KEGG   DRUG: PhenytoinHelp
Entry
D00512                      Drug                                   

Name
Phenytoin (JP17/USP/INN);
Dilantin (TN)
Product
  Generic
Formula
C15H12N2O2
Exact mass
252.0899
Mol weight
252.268
Structure
Mol fileKCF fileDB searchJmolKegDraw
Class
Cyp substrate
 DG01642  CYP2C9 substrate
 DG01639  CYP2C19 substrate
Cyp inducer
 DG01637  CYP1A2 inducer
 DG01635  CYP3A4 inducer
 DG01897  CYP3A5 inducer
Transporter inducer
 DG01893  P-glycoprotein inducer
Remark
Same as: 
Therapeutic category: 
ATC code: 
Chemical group: 
Activity
Antiepileptic
Comment
Hydantoin derivative
Target
voltage-gated sodium channel (SCN1A) [HSA:6323] [KO:K04833];
voltage-gated sodium channel (SCN2A) [HSA:6326] [KO:K04834];
voltage-gated sodium channel (SCN3A) [HSA:6328] [KO:K04836];
voltage-gated sodium channel (SCN4A) [HSA:6329] [KO:K04837];
voltage-gated sodium channel (SCN5A) [HSA:6331] [KO:K04838];
voltage-gated sodium channel (SCN8A) [HSA:6334] [KO:K04840];
voltage-gated sodium channel (SCN9A) [HSA:6335] [KO:K04841]
Metabolism
Enzyme: CYP2C9 [HSA:1559], CYP2C19 [HSA:1557], CYP3A [HSA:1576 1577 1551], CYP2B6 [HSA:1555]
Interaction
Genomic biomarker: HLA-B [HSA:3106]
CYP induction: CYP3A [HSA:1576 1577 1551], CYP1A2 [HSA:1544]
Transporter induction: ABCB1 [HSA:5243]
Drug interaction
Structure map
Anticonvulsants
Sodium channel blocking drugs
Other map
Bile secretion
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 N NERVOUS SYSTEM
  N03 ANTIEPILEPTICS
   N03A ANTIEPILEPTICS
    N03AB Hydantoin derivatives
     N03AB02 Phenytoin
      D00512  Phenytoin (JP17/USP/INN)
USP drug classification [BR:br08302]
 Anticonvulsants
  Sodium Channel Agents
   Phenytoin
    D00512  Phenytoin (JP17/USP/INN)
Therapeutic category of drugs in Japan [BR:br08301]
 1  Agents affecting nervous system and sensory organs
  11  Agents affecting central nervous system
   113  Antiepileptics
    1132  Hydantoins
     D00512  Phenytoin (JP17/USP/INN)
Target-based classification of drugs [BR:br08310]
 Ion channels
  Voltage-gated cation channels
   Na+ channel, SCN alpha, NaV1.x
    voltage-gated sodium channel (SCN1A)
     Phenytoin
      D00512  Phenytoin (JP17/USP/INN)
    voltage-gated sodium channel (SCN2A)
     Phenytoin
      D00512  Phenytoin (JP17/USP/INN)
    voltage-gated sodium channel (SCN3A)
     Phenytoin
      D00512  Phenytoin (JP17/USP/INN)
    voltage-gated sodium channel (SCN4A)
     Phenytoin
      D00512  Phenytoin (JP17/USP/INN)
    voltage-gated sodium channel (SCN5A)
     Phenytoin
      D00512  Phenytoin (JP17/USP/INN)
    voltage-gated sodium channel (SCN8A)
     Phenytoin
      D00512  Phenytoin (JP17/USP/INN)
    voltage-gated sodium channel (SCN9A)
     Phenytoin
      D00512  Phenytoin (JP17/USP/INN)
Cytochrome P450 interactions [BR:br08309]
 CYP inducers
  CYP1A2
   Phenytoin
    D00512  Phenytoin (JP17/USP/INN)
  CYP3A
   Phenytoin
    D00512  Phenytoin (JP17/USP/INN)
 CYP substrates
  CYP2B6
   Phenytoin
    D00512  Phenytoin (JP17/USP/INN)
  CYP2C9
   Phenytoin
    D00512  Phenytoin (JP17/USP/INN)
  CYP2C19
   Phenytoin
    D00512  Phenytoin (JP17/USP/INN)
  CYP3A
   Phenytoin
    D00512  Phenytoin (JP17/USP/INN)
 Transporter inducers
  ABCB1
   Phenytoin
    D00512  Phenytoin (JP17/USP/INN)
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
 Chemicals
  D00512  Phenytoin
  D00512  Phenytoin tablets
  D00512  Phenytoin powder
Neurological agents [br08367.html]
 Antiepileptic agents
  D00512
Pharmacogenomic biomarkers in FDA drug labels [br08341.html]
 Polymorphisms and germline mutations
  D00512
BRITE hierarchy
Other DBs
CAS: 
57-41-0
PubChem: 
DrugBank: 
LigandBox: 
NIKKAJI: 
LinkDB All DBs
KCF data Show

ATOM        19
            1   C1z C    21.1928  -17.0796
            2   N1x N    21.6897  -15.8145
            3   C2y C    20.5391  -14.9868
            4   N2x N    19.3790  -15.7706
            5   C5x C    19.8336  -17.0686
            6   O1a O    20.5108  -13.5697
            7   O5x O    19.0059  -18.2260
            8   C8y C    22.5928  -17.0796
            9   C8x C    23.2971  -18.2998
            10  C8x C    24.6971  -18.2999
            11  C8x C    25.3972  -17.0875
            12  C8x C    24.6928  -15.8673
            13  C8x C    23.2928  -15.8672
            14  C8y C    21.1928  -18.4796
            15  C8x C    19.9931  -19.1723
            16  C8x C    19.9932  -20.5723
            17  C8x C    21.2057  -21.2722
            18  C8x C    22.4053  -20.5795
            19  C8x C    22.4052  -19.1795
BOND        21
            1     1   2 1
            2     2   3 1
            3     3   4 2
            4     4   5 1
            5     1   5 1
            6     3   6 1
            7     5   7 2
            8     1   8 1
            9     8   9 2
            10    9  10 1
            11   10  11 2
            12   11  12 1
            13   12  13 2
            14    8  13 1
            15    1  14 1
            16   14  15 2
            17   15  16 1
            18   16  17 2
            19   17  18 1
            20   18  19 2
            21   14  19 1

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