KEGG   DRUG: Rosiglitazone maleateHelp
Entry
D00596                      Drug                                   

Name
Rosiglitazone maleate (JAN/USAN);
Avandia (TN)
Product
Formula
C18H19N3O3S. C4H4O4
Exact mass
473.1257
Mol weight
473.4989
Structure
Mol fileKCF fileDB searchJmolKegDraw
Class
Antidiabetic agent
 DG01685  Insulin sensitizer
  DG01795  PPAR gamma agonist
   DG01683  Thiazolidinedione
Other
 DG01733  PPAR agonist
  DG01683  Thiazolidinedione
Unclassified
 DG02044  Hypoglycemics
  DG01683  Thiazolidinedione
Remark
ATC code: 
Chemical group: 
Activity
Antidiabetic, Peroxisome proliferator-activated receptor (PPAR) gamma agonist
  Disease
Type 2 diabetes mellitus [DS:H00409]
Comment
Thiazolidinedione derivative
Target
NR1C3 (PPARG) [HSA:5468] [KO:K08530]
  Pathway
PPAR signaling pathway
Metabolism
Enzyme: CYP2C8 [HSA:1558], CYP2C9 [HSA:1559]
Interaction
Drug interaction
Structure map
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
      D00596  Rosiglitazone maleate (JAN/USAN)
USP drug classification [BR:br08302]
 Blood Glucose Regulators
  Antidiabetic Agents
   Rosiglitazone
    D00596  Rosiglitazone maleate (JAN/USAN)
Target-based classification of drugs [BR:br08310]
 Nuclear receptors
  Thyroid hormone like receptors
   Peroxisome proliferator-activated receptor (PPAR)
    peroxisome proliferator-activated receptor (PPAR) gamma
     Rosiglitazone
      D00596  Rosiglitazone maleate (JAN/USAN)
Cytochrome P450 interactions [BR:br08309]
 CYP substrates
  CYP2C8
   Rosiglitazone
    D00596  Rosiglitazone maleate (JAN/USAN)
  CYP2C9
   Rosiglitazone
    D00596  Rosiglitazone maleate (JAN/USAN)
Antidiabetics [br08361.html]
 D00596
New drug approvals in the USA [br08319.html]
 New Molecular Entity and New Therapeutic Biological Product Approvals
  D00596
New drug approvals in the USA, Europe and Japan [br08328.html]
 Approval dates by FDA, EMA and PMDA
  D00596
BRITE hierarchy
Other DBs
CAS: 
155141-29-0
PubChem: 
ChEBI: 
ChEMBL: 
DrugBank: 
LigandBox: 
KCF data Show

ATOM        33
            1   C1y C    36.8941  -13.6110
            2   C1b C    35.6829  -12.9146
            3   S2x S    38.2201  -13.1736
            4   C5x C    36.9094  -15.0237
            5   C8y C    34.4717  -13.6110
            6   C5x C    39.0590  -14.2996
            7   N1x N    38.2452  -15.4388
            8   O5x O    35.7838  -15.8568
            9   C8x C    33.2605  -12.9146
            10  C8x C    34.4717  -15.0153
            11  O5x O    40.4533  -14.2854
            12  C8x C    32.0493  -13.6110
            13  C8x C    33.2605  -15.7115
            14  C8y C    32.0493  -15.0153
            15  O2a O    30.8323  -15.7115
            16  C1b C    29.6211  -15.0153
            17  C1b C    28.4099  -15.7115
            18  N1c N    27.1987  -15.0153
            19  C8y C    25.9875  -15.7115
            20  C1a C    27.1987  -13.6110
            21  C8x C    25.9933  -17.1217
            22  N5x N    24.7763  -15.0211
            23  C8x C    24.7763  -17.8179
            24  C8x C    23.5651  -15.7174
            25  C8x C    23.5651  -17.1217
            26  C6a C    34.3185  -20.2162
            27  C2b C    33.6434  -19.0515
            28  O6a O    33.7189  -21.4564
            29  O6a O    35.6691  -20.2099
            30  C2b C    32.0265  -19.0577
            31  C6a C    31.3575  -20.2285
            32  O6a O    30.0069  -20.2285
            33  O6a O    32.0390  -21.4625
BOND        34
            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
            28   26  27 1
            29   26  28 1
            30   26  29 2
            31   27  30 2
            32   30  31 1
            33   31  32 1
            34   31  33 2

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