KEGG   DRUG: Phenytoin
Entry
D00512                      Drug                                   
Name
Phenytoin (JP18/USP/INN);
Dilantin (TN)
Product
DILANTIN-125 (Viatris Specialty LLC)
  Generic
DILANTIN INFATABS (Parke-Davis Div of Pfizer), PHENYTOIN (ATLANTIC BIOLOGICALS CORP.), PHENYTOIN (American Health Packaging), PHENYTOIN (American Health Packaging), PHENYTOIN (Major Pharmaceuticals), PHENYTOIN (Mylan Pharmaceuticals), PHENYTOIN (PAI Holdings), PHENYTOIN (REMEDYREPACK), PHENYTOIN (Rising Pharma Holdings), PHENYTOIN (Taro Pharmaceuticals U.S.A.), PHENYTOIN (Taro Pharmaceuticals U.S.A.), PHENYTOIN (VistaPharm), PHENYTOIN INFATABS (NCS HealthCare of KY), PHENYTOIN INFATABS (Prasco Laboratories), PHENYTOIN INFATABS (REMEDYREPACK)
Formula
C15H12N2O2
Exact mass
252.0899
Mol weight
252.27
Structure
Simcomp
Class
Neuropsychiatric agent
 DG03199  Antiepileptic agent
  DG02031  Hydantoin antiepileptic
Metabolizing enzyme substrate
 DG01642  CYP2C9 substrate
 DG01639  CYP2C19 substrate
Metabolizing enzyme inducer
 DG02891  CYP2B6 inducer
 DG02853  CYP3A/CYP3A4 inducer
Transporter inducer
 DG01893  ABCB1 inducer
Remark
Same as: C07443
Therapeutic category: 1132
ATC code: N03AB02
Chemical structure group: DG00846
Product (DG00846): D00512<JP/US> D02103<JP/US>
Product (mixture): D07583<JP>
Efficacy
Antiepileptic
Comment
Hydantoin derivative
Target
SCN1A [HSA:6323] [KO:K04833]
SCN2A [HSA:6326] [KO:K04834]
SCN3A [HSA:6328] [KO:K04836]
SCN4A [HSA:6329] [KO:K04837]
SCN5A [HSA:6331] [KO:K04838]
SCN8A [HSA:6334] [KO:K04840]
SCN9A [HSA:6335] [KO:K04841]
SCN10A [HSA:6336] [KO:K04842]
SCN11A [HSA:11280] [KO:K04843]
  Pathway
hsa04728  Dopaminergic synapse
Metabolism
Enzyme: CYP2C9 [HSA:1559]; CYP2C19 [HSA:1557]
Interaction
CYP induction: CYP3A [HSA:1576 1577 1551], CYP2B6 [HSA:1555]
Transporter induction: ABCB1 [HSA:5243]
Structure map
map07033  Anticonvulsants
map07231  Sodium channel blocking drugs
Other map
map04976  Bile secretion
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 N NERVOUS SYSTEM
  N03 ANTIEPILEPTICS
   N03A ANTIEPILEPTICS
    N03AB Hydantoin derivatives
     N03AB02 Phenytoin
      D00512  Phenytoin (JP18/USP/INN) <JP/US>
USP drug classification [BR:br08302]
 Anticonvulsants
  Sodium Channel Agents
   Phenytoin
    D00512  Phenytoin (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
   113  Antiepileptics
    1132  Hydantoins
     D00512  Phenytoin (JP18/USP/INN)
Drug groups [BR:br08330]
 Neuropsychiatric agent
  DG03199  Antiepileptic agent
   DG02031  Hydantoin antiepileptic
    DG00846  Phenytoin
     D00512  Phenytoin
 Metabolizing enzyme substrate
  DG01642  CYP2C9 substrate
   DG00846  Phenytoin
    D00512  Phenytoin
  DG01639  CYP2C19 substrate
   DG00846  Phenytoin
    D00512  Phenytoin
 Metabolizing enzyme inducer
  DG02891  CYP2B6 inducer
   DG00846  Phenytoin
    D00512  Phenytoin
  DG02853  CYP3A/CYP3A4 inducer
   DG00846  Phenytoin
    D00512  Phenytoin
 Transporter inducer
  DG01893  ABCB1 inducer
   DG00846  Phenytoin
    D00512  Phenytoin
Drug classes [BR:br08332]
 Neuropsychiatric agent
  DG03199  Antiepileptic agent
   D00512  Phenytoin
Target-based classification of drugs [BR:br08310]
 Ion channels
  Voltage-gated ion channels
   Sodium channels
    SCN1A
     D00512  Phenytoin (JP18/USP/INN) <JP/US>
    SCN2A
     D00512  Phenytoin (JP18/USP/INN) <JP/US>
    SCN3A
     D00512  Phenytoin (JP18/USP/INN) <JP/US>
    SCN4A
     D00512  Phenytoin (JP18/USP/INN) <JP/US>
    SCN5A
     D00512  Phenytoin (JP18/USP/INN) <JP/US>
    SCN8A
     D00512  Phenytoin (JP18/USP/INN) <JP/US>
    SCN9A
     D00512  Phenytoin (JP18/USP/INN) <JP/US>
    SCN10A
     D00512  Phenytoin (JP18/USP/INN) <JP/US>
    SCN11A
     D00512  Phenytoin (JP18/USP/INN) <JP/US>
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
 Chemicals
  D00512  Phenytoin
  D00512  Phenytoin tablets
  D00512  Phenytoin powder
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D00512
 Drug transporters
  D00512
Pharmacogenomic biomarkers [br08341.html]
 Polymorphisms and mutations affecting drug response
  D00512
Prodrugs [br08324.html]
 D00512
Drug groups [BR:br08330]
 Neuropsychiatric agent
  DG03199  Antiepileptic agent
   DG02031  Hydantoin antiepileptic
    DG00846  Phenytoin
 Metabolizing enzyme substrate
  DG01642  CYP2C9 substrate
   DG00846  Phenytoin
  DG01639  CYP2C19 substrate
   DG00846  Phenytoin
 Metabolizing enzyme inducer
  DG02891  CYP2B6 inducer
   DG00846  Phenytoin
  DG02853  CYP3A/CYP3A4 inducer
   DG00846  Phenytoin
 Transporter inducer
  DG01893  ABCB1 inducer
   DG00846  Phenytoin
Other DBs
CAS: 57-41-0
PubChem: 7847578
ChEBI: 8107
LigandBox: D00512
NIKKAJI: J2.325F
KCF data

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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Drug (2)   
   LigandBox (1)   
   SIDER (1)   
Chemical substance (13)   
   PubChem (1)   
   ChEBI (1)   
   HMDB (1)   
   HSDB (1)   
   MASSBANK (8)   
   NIKKAJI (1)   
All databases (15)   

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