KEGG   DRUG: MiconazoleHelp
Entry
D00416                      Drug                                   

Name
Miconazole (JP17/USP/INN);
Monistat (TN)
Product
Formula
C18H14Cl4N2O
Exact mass
413.986
Mol weight
416.1286
Structure
Mol fileKCF fileDB searchJmolKegDraw
Class
Antifungal
 DG01883  Imidazole antifungal
Cyp substrate
 DG01642  CYP2C9 substrate
 DG01633  CYP3A4 substrate
Cyp inhibitor
 DG01643  CYP2C9 inhibitor
 DG01522  CYP3A4 inhibitor
Remark
Therapeutic category: 
ATC code: 
Chemical group: 
Activity
Antifungal
Comment
ergosterol biosynthesis inhibitor
Target
sterol 14alpha-demethylase ihibitor [KO:K05917]
  Pathway
Steroid biosynthesis
Metabolism
Enzyme: CYP2C9 [HSA:1559], CYP3A4 [HSA:1576]
Interaction
CYP inhibition: CYP2C9 [HSA:1559], CYP3A4 [HSA:1576]
Drug interaction
Structure map
Antifungal agents
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 A ALIMENTARY TRACT AND METABOLISM
  A01 STOMATOLOGICAL PREPARATIONS
   A01A STOMATOLOGICAL PREPARATIONS
    A01AB Antiinfectives and antiseptics for local oral treatment
     A01AB09 Miconazole
      D00416  Miconazole (JP17/USP/INN)
  A07 ANTIDIARRHEALS, INTESTINAL ANTIINFLAMMATORY/ANTIINFECTIVE AGENTS
   A07A INTESTINAL ANTIINFECTIVES
    A07AC Imidazole derivatives
     A07AC01 Miconazole
      D00416  Miconazole (JP17/USP/INN)
 D DERMATOLOGICALS
  D01 ANTIFUNGALS FOR DERMATOLOGICAL USE
   D01A ANTIFUNGALS FOR TOPICAL USE
    D01AC Imidazole and triazole derivatives
     D01AC02 Miconazole
      D00416  Miconazole (JP17/USP/INN)
 G GENITO URINARY SYSTEM AND SEX HORMONES
  G01 GYNECOLOGICAL ANTIINFECTIVES AND ANTISEPTICS
   G01A ANTIINFECTIVES AND ANTISEPTICS, EXCL. COMBINATIONS WITH CORTICOSTEROIDS
    G01AF Imidazole derivatives
     G01AF04 Miconazole
      D00416  Miconazole (JP17/USP/INN)
 J ANTIINFECTIVES FOR SYSTEMIC USE
  J02 ANTIMYCOTICS FOR SYSTEMIC USE
   J02A ANTIMYCOTICS FOR SYSTEMIC USE
    J02AB Imidazole derivatives
     J02AB01 Miconazole
      D00416  Miconazole (JP17/USP/INN)
 S SENSORY ORGANS
  S02 OTOLOGICALS
   S02A ANTIINFECTIVES
    S02AA Antiinfectives
     S02AA13 Miconazole
      D00416  Miconazole (JP17/USP/INN)
USP drug classification [BR:br08302]
 Antifungals
  Miconazole
   D00416  Miconazole (JP17/USP/INN)
Therapeutic category of drugs in Japan [BR:br08301]
 6  Agents against pathologic organisms and parasites
  62  Chemotherapeutics
   629  Miscellaneous
    6290  Miscellaneous
     D00416  Miconazole (JP17/USP/INN)
Risk category of Japanese OTC drugs [BR:br08312]
 First-class OTC drugs
  Inorganic and organic chemicals
   Miconazole
    D00416  Miconazole (JP17/USP/INN)
 Second-class OTC drugs
  Inorganic and organic chemicals
   Miconazole
    D00416  Miconazole (JP17/USP/INN)
Antiinfectives [BR:br08307]
 Antifungals
  Ergosterol biosynthesis inhibitor
   sterol 14alpha-demethylase inhibitor
    Imidazoles
     Miconazole
      D00416  Miconazole (JP17/USP/INN)
Cytochrome P450 interactions [BR:br08309]
 CYP inhbitors
  CYP2C9
   Miconazole
    D00416  Miconazole (JP17/USP/INN)
  CYP3A4
   Miconazole
    D00416  Miconazole (JP17/USP/INN)
  CYP3A
   Miconazole
    D00416  Miconazole (JP17/USP/INN)
 CYP substrates
  CYP2C9
   Miconazole
    D00416  Miconazole (JP17/USP/INN)
  CYP3A4
   Miconazole
    D00416  Miconazole (JP17/USP/INN)
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
 Chemicals
  D00416  Miconazole
Antifungals [br08352.html]
 D00416
BRITE hierarchy
Other DBs
CAS: 
22916-47-8
PubChem: 
DrugBank: 
LigandBox: 
NIKKAJI: 
KCF data Show

ATOM        25
            1   C8y C    11.4100   -9.5200
            2   C8x C    11.4100  -10.9200
            3   C8y C    12.6224  -11.6200
            4   C8y C    13.8349  -10.9200
            5   C8x C    13.8349   -9.5200
            6   C8x C    12.6224   -8.8200
            7   C1b C    15.0724  -11.6200
            8   O2a O    16.2849  -10.9200
            9   C1c C    17.4973  -11.6200
            10  C1b C    18.7097  -10.9200
            11  N4y N    19.9222  -11.6200
            12  X   Cl   12.6224  -13.0198
            13  X   Cl   10.1976   -8.8200
            14  C8y C    17.4973  -13.0200
            15  C8y C    16.2869  -13.7188
            16  C8x C    16.2869  -15.1188
            17  C8y C    17.4993  -15.8188
            18  C8x C    18.7097  -15.1200
            19  C8x C    18.7097  -13.7200
            20  X   Cl   15.0924  -13.0290
            21  X   Cl   17.4993  -17.2200
            22  C8x C    19.9222  -13.0200
            23  N5x N    21.2537  -13.4526
            24  C8x C    22.0766  -12.3200
            25  C8x C    21.2537  -11.1874
BOND        27
            1     1   2 2
            2     2   3 1
            3     3   4 2
            4     4   5 1
            5     5   6 2
            6     1   6 1
            7     4   7 1
            8     7   8 1
            9     8   9 1
            10    9  10 1
            11   10  11 1
            12    3  12 1
            13    1  13 1
            14    9  14 1
            15   14  15 2
            16   15  16 1
            17   16  17 2
            18   17  18 1
            19   18  19 2
            20   14  19 1
            21   15  20 1
            22   17  21 1
            23   11  22 1
            24   22  23 2
            25   23  24 1
            26   24  25 2
            27   11  25 1

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