Marvin  06090814342D          
  
 25 27  0  0  0  0            999 V2000
    0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  3  0  0  0  0  0  0  0  0  0
    7.2149   -0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6998    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4698   -1.4521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2149    0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4698    1.4521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    0.4125    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 13  1  1  0  0  0  0
  1  2  1  0  0  0  0
  2  4  2  0  0  0  0
  4  5  1  0  0  0  0
  3  5  2  0  0  0  0
  5 24  1  0  0  0  0
  6  3  1  0  0  0  0
  1  6  2  0  0  0  0
 16  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 22  1  0  0  0  0
  9 15  1  0  0  0  0
 22 10  2  0  0  0  0
 10 11  1  0  0  0  0
 15 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 14  1  0  0  0  0
 14 13  1  0  0  0  0
 16 17  1  0  0  0  0
 16 23  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 18 20  1  0  0  0  0
 23 20  1  0  0  0  0
 20 21  2  0  0  0  0
 24 25  1  0  0  0  0
M  END
> <ID>
CHEBI:8228

> <NAME>
pioglitazone

> <DEFINITION>
A member of the class of thiazolidenediones that is 1,3-thiazolidine-2,4-dione substituted by a benzyl group at position 5 which in turn is substituted by a 2-(5-ethylpyridin-2-yl)ethoxy group at position 4 of the phenyl ring. It exhibits hypoglycemic activity.

> <STAR>
3

> <SYNONYM>
Pioglitazone; (+-)-5-((4-(2-(5-ethyl-2-pyridinyl)ethoxy)phenyl)methyl)-2,4-thiazolidinedione

> <IUPAC_NAME>
5-{4-[2-(5-ethylpyridin-2-yl)ethoxy]benzyl}-1,3-thiazolidine-2,4-dione

> <INN>
pioglitazonum; pioglitazone; pioglitazona

> <FORMULA>
C19H20N2O3S

> <MASS>
356.43978

> <MONOISOTOPIC_MASS>
356.11946

> <CHARGE>
0

> <SMILES>
CCc1ccc(CCOc2ccc(CC3SC(=O)NC3=O)cc2)nc1

> <INCHI>
InChI=1S/C19H20N2O3S/c1-2-13-3-6-15(20-12-13)9-10-24-16-7-4-14(5-8-16)11-17-18(22)21-19(23)25-17/h3-8,12,17H,2,9-11H2,1H3,(H,21,22,23)

> <INCHIKEY>
HYAFETHFCAUJAY-UHFFFAOYSA-N

> <BEILSTEIN_REGISTRY_NUMBER>
3595485

> <CAS_REGISTRY_NUMBER>
111025-46-8

> <REAXYS_REGISTRY_NUMBER>
3595485

> <CHEMIDPLUS>
111025-46-8

> <DRUGBANK_ACCESSION>
DB01132

> <KEGG_COMPOUND_ACCESSION>
C07675

> <KEGG_DRUG_ACCESSION>
D08378

> <LINCS_ACCESSION>
LSM-1592

> <WIKIPEDIA_ACCESSION>
Pioglitazone

> <PUBMED_CITATION>
12879407; 14522601; 17628757; 18215232; 20797618; 27842070; 33798599; 33864097; 33983968; 33995271; 34006325; 34009030

$$$$