KEGG   DRUG: D07595Help
Entry
D07595                      Drug                                   

Name
Fosphenytoin sodium hydrate (JAN);
Fostoin (TN)
Formula
C16H13N2O6P. 7H2O. 2Na
Exact mass
532.1046
Mol weight
532.3445
Structure
Mol fileKCF fileDB searchJmolKegDraw
Activity
Anticonvulsant
Remark
Therapeutic category: 
ATC code: 
Drug group: 
Comment
prodrug, active substance: Phenytoin [DR:D00512]
Target
voltage-gated sodium channel (SCN1A) blocker [HSA:6323] [KO:K04833];
voltage-gated sodium channel (SCN2A) blocker [HSA:6326] [KO:K04834];
voltage-gated sodium channel (SCN3A) blocker [HSA:6328] [KO:K04836];
voltage-gated sodium channel (SCN4A) blocker [HSA:6329] [KO:K04837];
voltage-gated sodium channel (SCN5A) blocker [HSA:6331] [KO:K04838];
voltage-gated sodium channel (SCN8A) blocker [HSA:6334] [KO:K04840];
voltage-gated sodium channel (SCN9A) blocker [HSA:6335] [KO:K04841]
Metabolism
CYP2C9 [HSA:1559], CYP2C19 [HSA:1557]
Interaction
CYP induction: CYP3A4 [HSA:1576], CYP2B6 [HSA:1555]
Drug interaction
Structure map
Anticonvulsants
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)
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)
Target-based classification of drugs [BR:br08310]
 Ion channels
  Voltage-gated cation channels
   Na+ channel, SCN alpha, NaV1.x
    voltage-gated sodium channel (SCN1A)
     Fosphenytoin
      D07595  Fosphenytoin sodium hydrate (JAN)
    voltage-gated sodium channel (SCN2A)
     Fosphenytoin
      D07595  Fosphenytoin sodium hydrate (JAN)
    voltage-gated sodium channel (SCN3A)
     Fosphenytoin
      D07595  Fosphenytoin sodium hydrate (JAN)
    voltage-gated sodium channel (SCN4A)
     Fosphenytoin
      D07595  Fosphenytoin sodium hydrate (JAN)
    voltage-gated sodium channel (SCN5A)
     Fosphenytoin
      D07595  Fosphenytoin sodium hydrate (JAN)
    voltage-gated sodium channel (SCN8A)
     Fosphenytoin
      D07595  Fosphenytoin sodium hydrate (JAN)
    voltage-gated sodium channel (SCN9A)
     Fosphenytoin
      D07595  Fosphenytoin sodium hydrate (JAN)
Cytochrome P450 interactions [BR:br08309]
 Substrates
  CYP2C9
   Fosphenytoin
    D07595  Fosphenytoin sodium hydrate (JAN)
  CYP2C19
   Fosphenytoin
    D07595  Fosphenytoin sodium hydrate (JAN)
 Inducers
  CYP2B6
   Fosphenytoin
    D07595  Fosphenytoin sodium hydrate (JAN)
  CYP3A4
   Fosphenytoin
    D07595  Fosphenytoin sodium hydrate (JAN)
BRITE hierarchy
Other DBs
PubChem: 
LigandBox: 
KCF data Show

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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