KEGG   DRUG: Troglitazone
Entry
D00395                      Drug                                   
Name
Troglitazone (JAN/USAN/INN);
Rezulin (TN)
Formula
C24H27NO5S
Exact mass
441.161
Mol weight
441.5399
Structure
Class
Antidiabetic agent
 DG01685  Insulin sensitizer
  DG01795  PPAR gamma agonist
   DG01683  Thiazolidinedione
 DG02044  Hypoglycemic agent
  DG01683  Thiazolidinedione
Metabolizing enzyme inducer
 DG02853  CYP3A/CYP3A4 inducer
Remark
ATC code: A10BG01
Efficacy
Antidiabetic, Peroxisome proliferator-activated receptor (PPAR) gamma agonist
Comment
hepatotoxicity
Thiazolidinedione derivative
Target
NR1C3 (PPARG) [HSA:5468] [KO:K08530]
  Pathway
hsa03320  PPAR signaling pathway
hsa04152  AMPK signaling pathway
Interaction
CYP induction: CYP3A [HSA:1576 1577 1551]
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
     A10BG01 Troglitazone
      D00395  Troglitazone (JAN/USAN/INN)
Drug groups [BR:br08330]
 Antidiabetic agent
  DG01685  Insulin sensitizer
   DG01795  PPAR gamma agonist
    DG01683  Thiazolidinedione
     D00395  Troglitazone
  DG02044  Hypoglycemic agent
   DG01683  Thiazolidinedione
    D00395  Troglitazone
 Metabolizing enzyme inducer
  DG02853  CYP3A/CYP3A4 inducer
   D00395  Troglitazone
Target-based classification of drugs [BR:br08310]
 Nuclear receptors
  Thyroid hormone like receptors
   Peroxisome proliferator-activated receptor (PPAR)
    NR1C3 (PPARG)
     D00395  Troglitazone (JAN/USAN/INN)
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D00395
Other DBs
CAS: 97322-87-7
PubChem: 7847461
ChEBI: 9753
LigandBox: D00395
NIKKAJI: J550.754E
KCF data

ATOM        31
            1   C8y C    14.4237  -16.8030
            2   C8y C    14.4237  -18.2037
            3   C8y C    15.6367  -18.9040
            4   C8y C    16.8497  -18.2037
            5   C8y C    16.8497  -16.8030
            6   C8y C    15.6367  -16.1027
            7   C1x C    18.0627  -18.9040
            8   C1x C    19.2757  -18.2037
            9   C1z C    19.2757  -16.8030
            10  O2x O    18.0627  -16.1027
            11  O2a O    21.7017  -16.8030
            12  C1b C    20.4887  -16.1027
            13  C8y C    22.9147  -16.1027
            14  C8x C    22.9147  -14.7020
            15  C8x C    24.1277  -16.8030
            16  C8x C    25.3407  -16.1027
            17  C8y C    25.3407  -14.7020
            18  C8x C    24.1277  -14.0017
            19  O5x O    26.5538  -16.8030
            20  C5x C    27.7668  -16.1027
            21  C1y C    27.7668  -14.7020
            22  C1b C    26.5538  -14.0017
            23  N1x N    29.0989  -16.5355
            24  C5x C    29.9222  -15.4024
            25  S2x S    29.0989  -14.2692
            26  C1a C    15.6367  -14.7022
            27  C1a C    13.2107  -16.1027
            28  O1a O    13.2107  -18.9040
            29  C1a C    15.6367  -20.3045
            30  O5x O    31.3016  -15.4024
            31  C1a C    20.4881  -17.5030
BOND        34
            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    5  10 1
            12   11  12 1
            13    9  12 1
            14   11  13 1
            15   13  14 2
            16   13  15 1
            17   15  16 2
            18   16  17 1
            19   17  18 2
            20   14  18 1
            21   19  20 2
            22   20  21 1
            23   21  22 1
            24   17  22 1
            25   20  23 1
            26   23  24 1
            27   24  25 1
            28   21  25 1
            29    6  26 1
            30    1  27 1
            31    2  28 1
            32    3  29 1
            33   24  30 2
            34    9  31 1

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