| In ZINC since | Heavy atoms | Benign functionality |
|---|---|---|
| August 6th, 2004 | 25 | No |
Popular Name: Pioglitazone hydrochloride Pioglitazone hydrochloride
Find On: PubMed — Wikipedia — Google
CAS Numbers: 105355-27-9 , 105390-47-4 , 111025-46-8 , 111025-46-8 (pioglitazone , 111025-46-8 (pioglitazone) , 112529-15-4 , [112529-15-4]
(+-)-5-((4-(2-(5-ethyl-2-pyridinyl)ethoxy)phenyl)methyl)-2,4-thiazolidinedione
(+-)-5-((4-(2-(5-ethyl-2-pyridinyl)ethoxy)phenyl)methyl)-2,4-thiazolidinedione; Pioglitazone
(+/-)-5-[p-[2-(ethyl-2-pyridyl)ethoxy]benzyl]-2,4-thiazolidinedione
(+/-)-5-[[4-[2-(5-Ethyl-2-pyridinyl)-ethoxy]phenyl]methyl]-2,4-thiazolidinedione
111025-46-8; Actos (TN); D08378; pioglitazone (INN)
111025-46-8; C07675; Pioglitazone
112529-15-4; Actos (TN); D00945; Pioglitazone hydrochloride (JP16/USP)
2,4-Thiazolidinedione, 5-((4-(2-(5-ethyl-2-pyridinyl)ethoxy)phenyl)methyl)-
2,4-Thiazolidinedione, 5-((4-(2-(5-ethyl-2-pyridinyl)ethoxy)phenyl)methyl)-, (+-)-
2,4-thiazolidinedione, 5-[[4-[2-(5-ethyl-2-pyridinyl)ethoxy]phenyl]methyl]-
2,4-Thiazolidinedione, 5-[[4-[2-(5-ethyl-2-pyridinyl)ethoxy]phenyl]methyl]- (9CI)
2,4-Thiazolidinedione, 5-[[4-[2-(5-ethyl-2-pyridinyl)ethoxy]phenyl]methyl]-, (+/-)-
5-((4-(2-(5-Ethyl-2-pyridinyl)ethoxy)phenyl)methyl)-2,4-thiazolidinedione
5-(4-(2-(5-ethyl-2-pyridyl)ethoxy)benzyl)-2,4-thiazolidinedione
5-(4-(2-(5-Ethylpyridin-2-yl)ethoxy)benzyl)thiazolidine-2,4-dione
5-(4-(2-(5-Ethylpyridin-2-yl)ethoxy)benzyl)thiazolidine-2,4-dione Hydrochloride
5-(4-[2-(5-Ethyl-2-pyridyl)ethoxy]benzyl)thiazolidine-2,4-dione hydrochloride
5-({4-[2-(5-ethylpyridin-2-yl)ethoxy]phenyl}methyl)-1,3-thiazolidine-2,4-dione hydrochloride
5-[4-[2- ethoxy]benzyl]-2,4-thiazolidinedione
5-[4-[2-(5-Ethyl-2-pyridyl)ethoxy]benzyl]-2,4-thiazolidinedione
5-[4-[2-(5-Ethyl-2-pyridyl)ethoxy]benzyl]thiazolidine-2,4-dione
5-[[4-[2-(5-Ethyl-2-pyridinyl)ethoxy]phenyl]methyl]-2,4-thiazolidinedione
5-[[4-[2-(5-Ethyl-2-pyridinyl)ethoxy]phenyl]methyl]-2,4-thiazolidinedione monohydrochloride
5-[[4-[2-(5-ethylpyridin-2-yl)ethoxy]phenyl]methyl]-1,3-thiazolidine-2,4-dione
5-[[4-[2-(5-ethylpyridin-2-yl)ethoxy]phenyl]methyl]thiazolidine-2,4-dione
5-[[4-[2-[(5-ethyl-2-pyridyl)]ethoxy]phenyl]methyl]thiazolidine- 2,4-dione
5-{4-[2-(5-Ethyl-pyridin-2-yl)-ethoxy]-benzyl}-thiazolidine-2,4-dione hydrochloride
5-{4-[2-(5-ethylpyridin-2-yl)ethoxy]benzyl}-1,3-thiazolidine-2,4-dione
ACTOPLUS MET; LS-188012; METFORMIN HYDROCHLORIDE; PIOGLITAZONE HYDROCHLORIDE
CPD000469167; PIOGLITAZONE HCl; 112529-15-4
CPD000469167; PIOGLITAZONE HCl; SAM001246600
CPD000469167; SAM001246600; pioglitazone hydrochloride
pioglitazona; pioglitazone; pioglitazonum
Pioglitazone hydrochloride (Actos)
Pioglitazone Hydrochloride (FDA
Pioglitazone hydrochloride, 98%
Pioglitazone hydrochloride, 98.5%+
Pioglitazone hydrogen chloride
[5-[[4-[2-(5-Ethyl-2-pyridinyl)ethoxy]phenyl]methyl]-2,4-] thiazolidinedione hydrochloride
| Type pH range | xlogP | Des A‑Pol Apolar desolvation (kcal/mol) | Des Pol Polar desolvation (kcal/mol) | H Don H-bond donors | H Acc H-bond acceptors | Chg Net charge | tPSA (Ų) | MWT Molecular weight (g/mol) | RB Rotatable bonds | DL |
|---|---|---|---|---|---|---|---|---|---|---|
| Ref Reference (pH 7) | 3.07 | 7.25 | -9.32 | 1 | 5 | 0 | 68 | 356.447 | 7 | ↓ |
| Lo Low (pH 4.5-6) | 3.07 | 7.61 | -37.53 | 2 | 5 | 1 | 70 | 357.455 | 7 | ↓ |
| Note Type | Comments | Provided By |
|---|---|---|
| MP | 191 | TCI |
| ALOGPS_SOLUBILITY | 4.42e-03 g/l | DrugBank-approved |
| purity | 9.500000000000000e+001 | Enamine Building Blocks Enamine Building Blocks |
| Purity | 97% | Fluorochem |
| Purity | 99% | APIChem |
| Purity | >98% | APIChem |
| Purity | >99% | Matrix Scientific |
| biological_use | Antidiabetic | IBScreen Bioactives IBScreen Bioactives |
| biological_use | Antihyperlipidaemic agent | IBScreen Bioactives |
| UniProt Database Links | AOXA_MOUSE; CCDC3_HUMAN; CISD1_BOVIN; CISD1_HUMAN | ChEBI |
| Patent Database Links | EP1088824; EP1136071; EP1254667; EP1258253; EP1338600; EP1354882; EP1382336; EP1391460; EP1479666; EP1491541; EP1493448; EP1514550; EP1520581; EP1522310; EP1523980; EP1555021; EP1559710; EP1593379; EP1595544; EP1607103; EP1607396; EP1623977; EP1625847; EP | ChEBI |
| biological_use | Hypoglycemic | IBScreen Bioactives |
| Warnings | IRRITANT | Matrix Scientific |
| PUBCHEM_SUBSTANCE_COMMENT | NCC_SAMPLE_SUPPLIER : Sequoia Research Products Ltd.; NCC_SUPPLIER_STRUCTURE_ID : SRP02425p; 1 hydrogen chloride | NIH Clinical Collection via PubChem |
| mechanism | Nuclear receptor peroxisome proliferator activated receptor (PPAR) agonist | IBScreen Bioactives |
| mechanism | Nuclear receptor peroxisome proliferator activated receptor (PPAR) agonist | IBScreen Bioactives |
| Target | Others | Selleck Chemicals |
| Target | P450 (e.g. CYP17) | Selleck Chemicals |
| Target | PPAR | Selleck Chemicals |
| Reactome Database Links | REACT_27257 | ChEBI |
| PUBCHEM_SUBSTANCE_COMMENT | SAMPLE_SUPPLIER: Sequoia Research Products Ltd.; SUPPLIER_STRUCTURE_ID: SRP02425p; SALT: 1 hydrogen chloride | NIH Clinical Collection via PubChem |
| Code | Description | Organism Class | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| AOFB-2-E | Monoamine Oxidase B (cluster #2 Of 8), Eukaryotic | Eukaryotes | 298 | 0.37 | Binding ≤ 10μM |
| PPARA-1-E | Peroxisome Proliferator-activated Receptor Alpha (cluster #1 Of 3), Eukaryotic | Eukaryotes | 6680 | 0.29 | Binding ≤ 10μM |
| PPARG-1-E | Peroxisome Proliferator-activated Receptor Gamma (cluster #1 Of 2), Eukaryotic | Eukaryotes | 700 | 0.34 | Binding ≤ 10μM |
| PPARA-1-E | Peroxisome Proliferator-activated Receptor Alpha (cluster #1 Of 2), Eukaryotic | Eukaryotes | 6680 | 0.29 | Functional ≤ 10μM |
| PPARG-1-E | Peroxisome Proliferator-activated Receptor Gamma (cluster #1 Of 2), Eukaryotic | Eukaryotes | 690 | 0.35 | Functional ≤ 10μM |
| RXRA-1-E | Retinoid X Receptor Alpha (cluster #1 Of 1), Eukaryotic | Eukaryotes | 490 | 0.35 | Functional ≤ 10μM |
| Z80006-1-O | 3T3-L1 (Fibroblast Cells) (cluster #1 Of 1), Other | Other | 160 | 0.38 | Functional ≤ 10μM |
| Z80106-1-O | COS-1 (Kidney Cells) (cluster #1 Of 1), Other | Other | 490 | 0.35 | Functional ≤ 10μM |
| Uniprot | Swissprot | Description | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| AOFB_HUMAN | P27338 | Monoamine Oxidase B, Human | 298 | 0.37 | Binding ≤ 1μM |
| PPARG_RAT | O88275 | Peroxisome Proliferator-activated Receptor Gamma, Rat | 700 | 0.34 | Binding ≤ 1μM |
| PPARG_MOUSE | P37238 | Peroxisome Proliferator-activated Receptor Gamma, Mouse | 700 | 0.34 | Binding ≤ 1μM |
| PPARG_HUMAN | P37231 | Peroxisome Proliferator-activated Receptor Gamma, Human | 140 | 0.38 | Binding ≤ 1μM |
| AOFB_HUMAN | P27338 | Monoamine Oxidase B, Human | 298 | 0.37 | Binding ≤ 10μM |
| PPARA_HUMAN | Q07869 | Peroxisome Proliferator-activated Receptor Alpha, Human | 6680 | 0.29 | Binding ≤ 10μM |
| PPARG_MOUSE | P37238 | Peroxisome Proliferator-activated Receptor Gamma, Mouse | 700 | 0.34 | Binding ≤ 10μM |
| PPARG_HUMAN | P37231 | Peroxisome Proliferator-activated Receptor Gamma, Human | 1280 | 0.33 | Binding ≤ 10μM |
| PPARG_RAT | O88275 | Peroxisome Proliferator-activated Receptor Gamma, Rat | 700 | 0.34 | Binding ≤ 10μM |
| Z80006 | Z80006 | 3T3-L1 (Fibroblast Cells) | 160 | 0.38 | Functional ≤ 10μM |
| Z80106 | Z80106 | COS-1 (Kidney Cells) | 490 | 0.35 | Functional ≤ 10μM |
| PPARA_HUMAN | Q07869 | Peroxisome Proliferator-activated Receptor Alpha, Human | 6680 | 0.29 | Functional ≤ 10μM |
| PPARG_MOUSE | P37238 | Peroxisome Proliferator-activated Receptor Gamma, Mouse | 550 | 0.35 | Functional ≤ 10μM |
| PPARG_HUMAN | P37231 | Peroxisome Proliferator-activated Receptor Gamma, Human | 490 | 0.35 | Functional ≤ 10μM |
| RXRA_HUMAN | P19793 | Retinoid X Receptor Alpha, Human | 490 | 0.35 | Functional ≤ 10μM |
| Description | Species |
|---|---|
| PPARA activates gene expression | |
| Transcriptional Regulation of Adipocyte Differentiation in 3T3-L1 Pre-adipocytes | |
| Transcriptional regulation of white adipocyte differentiation |
| Description | Species |
|---|---|
| Activation of gene expression by SREBF (SREBP) | |
| BMAL1:CLOCK,NPAS2 activates circadian gene expression | |
| Circadian Clock | |
| Endogenous sterols | |
| Import of palmitoyl-CoA into the mitochondrial matrix | |
| Monoamines are oxidized to aldehydes by MAOA and MAOB, producing NH3 and H2O2 | |
| Nuclear Receptor transcription pathway | |
| PPARA activates gene expression | |
| Recycling of bile acids and salts | |
| Regulation of lipid metabolism by Peroxisome proliferator-activated receptor alp | |
| Regulation of pyruvate dehydrogenase (PDH) complex | |
| REV-ERBA represses gene expression | |
| RORA activates circadian gene expression | |
| Synthesis of bile acids and bile salts | |
| Synthesis of bile acids and bile salts via 27-hydroxycholesterol | |
| Synthesis of bile acids and bile salts via 7alpha-hydroxycholesterol | |
| Transcriptional activation of mitochondrial biogenesis | |
| Transcriptional regulation of white adipocyte differentiation | |
| YAP1- and WWTR1 (TAZ)-stimulated gene expression |
No pre-computed analogs available. Try a structural similarity search.