KEGG   DRUG: D00304Help
Entry
D00304                      Drug                                   

Name
Divalproex sodium (USP);
Valproate semisodium (INN);
Depakote (TN)
Product
  Generic
DIVALPROEX SODIUM (Aidarex Pharmaceuticals LLC), DIVALPROEX SODIUMDELAYED-RELEASE (Aidarex Pharmaceuticals LLC), DIVALPROEX SODIUM (American Health Packaging), DIVALPROEX SODIUM (American Health Packaging), DIVALPROEX SODIUM (American Health Packaging), DIVALPROEX SODIUM (Aphena Pharma Solutions - Tennessee), DIVALPROEX SODIUM (Aurobindo Pharma Limited), DIVALPROEX SODIUM (Aurobindo Pharma Limited), DIVALPROEX SODIUM (BluePoint Laboratories), DIVALPROEX SODIUM (Bryant Ranch Prepack), DIVALPROEX SODIUM (Bryant Ranch Prepack), DIVALPROEX SODIUM (Bryant Ranch Prepack), DIVALPROEX SODIUM (Cadila Healthcare Limited), DIVALPROEX SODIUM (Cadila Healthcare Limited), DIVALPROEX SODIUM (Cadila Healthcare Limited), DIVALPROEX SODIUM (Cardinal Health), DIVALPROEX SODIUM (Cardinal Health), DIVALPROEX SODIUM (Cardinal Health), DIVALPROEX SODIUM (Cardinal Health), DIVALPROEX SODIUM (Cardinal Health), DIVALPROEX SODIUM (Cardinal Health), DIVALPROEX SODIUM (Carilion Materials Management), DIVALPROEX SODIUM (Citron Pharma LLC), DIVALPROEX SODIUM (Clinical Solutions Wholesale), DIVALPROEX SODIUM (Contract Pharmacy Services-PA), DIVALPROEX SODIUM (Contract Pharmacy Services-PA), DIVALPROEX SODIUM (Dr. Reddy's Laboratories), DIVALPROEX SODIUM (Dr. Reddy's Laboratories), DIVALPROEX SODIUM (Dr. Reddy's Laboratories), DIVALPROEX SODIUM (Dr. Reddy's Laboratories), DIVALPROEX SODIUM (Global Pharmaceuticals), DIVALPROEX SODIUM (Lake Erie Medical & Surgical Supply DBA Quality Care Products LLC), DIVALPROEX SODIUM (Lake Erie Medical DBA Quality Care Products LLC), DIVALPROEX SODIUM (Lupin Pharmaceuticals), DIVALPROEX SODIUM (Major Pharmaceuticals), DIVALPROEX SODIUM (McKesson Contract Packaging), DIVALPROEX SODIUM (McKesson Contract Packaging), DIVALPROEX SODIUM (McKesson Contract Packaging), DIVALPROEX SODIUM (McKesson Packaging Services a business unit of McKesson Corporation), DIVALPROEX SODIUM (Mylan Institutional), DIVALPROEX SODIUM (Mylan Institutional), DIVALPROEX SODIUM (Mylan Institutional), DIVALPROEX SODIUM (Mylan Pharmaceutical), DIVALPROEX SODIUM (Mylan Pharmaceuticals), DIVALPROEX SODIUM (Mylan Pharmaceuticals), DIVALPROEX SODIUM (NCS HealthCare of KY), DIVALPROEX SODIUM (NCS HealthCare of KY), DIVALPROEX SODIUM (NCS HealthCare of KY), DIVALPROEX SODIUM (Northstar Rx LLC), DIVALPROEX SODIUM (PD-Rx Pharmaceuticals), DIVALPROEX SODIUM (Par Pharmaceutical), DIVALPROEX SODIUM (Physicians Total Care), DIVALPROEX SODIUM (Physicians Total Care), DIVALPROEX SODIUM (Qualitest Pharmaceuticals), DIVALPROEX SODIUM (REMEDYREPACK), DIVALPROEX SODIUM (REMEDYREPACK), DIVALPROEX SODIUM (REMEDYREPACK), DIVALPROEX SODIUM (REMEDYREPACK), DIVALPROEX SODIUM (REMEDYREPACK), DIVALPROEX SODIUM (REMEDYREPACK), DIVALPROEX SODIUM (REMEDYREPACK), DIVALPROEX SODIUM (REMEDYREPACK), DIVALPROEX SODIUM (REMEDYREPACK), DIVALPROEX SODIUM (REMEDYREPACK), DIVALPROEX SODIUM (REMEDYREPACK), DIVALPROEX SODIUM (REMEDYREPACK), DIVALPROEX SODIUMDELAYED-RELEASE (REMEDYREPACK), DIVALPROEX SODIUM (Rebel Distributors Corp), DIVALPROEX SODIUM (STAT RX USA LLC), DIVALPROEX SODIUM (State of Florida DOH Central Pharmacy), DIVALPROEX SODIUM (State of Florida DOH Central Pharmacy), DIVALPROEX SODIUM (State of Florida DOH Central Pharmacy), DIVALPROEX SODIUM (State of Florida DOH Central Pharmacy), DIVALPROEX SODIUM (Sun Pharmaceutical Industries Limited), DIVALPROEX SODIUM (TWi Pharmaceuticals), DIVALPROEX SODIUM (TYA Pharmaceuticals), DIVALPROEX SODIUM (Teva Pharmaceuticals USA), DIVALPROEX SODIUM (Unichem Pharmaceuticals (USA)), DIVALPROEX SODIUM (Unit Dose Services), DIVALPROEX SODIUM (Upsher-Smith Laboratories), DIVALPROEX SODIUM (Upsher-Smith Laboratories), DIVALPROEX SODIUM (WOCKHARDT LIMITED), DIVALPROEX SODIUM (WOCKHARDT LIMITED), DIVALPROEX SODIUM (WOCKHARDT USA LLC), DIVALPROEX SODIUM (WOCKHARDT USA LLC), DIVALPROEX SODIUM (Watson Pharma), DIVALPROEX SODIUM (Zydus Pharmaceuticals (USA)), DIVALPROEX SODIUM (Zydus Pharmaceuticals (USA)), DIVALPROEX SODIUM (Zydus Pharmaceuticals (USA)), DIVALPROEX SODIUM EXTENDED-RELEASE (Zydus Pharmaceuticals USA), DIVALPROEX SODIUM DELAYED RELEASE (REMEDYREPACK), DIVALPROEX SODIUM DELAYED RELEASE (REMEDYREPACK), DIVALPROEX SODIUM EXTENDED RELEASE (REMEDYREPACK), DIVALPROEX SODIUM EXTENDED-RELEASE (American Health Packaging), DIVALPROEX SODIUM EXTENDED-RELEASE (Cardinal Health)
Formula
(C8H15O2. Na)n. (C8H16O2)m
Structure
Mol fileKCF fileDB searchJmolKegDraw
Activity
Anticonvulsant
Remark
ATC code: 
Drug group: 
Comment
Valproic acid is contraindicated in patients with known urea cycle disorders [DS:H00164 H00185 H00186 H00187 H01028 H01032]
Target
GABA transaminase inhibitor [HSA:18] [KO:K13524];
calcium channel T type blocker [HSA:8911 8912 8913] [KO:K04856 K04855 K04854];
histone acetyltransferase inhibitor [HSA:203611 253175 9085 9426] [KO:K00653];
histone deacetylases (HDACs) inhibitor [HSA:3065 3066 8841 9759 10014 10013 51564 55869 9734 83933] [KO:K06067 K11404 K11406 K11407 K11408 K11405 K11409]
  Pathway
hsa04010  MAPK signaling pathway
hsa04020  Calcium signaling pathway
hsa04727  GABAergic synapse  
 
Metabolism
Enzyme: CYP2C9 [HSA:1559], CYP3A4 [HSA:1576]
Interaction
Genomic biomarker: (1) NAGS [HSA:162417], CPS [HSA:1373], ASS [HSA:445], OTC [HSA:5009], ASL [HSA:435], ARG [HSA:383 384], (2) POLG [HSA:5428]
Drug interaction
Structure map
Anticonvulsants
Calcium channel blocking drugs
Antimigraines
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 N NERVOUS SYSTEM
  N03 ANTIEPILEPTICS
   N03A ANTIEPILEPTICS
    N03AG Fatty acid derivatives
     N03AG01 Valproic acid
      D00304  Divalproex sodium (USP); Valproate semisodium (INN)
USP drug classification [BR:br08302]
 Anticonvulsants
  Gamma-aminobutyric Acid (GABA) Augmenting Agents
   Divalproex
    D00304  Divalproex sodium (USP); Valproate semisodium (INN)
   Valproate
    D00304  Divalproex sodium (USP); Valproate semisodium (INN)
 Antimigraine Agents
  Prophylactic
   Divalproex
    D00304  Divalproex sodium (USP); Valproate semisodium (INN)
 Bipolar Agents
  Mood Stabilizers
   Divalproex
    D00304  Divalproex sodium (USP); Valproate semisodium (INN)
Target-based classification of drugs [BR:br08310]
 Ion channels
  Voltage-gated cation channels
   Ca2+ channel, CACN alpha-1, CaVx.x
    calcium channel T type
     Valproic acid
      D00304  Divalproex sodium (USP); Valproate semisodium (INN)
 Enzymes
  Transferases
   histone acetyltransferase
    Valproic acid
     D00304  Divalproex sodium (USP); Valproate semisodium (INN)
   GABA transaminase
    Valproic acid
     D00304  Divalproex sodium (USP); Valproate semisodium (INN)
  Hydrolases
   histone deacetylase
    Valproic acid
     D00304  Divalproex sodium (USP); Valproate semisodium (INN)
Cytochrome P450 interactions [BR:br08309]
 Substrates
  CYP2C9
   Valproic acid
    D00304  Divalproex sodium (USP); Valproate semisodium (INN)
BRITE hierarchy
Other DBs
CAS: 
76584-70-8
PubChem: 
DrugBank: 
LigandBox: 
LinkDB All DBs
KCF data Show

ATOM        21
            1   C1c C    22.5400  -21.0000
            2   C1b C    22.5400  -19.6000
            3   C1b C    21.2800  -21.7000
            4   C6a C    23.7300  -21.7000
            5   C1b C    21.2800  -18.9000
            6   C1b C    20.0900  -21.0000
            7   O6a O    23.7300  -23.1000
            8   O6a O    24.9200  -21.0000
            9   C1a C    20.0900  -19.6000
            10  C1a C    18.9000  -21.7000
            11  C1c C    33.1100  -21.2100
            12  C1b C    33.1100  -19.8100
            13  C1b C    31.8500  -21.9100
            14  C6a C    34.3000  -21.9100
            15  C1b C    31.8500  -19.1100
            16  C1b C    30.6600  -21.2100
            17  O6a O    34.3000  -23.3100 #-
            18  O6a O    35.4900  -21.2100
            19  C1a C    30.6600  -19.8100
            20  C1a C    29.4700  -21.9100
            21  Z   Na   35.9100  -23.3800 #+
BOND        18
            1     1   2 1
            2     1   3 1
            3     1   4 1
            4     2   5 1
            5     3   6 1
            6     4   7 1
            7     4   8 2
            8     5   9 1
            9     6  10 1
            10   11  12 1
            11   11  13 1
            12   11  14 1
            13   12  15 1
            14   13  16 1
            15   14  17 1
            16   14  18 2
            17   15  19 1
            18   16  20 1
BRACKET     1    16.6600  -24.1500   16.6600  -18.2700
            1    25.6900  -18.2700   25.6900  -24.1500
            1  m
 ORIGINAL  1    1   2   3   4   5   6   7   8   9  10
 REPEAT    1
            2    27.8600  -24.3600   27.8600  -18.1300
            2    37.4500  -18.1300   37.4500  -24.3600
            2  n
 ORIGINAL  2   11  12  13  14  15  16  17  18  19  20  21
 REPEAT    2

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