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: 
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
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)
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)
Target-based classification of drugs [BR:br08310]
 Ion channels
  Voltage-gated cation channels
   Na+ channel, SCN alpha, NaV1.x
    voltage-gated sodium channel (SCN1A) [HSA:6323] [KO:K04833]
     Fosphenytoin [ATC:N03AB05]
      D07595  Fosphenytoin sodium hydrate (JAN)
    voltage-gated sodium channel (SCN2A) [HSA:6326] [KO:K04834]
     Fosphenytoin [ATC:N03AB05]
      D07595  Fosphenytoin sodium hydrate (JAN)
    voltage-gated sodium channel (SCN3A) [HSA:6328] [KO:K04836]
     Fosphenytoin [ATC:N03AB05]
      D07595  Fosphenytoin sodium hydrate (JAN)
    voltage-gated sodium channel (SCN4A) [HSA:6329] [KO:K04837]
     Fosphenytoin [ATC:N03AB05]
      D07595  Fosphenytoin sodium hydrate (JAN)
    voltage-gated sodium channel (SCN5A) [HSA:6331] [KO:K04838]
     Fosphenytoin [ATC:N03AB05]
      D07595  Fosphenytoin sodium hydrate (JAN)
    voltage-gated sodium channel (SCN8A) [HSA:6334] [KO:K04840]
     Fosphenytoin [ATC:N03AB05]
      D07595  Fosphenytoin sodium hydrate (JAN)
    voltage-gated sodium channel (SCN9A) [HSA:6335] [KO:K04841]
     Fosphenytoin [ATC:N03AB05]
      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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