CHEBI:8228 - pioglitazone

ChEBI IDCHEBI:8228
ChEBI Namepioglitazone
Stars
DefinitionA 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.
Last Modified28 October 2021
DownloadsMolfile
FormulaC19H20N2O3S
Net Charge0
Average Mass356.447
Monoisotopic Mass356.11946
SMILESCCc1ccc(CCOc2ccc(CC3SC(=O)NC3=O)cc2)nc1
InChIInChI=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)
InChIKeyHYAFETHFCAUJAY-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Roles:
immunosuppressive agent  An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
anti-HIV agent  An antiviral agent that destroys or inhibits the replication of the human immunodeficiency virus.
EC 6.2.1.3 (long-chain-fatty-acid--CoA ligase) inhibitor  An EC 6.2.1.* (acid-thiol ligase) inhibitor that interferes with the action of a long-chain-fatty-acid—CoA ligase (EC 6.2.1.3).
xenobiotic  A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means.
PPARgamma agonist  A PPAR modulator which activates the peroxisome proliferator-activated receptor-γ.
antiviral agent  A substance that destroys or inhibits replication of viruses.
anti-obesity agent  Any substance which is used to reduce or control weight.
ferroptosis inhibitor  Any substance that inhibits the process of ferroptosis (a type of programmed cell death dependent on iron and characterized by the accumulation of lipid peroxides) in organisms.
insulin-sensitizing drug  An agent which overcomes insulin resistance by activation of the peroxisome proliferator activated receptor gamma (PPAR-gamma).
EC 2.7.1.33 (pantothenate kinase) inhibitor  An EC 2.7.1.* (phosphotransferases with an alcohol group as acceptor) inhibitor that interferes with the action of pantothenate kinase (EC 2.7.1.33).
Applications:
antirheumatic drug  A drug used to treat rheumatoid arthritis.
immunosuppressive agent  An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
antihypertensive agent  Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
anti-anaemic agent  A compound which increases either the number of red cells or the amount of haemoglobin in the blood.
hypoglycemic agent  A drug which lowers the blood glucose level.
geroprotector  Any compound that supports healthy aging, slows the biological aging process, or extends lifespan.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
antiinfective agent  A substance used in the prophylaxis or therapy of infectious diseases.
anti-asthmatic agent  Any compound that has anti-asthmatic effects.
antiparkinson drug  A drug used in the treatment of Parkinson's disease.
antipsoriatic  A drug used to treat psoriasis.
cardioprotective agent  Any protective agent that is able to prevent damage to the heart.
cardiovascular drug  A drug that affects the rate or intensity of cardiac contraction, blood vessel diameter or blood volume.
gastrointestinal drug  A drug used for its effects on the gastrointestinal system, e.g. controlling gastric acidity, regulating gastrointestinal motility and water flow, and improving digestion.
antiatherosclerotic agent  A cardiovascular drug that prevents atherosclerosis (a disease in which the inside of an artery narrows due to the build up of plaque). Compare with antiatherogenic agent.
antidepressant  Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
insulin-sensitizing drug  An agent which overcomes insulin resistance by activation of the peroxisome proliferator activated receptor gamma (PPAR-gamma).
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
ChEBI Ontology
Outgoing Relation(s)
pioglitazone (CHEBI:8228) has role anti-anaemic agent (CHEBI:75835)
pioglitazone (CHEBI:8228) has role anti-asthmatic agent (CHEBI:65023)
pioglitazone (CHEBI:8228) has role anti-HIV agent (CHEBI:64946)
pioglitazone (CHEBI:8228) has role anti-inflammatory agent (CHEBI:67079)
pioglitazone (CHEBI:8228) has role anti-obesity agent (CHEBI:74518)
pioglitazone (CHEBI:8228) has role antiatherosclerotic agent (CHEBI:145947)
pioglitazone (CHEBI:8228) has role antidepressant (CHEBI:35469)
pioglitazone (CHEBI:8228) has role antihypertensive agent (CHEBI:35674)
pioglitazone (CHEBI:8228) has role antiinfective agent (CHEBI:35441)
pioglitazone (CHEBI:8228) has role antineoplastic agent (CHEBI:35610)
pioglitazone (CHEBI:8228) has role antiparkinson drug (CHEBI:48407)
pioglitazone (CHEBI:8228) has role antipsoriatic (CHEBI:50748)
pioglitazone (CHEBI:8228) has role antirheumatic drug (CHEBI:35842)
pioglitazone (CHEBI:8228) has role antiviral agent (CHEBI:22587)
pioglitazone (CHEBI:8228) has role cardioprotective agent (CHEBI:77307)
pioglitazone (CHEBI:8228) has role cardiovascular drug (CHEBI:35554)
pioglitazone (CHEBI:8228) has role EC 2.7.1.33 (pantothenate kinase) inhibitor (CHEBI:77194)
pioglitazone (CHEBI:8228) has role EC 6.2.1.3 (long-chain-fatty-acid—CoA ligase) inhibitor (CHEBI:83157)
pioglitazone (CHEBI:8228) has role ferroptosis inhibitor (CHEBI:173084)
pioglitazone (CHEBI:8228) has role gastrointestinal drug (CHEBI:55324)
pioglitazone (CHEBI:8228) has role geroprotector (CHEBI:176497)
pioglitazone (CHEBI:8228) has role hypoglycemic agent (CHEBI:35526)
pioglitazone (CHEBI:8228) has role immunosuppressive agent (CHEBI:35705)
pioglitazone (CHEBI:8228) has role insulin-sensitizing drug (CHEBI:50864)
pioglitazone (CHEBI:8228) has role PPARγ agonist (CHEBI:71554)
pioglitazone (CHEBI:8228) has role xenobiotic (CHEBI:35703)
pioglitazone (CHEBI:8228) is a aromatic ether (CHEBI:35618)
pioglitazone (CHEBI:8228) is a pyridines (CHEBI:26421)
pioglitazone (CHEBI:8228) is a thiazolidinediones (CHEBI:50990)
Incoming Relation(s)
hydroxypioglitazone (CHEBI:82937) has functional parent pioglitazone (CHEBI:8228)
IUPAC Name 
5-{4-[2-(5-ethylpyridin-2-yl)ethoxy]benzyl}-1,3-thiazolidine-2,4-dione
INNs  Source
pioglitazonaChemIDplus
pioglitazoneChemIDplus
pioglitazonumChemIDplus
Synonyms  Source
(±)-5-((4-(2-(5-ethyl-2-pyridinyl)ethoxy)phenyl)methyl)-2,4-thiazolidinedioneChemIDplus
AD-4833ChEMBL
DuetactChEMBL
PioglitazoneKEGG COMPOUND
U-72107ChEMBL
ZactosChEMBL
Manual XrefsDatabases
2179DrugCentral
4663ChemSpider
C07675KEGG COMPOUND
D08378KEGG DRUG
DB01132DrugBank
EP193256Patent
HMDB0015264HMDB
LSM-1592LINCS
PioglitazoneWikipedia
US4687777Patent
Registry NumbersSources
Reaxys:3595485Reaxys
CAS:111025-46-8ChemIDplus
CAS:111025-46-8KEGG COMPOUND
Citations