Troglitazone - Moligand™, ≥96% , Agonist of Peroxisome proliferator-activated receptor-γ;Channel blocker of TRPM3, CAS No.97322-87-7, Agonist of Peroxisome proliferator-activated receptor-γ;Channel blocker of TRPM3

CAS: 97322-87-7 Cat. No.: T126362 Peso molecular: 441.54 PubChem CID: 5591

GRADE & PURITY Moligand™, ≥96%

Synonyms

CS045 | HSCI1_000037 | DTXSID8023719 | Q7844989 | Rezulin (TN) | SR-05000000454-5 | 5-[(4-{[(6-hydroxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-chromen-2-yl)methyl]oxy}phenyl)methyl]-1,3-thiazolidine-2,4-dione | AB00643330-02 | Troglitazone (JAN/USAN/INN) | 5-[

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Descripción general

Troglitazone(CS-045), PPARγ agonist, is an anti-diabetic thiazolidinedione (TZD) with anti-inflammatory and anti-tumor activity.
A potent antiproliferative, apoptosis inducer, antioxidant, and antiinflammatory agent

Specifications

Sinónimos

CS045 | HSCI1_000037 | DTXSID8023719 | Q7844989 | Rezulin (TN) | SR-05000000454-5 | 5-[(4-{[(6-hydroxy-2, 5, 7, 8-tetramethyl-3, 4-dihydro-2H-chromen-2-yl)methyl]oxy}phenyl)methyl]-1, 3-thiazolidine-2, 4-dione | AB00643330-02 | Troglitazone (JAN/USAN/INN) | 5-[

Especificaciones y pureza

Moligand™, ≥96%

Mecanismos bioquímicos y fisiológicos

Troglitazone has been shown to be a potent antiproliferative and apoptosis inducer. This compound has displayed a capacity to inhibit growth of HCC cells via G1 phase cell cycle arrest through hypophosphorylation of Rb (retinoblastoma) protein and an incr

Condiciones de almacenamiento de almacenamiento

Store at -20°C, Argon charged

Enviado en

Ice chest + Ice pads

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Grado

Moligand™

Tipo de acción

AGONIST, CHANNEL BLOCKER

Mecanismo de acción

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

Nota

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.

Pureza

≥96%

Nombres e identificadores

• Pubchem Sid: 504750916
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504750916
• Sonrisas canónicas: CC1=C(C2=C(CCC(O2)(C)COC3=CC=C(C=C3)CC4C(=O)NC(=O)S4)C(=C1O)C)C
• IUPAC Name: 5-[[4-[(6-hydroxy-2,5,7,8-tetramethyl-3,4-dihydrochromen-2-yl)methoxy]phenyl]methyl]-1,3-thiazolidine-2,4-dione
• InChIKey: GXPHKUHSUJUWKP-UHFFFAOYSA-N
• INCHI: 1S/C24H27NO5S/c1-13-14(2)21-18(15(3)20(13)26)9-10-24(4,30-21)12-29-17-7-5-16(6-8-17)11-19-22(27)25-23(28)31-19/h5-8,19,26H,9-12H2,1-4H3,(H,25,27,28)
• Isómeros SMILES: CC1=C(C2=C(CCC(O2)(C)COC3=CC=C(C=C3)CC4C(=O)NC(=O)S4)C(=C1O)C)C
• PubChem CID: 5591
• Peso molecular: 441.54

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Clase Benzopyrans
      • Subclass 1-benzopyrans

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Clase: Benzopyrans
• Subclass: 1-benzopyrans
• Intermediate Tree Nodes: Not available
• Direct Parent: 1-benzopyrans
• Alternative Parents: Phenoxy compounds Phenol ethers Thiazolidinediones Alkyl aryl ethers Dicarboximides Thiocarbamic acid derivatives Organic carbonic acids and derivatives Oxacyclic compounds Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 1-benzopyran - Phenoxy compound - Phenol ether - Alkyl aryl ether - Thiazolidinedione - Monocyclic benzene moiety - Benzenoid - Dicarboximide - Thiazolidine - Carbonic acid derivative - Thiocarbamic acid derivative - Carboxylic acid derivative - Ether - Oxacycle - Azacycle - Organonitrogen compound - Organic oxide - Organopnictogen compound - Organic nitrogen compound - Organooxygen compound - Hydrocarbon derivative - Organic oxygen compound - Carbonyl group - Aromatic heteropolycyclic compound
• Descripción: This compound belongs to the class of organic compounds known as 1-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 1-position.
• External Descriptors: a small molecule

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

Objetivos asociados (humanos)

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)

FOXM1 Tchem Forkhead box protein M1 (1 Activities)

Discover Target: FOXM1

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)

PPARG Tclin Peroxisome proliferator-activated receptor gamma (2 Activities)

Discover Target: PPARG

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

Propiedades químicas y físicas

• Solubilidad: Soluble in ethanol (>25 mg/ml) at 50 °C, DMSO (>25 mg/ml), DMF (30 mg/ml), DMSO:PBS (1:6, pH 7.2) (0.1 mg/ml), and water (0.1 mg/ml) at 25 °C.
• Sensibilidad: Air Sensitive,Heat Sensitive
• Punto de fusión (°C): 177 °C
• Peso molecular: 441.500 g/mol
• XLogP3: 5.100
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 441.161 Da
• Monoisotopic Mass: 441.161 Da
• Topological Polar Surface Area: 110.000 Ų
• Heavy Atom Count: 31
• Formal Charge: 0
• Complexity: 681.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 2
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Referencias

1. Shuai Liu, Keming Zheng, Yilin Jiang, Susu Gai, Bohan Li, Dehai Li, Shuang Yang, Zhihua Lv.  (2023)  Biotransformation of Penindolone, an Influenza A Virus Inhibitor.  MOLECULES,  28  (3): (1479).  [PMID:36771146] [10.3390/molecules28031479]

2. Xie Qiu-shi, Zhang Jia-xin, Liu Ming, Liu Pei-hua, Wang Zhong-jian, Zhu Liang, Jiang Ling, Jin Meng-meng, Liu Xiao-nan, Liu Li, Liu Xiao-dong.  (2020)  Short-chain fatty acids exert opposite effects on the expression and function of p-glycoprotein and breast cancer resistance protein in rat intestine.  ACTA PHARMACOLOGICA SINICA,  42  (3): (470-481).  [PMID:32555444] [10.1038/s41401-020-0402-x]

3. Lei Zhou, Yuwen Jiao, Jiaming Xue, Xiaoqiang Zhan, Dongmei Wang, Liming Tang.  (2025)  LRRFIP1 Inhibits White Adipocyte Differentiation by Suppressing the E2F6/C/EBPα Axis.  Diabetes & Metabolism Journal,      [PMID:41224206] [10.4093/dmj.2025.0178]