KEGG   DRUG: D02096Help
Entry
D02096                      Drug                                   

Name
Fosphenytoin sodium (USP);
Cerebyx (TN)
Product
  Generic
Formula
C16H13N2O6P. 2Na
Exact mass
406.0307
Mol weight
406.2375
Structure
Mol fileKCF fileDB searchJmolKegDraw
Activity
Anticonvulsant
Remark
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
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 N NERVOUS SYSTEM
  N03 ANTIEPILEPTICS
   N03A ANTIEPILEPTICS
    N03AB Hydantoin derivatives
     N03AB05 Fosphenytoin
      D02096  Fosphenytoin sodium (USP)
USP drug classification [BR:br08302]
 Anticonvulsants
  Sodium Channel Agents
   Fosphenytoin
    D02096  Fosphenytoin sodium (USP)
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
      D02096  Fosphenytoin sodium (USP)
    voltage-gated sodium channel (SCN2A)
     Fosphenytoin
      D02096  Fosphenytoin sodium (USP)
    voltage-gated sodium channel (SCN3A)
     Fosphenytoin
      D02096  Fosphenytoin sodium (USP)
    voltage-gated sodium channel (SCN4A)
     Fosphenytoin
      D02096  Fosphenytoin sodium (USP)
    voltage-gated sodium channel (SCN5A)
     Fosphenytoin
      D02096  Fosphenytoin sodium (USP)
    voltage-gated sodium channel (SCN8A)
     Fosphenytoin
      D02096  Fosphenytoin sodium (USP)
    voltage-gated sodium channel (SCN9A)
     Fosphenytoin
      D02096  Fosphenytoin sodium (USP)
Cytochrome P450 interactions [BR:br08309]
 Substrates
  CYP2C9
   Fosphenytoin
    D02096  Fosphenytoin sodium (USP)
  CYP2C19
   Fosphenytoin
    D02096  Fosphenytoin sodium (USP)
 Inducers
  CYP2B6
   Fosphenytoin
    D02096  Fosphenytoin sodium (USP)
  CYP3A4
   Fosphenytoin
    D02096  Fosphenytoin sodium (USP)
BRITE hierarchy
Other DBs
CAS: 
92134-98-0
PubChem: 
LigandBox: 
NIKKAJI: 
KCF data Show

ATOM        27
            1   Z   Na   13.2864  -17.8245 #+
            2   Z   Na    9.8618  -21.7310 #+
            3   C1z C    17.0800  -21.2800
            4   N1x N    17.5700  -20.0200
            5   C5x C    16.4500  -19.2500
            6   N1y N    15.2600  -20.0200
            7   C5x C    15.7500  -21.2800
            8   O5x O    16.4500  -17.7800
            9   O5x O    14.9800  -22.4700
            10  C8y C    18.4800  -21.2800
            11  C8x C    19.1800  -22.5400
            12  C8x C    20.6500  -22.5400
            13  C8x C    21.3500  -21.3500
            14  C8x C    20.5800  -20.0900
            15  C8x C    19.1800  -20.0900
            16  C8y C    17.0800  -22.7500
            17  C8x C    15.8900  -23.3800
            18  C8x C    15.8900  -24.7800
            19  C8x C    17.1500  -25.5500
            20  C8x C    18.3400  -24.8500
            21  C8x C    18.3400  -23.4500
            22  C1b C    14.1400  -19.3200
            23  O2b O    12.9500  -20.0200
            24  P1b P    11.7600  -19.3200
            25  O1c O    10.4300  -20.1600 #-
            26  O1c O    11.7600  -17.9200 #-
            27  O1c O    10.5700  -18.6200
BOND        27
            1     3   4 1
            2     4   5 1
            3     5   6 1
            4     6   7 1
            5     3   7 1
            6     5   8 2
            7     7   9 2
            8     3  10 1
            9    10  11 2
            10   11  12 1
            11   12  13 2
            12   13  14 1
            13   14  15 2
            14   10  15 1
            15    3  16 1
            16   16  17 2
            17   17  18 1
            18   18  19 2
            19   19  20 1
            20   20  21 2
            21   16  21 1
            22   22   6 1
            23   22  23 1
            24   23  24 1
            25   24  25 1
            26   24  26 1
            27   24  27 2

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