KEGG   DRUG: Phenobarbital
Entry
D00506                      Drug                                   
Name
Phenobarbital (JP18/USP/INN);
Luminal (TN)
Formula
C12H12N2O3
Exact mass
232.0848
Mol weight
232.2353
Structure
Simcomp
Class
Neuropsychiatric agent
 DG01567  GABA-A receptor agonist
 DG03199  Antiepileptic agent
  DG01904  Barbiturate antiepileptic
Metabolizing enzyme inducer
 DG01637  CYP1A2 inducer
 DG02891  CYP2B6 inducer
 DG02886  CYP2C9 inducer
 DG02853  CYP3A/CYP3A4 inducer
Remark
Same as: C07434
Therapeutic category: 1125 1134
ATC code: N03AA02
Chemical structure group: DG00845
Product (DG00845): D00506<JP> D00701<JP/US>
Product (mixture): D07583<JP>
Efficacy
Antianxiety, Anticonvulsant, Sedative-hypnotic
Comment
Barbiturates
Target
  Pathway
hsa04080  Neuroactive ligand-receptor interaction
hsa04727  GABAergic synapse
Interaction
CYP induction: CYP3A [HSA:1576 1577 1551]; CYP1A2 [HSA:1544], CYP2B6 [HSA:1555], CYP2C9 [HSA:1559]
Structure map
map07032  Hypnotics
map07033  Anticonvulsants
map07230  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 (JP18/USP/INN) <JP>
USP drug classification [BR:br08302]
 Anticonvulsants
  Gamma-aminobutyric Acid (GABA) Augmenting Agents
   Barbituates
    Phenobarbital
     D00506  Phenobarbital (JP18/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 (JP18/USP/INN)
   113  Antiepileptics
    1134  Barbiturates
     D00506  Phenobarbital (JP18/USP/INN)
Drug groups [BR:br08330]
 Neuropsychiatric agent
  DG01567  GABA-A receptor agonist
   DG00845  Phenobarbital
    D00506  Phenobarbital
  DG03199  Antiepileptic agent
   DG01904  Barbiturate antiepileptic
    DG00845  Phenobarbital
     D00506  Phenobarbital
 Metabolizing enzyme inducer
  DG01637  CYP1A2 inducer
   DG00845  Phenobarbital
    D00506  Phenobarbital
  DG02891  CYP2B6 inducer
   DG00845  Phenobarbital
    D00506  Phenobarbital
  DG02886  CYP2C9 inducer
   DG00845  Phenobarbital
    D00506  Phenobarbital
  DG02853  CYP3A/CYP3A4 inducer
   DG00845  Phenobarbital
    D00506  Phenobarbital
Drug classes [BR:br08332]
 Neuropsychiatric agent
  DG03199  Antiepileptic agent
   D00506  Phenobarbital
Target-based classification of drugs [BR:br08310]
 Ion channels
  Ligand-gated ion channels
   GABA (ionotropic)
    GABR
     D00506  Phenobarbital (JP18/USP/INN) <JP>
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
 Chemicals
  D00506  Phenobarbital
  D00506  Phenobarbital tablets
  D00506  10% Phenobarbital powder
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D00506
Prodrugs [br08324.html]
 D00506
Narcotics and psychotropics in Japan [br08308.html]
 Psychotropics by Control Act Article 2 Table 31 (10 substances)
  D00506
Drug groups [BR:br08330]
 Neuropsychiatric agent
  DG01567  GABA-A receptor agonist
   DG00845  Phenobarbital
  DG03199  Antiepileptic agent
   DG01904  Barbiturate antiepileptic
    DG00845  Phenobarbital
 Metabolizing enzyme inducer
  DG01637  CYP1A2 inducer
   DG00845  Phenobarbital
  DG02891  CYP2B6 inducer
   DG00845  Phenobarbital
  DG02886  CYP2C9 inducer
   DG00845  Phenobarbital
  DG02853  CYP3A/CYP3A4 inducer
   DG00845  Phenobarbital
Other DBs
CAS: 50-06-6
PubChem: 7847572
ChEBI: 8069
PDB-CCD: UQA[PDBj]
LigandBox: D00506
NIKKAJI: J4.499G
KCF data

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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