KEGG   DRUG: Pioglitazone
Entry
D08378                      Drug                                   
Name
Pioglitazone (INN);
Actos (TN)
Formula
C19H20N2O3S
Exact mass
356.1195
Mol weight
356.4387
Structure
Simcomp
Class
Antidiabetic agent
 DG01685  Insulin sensitizer
  DG01795  PPAR gamma agonist
   DG01683  Thiazolidinedione
Metabolizing enzyme substrate
 DG02918  CYP2C8 substrate
Remark
Same as: C07675
ATC code: A10BG03
Chemical structure group: DG00117
Product (DG00117): D00945<JP/US>
Product (mixture): D09744<JP/US> D09848<JP/US>
Efficacy
Antidiabetic, Peroxisome proliferator-activated receptor (PPAR) gamma agonist
Comment
Thiazolidinedione derivative
Target
NR1C3 (PPARG) [HSA:5468] [KO:K08530]
  Pathway
hsa03320  PPAR signaling pathway
hsa04152  AMPK signaling pathway
Metabolism
Enzyme: CYP2C8 [HSA:1558]
Interaction
Structure map
map07051  Antidiabetics
map07222  Peroxisome proliferator-activated receptor (PPAR) agonists
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 A ALIMENTARY TRACT AND METABOLISM
  A10 DRUGS USED IN DIABETES
   A10B BLOOD GLUCOSE LOWERING DRUGS, EXCL. INSULINS
    A10BG Thiazolidinediones
     A10BG03 Pioglitazone
      D08378  Pioglitazone (INN)
Drug groups [BR:br08330]
 Antidiabetic agent
  DG01685  Insulin sensitizer
   DG01795  PPAR gamma agonist
    DG01683  Thiazolidinedione
     DG00117  Pioglitazone
      D08378  Pioglitazone
 Metabolizing enzyme substrate
  DG02918  CYP2C8 substrate
   DG00117  Pioglitazone
    D08378  Pioglitazone
Target-based classification of drugs [BR:br08310]
 Nuclear receptors
  Thyroid hormone like receptors
   Peroxisome proliferator-activated receptor (PPAR)
    NR1C3 (PPARG)
     D08378  Pioglitazone (INN)
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D08378
Drug groups [BR:br08330]
 Antidiabetic agent
  DG01685  Insulin sensitizer
   DG01795  PPAR gamma agonist
    DG01683  Thiazolidinedione
     DG00117  Pioglitazone
 Metabolizing enzyme substrate
  DG02918  CYP2C8 substrate
   DG00117  Pioglitazone
Other DBs
CAS: 111025-46-8
PubChem: 96025064
ChEBI: 8228
LigandBox: D08378
NIKKAJI: J866.288F
KCF data

ATOM        25
            1   C1y C    32.9700  -20.3700
            2   C1b C    31.7800  -19.6700
            3   C8y C    30.5900  -20.3700
            4   C8x C    29.3300  -19.6700
            5   C8x C    30.5900  -21.7700
            6   C8x C    28.1400  -20.3700
            7   C8x C    29.3300  -22.4700
            8   C8y C    28.1400  -21.7700
            9   O2a O    26.9500  -22.4700
            10  C1b C    25.6900  -21.7700
            11  C1b C    24.5700  -22.4700
            12  C8y C    23.3800  -21.7700
            13  C8x C    23.3800  -20.3700
            14  N5x N    22.1900  -22.4700
            15  C8x C    22.1900  -19.6700
            16  C8x C    20.9300  -21.7700
            17  C8y C    20.9300  -20.3700
            18  C1b C    19.7400  -19.6700
            19  C1a C    18.5500  -20.3700
            20  C5x C    32.9698  -21.7700
            21  N1x N    34.3013  -22.2028
            22  C5x C    35.1243  -21.0703
            23  S2x S    34.3015  -19.9375
            24  O5x O    36.5400  -21.0704
            25  O5x O    31.8372  -22.5927
BOND        27
            1     1   2 1
            2     2   3 1
            3     3   4 2
            4     3   5 1
            5     4   6 1
            6     5   7 2
            7     6   8 2
            8     8   9 1
            9     9  10 1
            10   10  11 1
            11   11  12 1
            12   12  13 2
            13   12  14 1
            14   13  15 1
            15   14  16 2
            16   15  17 2
            17   17  18 1
            18   18  19 1
            19    7   8 1
            20   16  17 1
            21    1  20 1
            22   20  21 1
            23   21  22 1
            24   22  23 1
            25    1  23 1
            26   22  24 2
            27   20  25 2

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