  O5x O    25.7621  -21.6826
            12  C1a C    27.1718  -20.2728
            13  C8x C    28.1895  -18.8457
            14  C8x C    26.9612  -16.7574
            15  C5x C    22.1238  -20.9807
            16  C8x C    28.1778  -17.4476
            17  O5x O    20.9130  -21.6766
BOND        18
            1     1   2 1
            2     1   3 1
            3     1   4 1
            4     1   5 1
            5     2   6 2
            6     2   7 1
            7     3   8 1
            8     3   9 2
            9     4  10 1
            10    4  11 2
            11    5  12 1
            12    6  13 1
            13    7  14 2
            14    8  15 1
            15   13  16 2
            16   15  17 2
            17   10  15 1
            18   14  16 1

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