KEGG   DRUG: Fosphenytoin
Entry
D07993                      Drug                                   
Name
Fosphenytoin (INN)
Formula
C16H15N2O6P
Exact mass
362.0668
Mol weight
362.2739
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
  DG01635  CYP3A4 inducer
Transporter inducer
 DG01893  ABCB1 inducer
Remark
Same as: C07840
ATC code: N03AB05
Chemical structure group: DG00847
Product (DG00847): D02096<US> D07595<JP>
Efficacy
Anticonvulsant, Antiepileptic
Comment
Hydantoin derivative
Active form of prodrug: Phenytoin [DR:D00512]
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: CYP3A4 [HSA:1576], CYP2B6 [HSA:1555]
Transporter induction: ABCB1 [HSA:5243]
Structure map
map07033  Anticonvulsants
map07231  Sodium channel blocking drugs
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 N NERVOUS SYSTEM
  N03 ANTIEPILEPTICS
   N03A ANTIEPILEPTICS
    N03AB Hydantoin derivatives
     N03AB05 Fosphenytoin
      D07993  Fosphenytoin (INN)
Drug groups [BR:br08330]
 Neuropsychiatric agent
  DG03199  Antiepileptic agent
   DG02031  Hydantoin antiepileptic
    DG00847  Fosphenytoin
     D07993  Fosphenytoin
 Metabolizing enzyme substrate
  DG01642  CYP2C9 substrate
   DG00847  Fosphenytoin
    D07993  Fosphenytoin
  DG01639  CYP2C19 substrate
   DG00847  Fosphenytoin
    D07993  Fosphenytoin
 Metabolizing enzyme inducer
  DG02891  CYP2B6 inducer
   DG00847  Fosphenytoin
    D07993  Fosphenytoin
  DG02853  CYP3A/CYP3A4 inducer
   DG01635  CYP3A4 inducer
    DG00847  Fosphenytoin
     D07993  Fosphenytoin
 Transporter inducer
  DG01893  ABCB1 inducer
   DG00847  Fosphenytoin
    D07993  Fosphenytoin
Target-based classification of drugs [BR:br08310]
 Ion channels
  Voltage-gated ion channels
   Sodium channels
    SCN1A
     D07993  Fosphenytoin (INN)
    SCN2A
     D07993  Fosphenytoin (INN)
    SCN3A
     D07993  Fosphenytoin (INN)
    SCN4A
     D07993  Fosphenytoin (INN)
    SCN5A
     D07993  Fosphenytoin (INN)
    SCN8A
     D07993  Fosphenytoin (INN)
    SCN9A
     D07993  Fosphenytoin (INN)
    SCN10A
     D07993  Fosphenytoin (INN)
    SCN11A
     D07993  Fosphenytoin (INN)
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D07993
 Drug transporters
  D07993
Prodrugs [br08324.html]
 D07993
Drug groups [BR:br08330]
 Neuropsychiatric agent
  DG03199  Antiepileptic agent
   DG02031  Hydantoin antiepileptic
    DG00847  Fosphenytoin
 Metabolizing enzyme substrate
  DG01642  CYP2C9 substrate
   DG00847  Fosphenytoin
  DG01639  CYP2C19 substrate
   DG00847  Fosphenytoin
 Metabolizing enzyme inducer
  DG02891  CYP2B6 inducer
   DG00847  Fosphenytoin
  DG02853  CYP3A/CYP3A4 inducer
   DG01635  CYP3A4 inducer
    DG00847  Fosphenytoin
 Transporter inducer
  DG01893  ABCB1 inducer
   DG00847  Fosphenytoin
Prodrugs [br08324.html]
 DG00847
Other DBs
CAS: 93390-81-9
PubChem: 96024687
ChEBI: 5165
LigandBox: D07993
LinkDB
KCF data

ATOM        25
            1   C1z C    19.7691  -15.8279
            2   N1x N    20.2577  -14.5713
            3   C5x C    19.1408  -13.8035
            4   N1y N    17.9541  -14.5713
            5   C5x C    18.4428  -15.8279
            6   O5x O    19.1408  -12.3375
            7   O5x O    17.6051  -17.0146
            8   C8y C    21.1652  -15.8279
            9   C8x C    21.8633  -17.0844
            10  C8x C    23.3293  -17.0844
            11  C8x C    24.0273  -15.8977
            12  C8x C    23.2594  -14.6411
            13  C8x C    21.8633  -14.6411
            14  C8y C    19.7691  -17.2938
            15  C8x C    18.5824  -17.9221
            16  C8x C    18.5824  -19.3182
            17  C8x C    19.8389  -20.0861
            18  C8x C    21.0256  -19.3880
            19  C8x C    21.0256  -17.9919
            20  C1b C    16.7674  -13.8733
            21  O2b O    15.5807  -14.5713
            22  P1b P    14.3940  -13.8733
            23  O1c O    13.2072  -14.5713
            24  O1c O    14.3940  -12.4771
            25  O1c O    13.2072  -13.1752
BOND        27
            1     1   2 1
            2     2   3 1
            3     3   4 1
            4     4   5 1
            5     1   5 1
            6     3   6 2
            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
            22   20   4 1
            23   20  21 1
            24   21  22 1
            25   22  23 1
            26   22  24 1
            27   22  25 2

» Japanese version   » Back

KEGG   DRUG: Fosphenytoin sodium hydrate
Entry
D07595                      Drug                                   
Name
Fosphenytoin sodium hydrate (JAN);
Fostoin (TN)
Formula
C16H13N2O6P. 7H2O. 2Na
Exact mass
532.1046
Mol weight
532.3445
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
  DG01635  CYP3A4 inducer
Transporter inducer
 DG01893  ABCB1 inducer
Remark
Therapeutic category: 1132
ATC code: N03AB05
Chemical structure group: DG00847
Product (DG00847): D02096<US> D07595<JP>
Efficacy
Anticonvulsant
Comment
Hydantoin derivative
Active form of prodrug: Phenytoin [DR:D00512]
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: CYP3A4 [HSA:1576], CYP2B6 [HSA:1555]
Transporter induction: ABCB1 [HSA:5243]
Structure map
map07033  Anticonvulsants
map07231  Sodium channel blocking drugs
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 N NERVOUS SYSTEM
  N03 ANTIEPILEPTICS
   N03A ANTIEPILEPTICS
    N03AB Hydantoin derivatives
     N03AB05 Fosphenytoin
      D07595  Fosphenytoin sodium hydrate (JAN) <JP>
USP drug classification [BR:br08302]
 Anticonvulsants
  Sodium Channel Agents
   Fosphenytoin
    D07595  Fosphenytoin sodium hydrate (JAN)
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
     D07595  Fosphenytoin sodium hydrate (JAN)
Drug groups [BR:br08330]
 Neuropsychiatric agent
  DG03199  Antiepileptic agent
   DG02031  Hydantoin antiepileptic
    DG00847  Fosphenytoin
     D07595  Fosphenytoin sodium hydrate
 Metabolizing enzyme substrate
  DG01642  CYP2C9 substrate
   DG00847  Fosphenytoin
    D07595  Fosphenytoin sodium hydrate
  DG01639  CYP2C19 substrate
   DG00847  Fosphenytoin
    D07595  Fosphenytoin sodium hydrate
 Metabolizing enzyme inducer
  DG02891  CYP2B6 inducer
   DG00847  Fosphenytoin
    D07595  Fosphenytoin sodium hydrate
  DG02853  CYP3A/CYP3A4 inducer
   DG01635  CYP3A4 inducer
    DG00847  Fosphenytoin
     D07595  Fosphenytoin sodium hydrate
 Transporter inducer
  DG01893  ABCB1 inducer
   DG00847  Fosphenytoin
    D07595  Fosphenytoin sodium hydrate
Drug classes [BR:br08332]
 Neuropsychiatric agent
  DG03199  Antiepileptic agent
   D07595  Fosphenytoin sodium hydrate
Target-based classification of drugs [BR:br08310]
 Ion channels
  Voltage-gated ion channels
   Sodium channels
    SCN1A
     D07595  Fosphenytoin sodium hydrate (JAN) <JP>
    SCN2A
     D07595  Fosphenytoin sodium hydrate (JAN) <JP>
    SCN3A
     D07595  Fosphenytoin sodium hydrate (JAN) <JP>
    SCN4A
     D07595  Fosphenytoin sodium hydrate (JAN) <JP>
    SCN5A
     D07595  Fosphenytoin sodium hydrate (JAN) <JP>
    SCN8A
     D07595  Fosphenytoin sodium hydrate (JAN) <JP>
    SCN9A
     D07595  Fosphenytoin sodium hydrate (JAN) <JP>
    SCN10A
     D07595  Fosphenytoin sodium hydrate (JAN) <JP>
    SCN11A
     D07595  Fosphenytoin sodium hydrate (JAN) <JP>
New drug approvals in Japan [br08318.html]
 Drugs with new active ingredients
  D07595
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D07595
 Drug transporters
  D07595
Drug groups [BR:br08330]
 Neuropsychiatric agent
  DG03199  Antiepileptic agent
   DG02031  Hydantoin antiepileptic
    DG00847  Fosphenytoin
 Metabolizing enzyme substrate
  DG01642  CYP2C9 substrate
   DG00847  Fosphenytoin
  DG01639  CYP2C19 substrate
   DG00847  Fosphenytoin
 Metabolizing enzyme inducer
  DG02891  CYP2B6 inducer
   DG00847  Fosphenytoin
  DG02853  CYP3A/CYP3A4 inducer
   DG01635  CYP3A4 inducer
    DG00847  Fosphenytoin
 Transporter inducer
  DG01893  ABCB1 inducer
   DG00847  Fosphenytoin
Prodrugs [br08324.html]
 DG00847
Other DBs
PubChem: 96024448
LigandBox: D07595
LinkDB
KCF data

ATOM        34
            1   O0  O    25.9700  -22.5400
            2   Z   Na   14.9800  -15.9600 #+
            3   Z   Na   11.4100  -19.7400 #+
            4   C1z C    18.5500  -19.3200
            5   N1x N    19.0400  -18.0600
            6   C5x C    17.9200  -17.2900
            7   N1y N    16.7300  -18.0600
            8   C5x C    17.2200  -19.3200
            9   O5x O    17.9200  -15.8200
            10  O5x O    16.4500  -20.5100
            11  C8y C    19.9500  -19.3200
            12  C8x C    20.6500  -20.5800
            13  C8x C    22.1200  -20.5800
            14  C8x C    22.8200  -19.3900
            15  C8x C    22.0500  -18.1300
            16  C8x C    20.6500  -18.1300
            17  C8y C    18.5500  -20.7900
            18  C8x C    17.3600  -21.4200
            19  C8x C    17.3600  -22.8200
            20  C8x C    18.6200  -23.5900
            21  C8x C    19.8100  -22.8900
            22  C8x C    19.8100  -21.4900
            23  C1b C    15.6100  -17.3600
            24  O2b O    14.4200  -18.0600
            25  P1b P    13.2300  -17.3600
            26  O1c O    11.9000  -18.2000 #-
            27  O1c O    13.2300  -15.9600 #-
            28  O1c O    12.0400  -16.6600
            29  O0  O    25.9700  -22.5400
            30  O0  O    25.9700  -22.5400
            31  O0  O    25.9700  -22.5400
            32  O0  O    25.9700  -22.5400
            33  O0  O    25.9700  -22.5400
            34  O0  O    25.9700  -22.5400
BOND        27
            1     4   5 1
            2     5   6 1
            3     6   7 1
            4     7   8 1
            5     4   8 1
            6     6   9 2
            7     8  10 2
            8     4  11 1
            9    11  12 2
            10   12  13 1
            11   13  14 2
            12   14  15 1
            13   15  16 2
            14   11  16 1
            15    4  17 1
            16   17  18 2
            17   18  19 1
            18   19  20 2
            19   20  21 1
            20   21  22 2
            21   17  22 1
            22   23   7 1
            23   23  24 1
            24   24  25 1
            25   25  26 1
            26   25  27 1
            27   25  28 2
BRACKET     1    23.6600  -23.6600   23.6600  -21.3500
            1    26.8100  -21.3500   26.8100  -23.6600
            1  7
 ORIGINAL  1    1
 REPEAT    1   29  30  31  32  33  34

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