Pioglitazone(U 72107) - Moligand™, ≥98% , Agonist of Peroxisome proliferator-activated receptor-γ;Channel blocker of TRPM3, CAS No.111025-46-8, Agonist of Peroxisome proliferator-activated receptor-γ;Channel blocker of TRPM3

CAS: 111025-46-8 Cat. No.: P129907 Molecular Weight: 356.44 EC Number: 601-029-7

GRADE & PURITY Moligand™, ≥98%

Synonyms

HMS2089H14 | HY-13956 | KBio2_004671 | PIOGLITAZONE [VANDF] | DTXCID1017129 | 5-((4-(2-(5-Ethyl-2-pyridinyl)ethoxy)phenyl)methyl)-2,4-thiazolidinedione | PIOGLITAZONE [WHO-DD] | SB17323 | SBI-0206791.P001 | 2,4-Thiazolidinedione, 5-((4-(2-(5-ethyl-2-pyrid

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Pioglitazone (Actos) is a selective peroxisome proliferator-activated receptor gamma stimulator.
A PPAR agonist with potential antidiabetic characteristics.

Specifications

Synonyms

HMS2089H14 | HY-13956 | KBio2_004671 | PIOGLITAZONE [VANDF] | DTXCID1017129 | 5-((4-(2-(5-Ethyl-2-pyridinyl)ethoxy)phenyl)methyl)-2, 4-thiazolidinedione | PIOGLITAZONE [WHO-DD] | SB17323 | SBI-0206791.P001 | 2, 4-Thiazolidinedione, 5-((4-(2-(5-ethyl-2-pyrid

Specifications & Purity

Moligand™, ≥98%

Biochemical and Physiological Mechanisms

Pioglitazone, a thaizolidinedione derivative, has been shown to be a high affinity ligand for the peroxisome proliferator-activated receptor (PPAR), specifically PPARγ1 and PPARα activator. Binding assays have indicated that this activation is due to dire

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Action Type

AGONIST, CHANNEL BLOCKER

Mechanism of action

Agonist of Peroxisome proliferator-activated receptor-γ;Channel blocker of TRPM3

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488179857
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488179857
• Canonical Smiles: CCC1=CN=C(C=C1)CCOC2=CC=C(C=C2)CC3C(=O)NC(=O)S3
• IUPAC Name: 5-[[4-[2-(5-ethylpyridin-2-yl)ethoxy]phenyl]methyl]-1,3-thiazolidine-2,4-dione
• InChIKey: HYAFETHFCAUJAY-UHFFFAOYSA-N
• 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)
• Isomeric SMILES: CCC1=CN=C(C=C1)CCOC2=CC=C(C=C2)CC3C(=O)NC(=O)S3
• Alternate CAS: 112529-15-4
• Molecular Weight: 356.44
• Reaxy-Rn: 3595485
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=3595485&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Phenol ethers

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Phenol ethers
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Phenol ethers
• Alternative Parents: Phenoxy compounds Thiazolidinediones Alkyl aryl ethers Pyridines and derivatives Heteroaromatic compounds Dicarboximides Thiocarbamic acid derivatives Organic carbonic acids and derivatives Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Phenoxy compound - Phenol ether - Alkyl aryl ether - Thiazolidinedione - Monocyclic benzene moiety - Pyridine - Dicarboximide - Heteroaromatic compound - Thiazolidine - Carbonic acid derivative - Thiocarbamic acid derivative - Carboxylic acid derivative - Ether - Azacycle - Organoheterocyclic compound - Organonitrogen compound - Organic oxide - Organopnictogen compound - Organic nitrogen compound - Organooxygen compound - Hydrocarbon derivative - Organic oxygen compound - Carbonyl group - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring.
• External Descriptors: aromatic ether - pyridines - thiazolidenediones

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

TRPM3 Tchem Transient receptor potential cation channel subfamily M member 3 (0 Activities)

Discover Target: TRPM3

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

CA2 Tclin Carbonic anhydrase 2 (1 Activities)

Discover Target: CA2

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

ABCB11 Tchem Bile salt export pump (6 Activities)

Discover Target: ABCB11

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

MAOB Tclin Amine oxidase [flavin-containing] B (4 Activities)

Discover Target: MAOB

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

CISD1 Tchem CDGSH iron-sulfur domain-containing protein 1 (1 Activities)

Discover Target: CISD1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

PPARG Tclin Peroxisome proliferator-activated receptor gamma (6 Activities)

Discover Target: PPARG

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Chemical and Physical Properties

• Solubility: Soluble in water (<1 mg/ml at 25 °C), DMSO (15 mg/ml at 25 °C), DMF (2.5 mg/ml), ethanol (<1 mg/ml at 25 °C), and 1:1 solution of DMSO:PBS (pH 7.2) (~ 0.1 mg/ml).
• Molecular Weight: 356.400 g/mol
• XLogP3: 3.800
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 356.119 Da
• Monoisotopic Mass: 356.119 Da
• Topological Polar Surface Area: 93.600 Ų
• Heavy Atom Count: 25
• Formal Charge: 0
• Complexity: 466.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 1
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Jiawen Ai, Weize Zhao, Quan Yu, Xiang Qian, Jianhua Zhou, Xinming Huo, Fei Tang.  (2023)  SR-Unet: A Super-Resolution Algorithm for Ion Trap Mass Spectrometers Based on the Deep Neural Network.  ANALYTICAL CHEMISTRY,      [PMID:37963290] [10.1021/acs.analchem.3c04172]

2. An Jing, Cheng Lijun, Yang Liping, Song Nali, Zhang Ju, Ma Kejian, Ma Ji.  (2021)  P- Hydroxybenzyl Alcohol Alleviates Oxidative Stress in a Nonalcoholic Fatty Liver Disease Larval Zebrafish Model and a BRL-3A Hepatocyte Via the Nrf2 Pathway.  Frontiers in Pharmacology,      [PMID:33912056] [10.3389/fphar.2021.646239]

3. Xiaoxin Guo, Juanyu Zhou, La Yan, Xingzhu Liu, Yu Yuan, Jinbao Ye, Zehong Zhang, Haiou Chen, Yongxin Ma, Zhendong Zhong, Guanzheng Luo, Haiyang Chen.  (2024)  Very long-chain fatty acids control peroxisome dynamics via a feedback loop in intestinal stem cells during gut regeneration.  DEVELOPMENTAL CELL,      [PMID:39047737] [10.1016/j.devcel.2024.06.020]