| Entry |
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| Name |
Fosphenytoin (INN) |
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| Formula |
C16H15N2O6P
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| Exact mass |
362.0668
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| Mol weight |
362.2739
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| Structure |
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| Simcomp |
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| 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
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| Remark |
| Product (DG00847): | D02096<US> D07595<JP> |
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| Efficacy |
Anticonvulsant, Antiepileptic |
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| Comment |
Hydantoin derivative
Active form of prodrug: Phenytoin [DR: D00512]
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| Target |
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| Pathway |
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| Metabolism |
Enzyme: CYP2C9 [HSA: 1559]; CYP2C19 [HSA: 1557]
|
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| Interaction |
CYP induction: CYP3A4 [HSA: 1576], CYP2B6 [HSA: 1555]
Transporter induction: ABCB1 [HSA: 5243]
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| Structure map |
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| 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
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| Other DBs |
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| LinkDB |
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| 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
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