KEGG   DRUG: Rosiglitazone
Entry
D08491                      Drug                                   

Name
Rosiglitazone (INN);
Gaudil (TN)
Formula
C18H19N3O3S
Exact mass
357.1147
Mol weight
357.4268
Structure
Class
Antidiabetic agent
 DG01685  Insulin sensitizer
  DG01795  PPAR gamma agonist
   DG01683  Thiazolidinedione
Remark
ATC code: A10BG02
Chemical structure group: DG00116
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
Interaction
Structure map
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
     A10BG02 Rosiglitazone
      D08491  Rosiglitazone (INN)
Drug groups [BR:br08330]
 Antidiabetic agent
  DG01685  Insulin sensitizer
   DG01795  PPAR gamma agonist
    DG01683  Thiazolidinedione
     DG00116  Rosiglitazone
      D08491  Rosiglitazone
Target-based classification of drugs [BR:br08310]
 Nuclear receptors
  Thyroid hormone like receptors
   Peroxisome proliferator-activated receptor (PPAR)
    NR1C3 (PPARG)
     D08491  Rosiglitazone (INN)
Drug groups [BR:br08330]
 Antidiabetic agent
  DG01685  Insulin sensitizer
   DG01795  PPAR gamma agonist
    DG01683  Thiazolidinedione
     DG00116  Rosiglitazone
Other DBs
CAS: 122320-73-4
PubChem: 96025177
ChEMBL: CHEMBL121
DrugBank: DB00412
LigandBox: D08491
NIKKAJI: J620.770G
LinkDB
KCF data

ATOM        25
            1   C1y C    29.0500  -16.1000
            2   C1b C    27.8600  -15.4700
            3   S2x S    30.3800  -15.6800
            4   C5x C    29.0500  -17.5700
            5   C8y C    26.6000  -16.1000
            6   C5x C    31.2200  -16.8000
            7   N1x N    30.3800  -17.9900
            8   O5x O    27.9300  -18.4100
            9   C8x C    25.4100  -15.4700
            10  C8x C    26.6000  -17.5700
            11  O5x O    32.6200  -16.8000
            12  C8x C    24.2200  -16.1000
            13  C8x C    25.4100  -18.2000
            14  C8y C    24.2200  -17.5700
            15  O2a O    22.9600  -18.2000
            16  C1b C    21.7700  -17.5700
            17  C1b C    20.5800  -18.2000
            18  N1c N    19.3900  -17.5700
            19  C8y C    18.1300  -18.2000
            20  C1a C    19.3900  -16.1000
            21  C8x C    18.1300  -19.6700
            22  N5x N    16.9400  -17.5700
            23  C8x C    16.9400  -20.3700
            24  C8x C    15.7500  -18.2700
            25  C8x C    15.7500  -19.6700
BOND        27
            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 2
            9     5  10 1
            10    6  11 2
            11    9  12 1
            12   10  13 2
            13   12  14 2
            14   14  15 1
            15   15  16 1
            16   16  17 1
            17   17  18 1
            18   18  19 1
            19   18  20 1
            20   19  21 1
            21   19  22 2
            22   21  23 2
            23   22  24 1
            24   23  25 1
            25    6   7 1
            26   13  14 1
            27   24  25 2

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