Setanaxib (GKT137831) - Moligand™, ≥99% , Inhibitor of cytochrome b-245 beta chain;Inhibitor of NADPH oxidase 1;Inhibitor of NADPH oxidase 4;Inhibitor of NADPH oxidase 5, CAS No.1218942-37-0, Inhibitor of cytochrome b-245 beta chain;Inhibitor of NADPH oxidase 1;Inhibitor of NADPH oxidase 4;Inhibitor of NADPH oxidase 5

CAS: 1218942-37-0 Cat. No.: S413718 Peso molecular: 394.85 Número EC: 942-974-8 PubChem CID: 58496428

GRADE & PURITY Moligand™, ≥99%

Synonyms

DTXSID30153432 | SCHEMBL1302603 | 1H-Pyrazolo[4,3-c]pyridine-3,6(2H,5H)-dione, 2-(2-chlorophenyl)-4-[3-(dimethylamino)phenyl]-5-methyl- | A14433 | NCGC00378460-05 | NCGC00087752-03 | SB19230 | UNII-45II35329V | AS-74753 | 2-(2-chlorophenyl)-4-[3-(dimethyl

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Descripción general

Information

Setanaxib (GKT137831) Setanaxib (GKT137831, GKT831) is a potent, dual NADPH oxidase NOX1/NOX4 inhibitor with Ki of 110 nM and 140 nM, respectively. Treatment with GKT137831 suppresses reactive oxygen species (ROS) production. GKT137831 partly inhibits ferroptosis .

Targets

Ferroptosis ; NOX1 (Cell-based assay); NOX4 (Cell-based assay) ; 110 nM(Ki); 140 nM(Ki)

In vitro

GKT137831 attenuates hypoxia-induced H(2)O(2) release, cell proliferation, and TGF-β1 expression and blunted reductions in PPARγ in HPAECs and HPASMCs. GKT137831 also prevents oxidative stress in response to hyperglycemia in human aortic endothelial cells.

In vivo

In WT and SOD1mut mice, GKT137831 (60 mg/kg i.g.) blocks liver fibrosis and downregulates markers of oxidative stress, inflammation, and fibrosis. GKT137831 (60 mg/kg/d p.o.) also attenuates chronic hypoxia–induced right ventricular hypertrophy, vascular remodeling, lung cell proliferation, and hypoxic alterations in lung PPARγ and TGF-β1 expression in mouse model of chronic hypoxia exposure. In diabetic apolipoprotein E-deficient mice, GKT137831 (60 mg/kg/d p.o.) attenuates diabetes mellitus-accelerated atherosclerosis. Moreover, in angII-infused c-hNox4Tg mice, GKT137831 abolishes the increase in oxidative stress, suppresses Akt-mTOR and NF-κB signaling pathway and attenuates cardiac remodeling.

Cell Research(from reference)

Cell lines：Hypoxic HPASMC and HPAECs 

Concentrations：20 μM 

Incubation Time：72 hours 

Specifications

Sinónimos

DTXSID30153432 | SCHEMBL1302603 | 1H-Pyrazolo[4, 3-c]pyridine-3, 6(2H, 5H)-dione, 2-(2-chlorophenyl)-4-[3-(dimethylamino)phenyl]-5-methyl- | A14433 | NCGC00378460-05 | NCGC00087752-03 | SB19230 | UNII-45II35329V | AS-74753 | 2-(2-chlorophenyl)-4-[3-(dimethyl

Especificaciones y pureza

Moligand™, ≥99%

Mecanismos bioquímicos y fisiológicos

Setanaxib (GKT137831, GKT831) is a potent, dual NADPH oxidase NOX1/NOX4 inhibitor with Ki of 110 nM and 140 nM, respectively. Treatment with GKT137831 suppresses reactive oxygen species (ROS) production. GKT137831 partly inhibits ferroptosis.

Condiciones de almacenamiento de almacenamiento

Store at -20°C

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

INHIBITOR

Mecanismo de acción

Inhibitor of cytochrome b-245 beta chain;Inhibitor of NADPH oxidase 1;Inhibitor of NADPH oxidase 4;Inhibitor of NADPH oxidase 5

Pureza

≥99%

Propiedades del producto

• ALogP: 2.366
• Recuento HBD: 1
• Enlace rotable: 3

Nombres e identificadores

• Pubchem Sid: 488201928
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488201928
• Sonrisas canónicas: CN1C(=O)C=C2C(=C1C3=CC(=CC=C3)N(C)C)C(=O)N(N2)C4=CC=CC=C4Cl
• IUPAC Name: 2-(2-chlorophenyl)-4-[3-(dimethylamino)phenyl]-5-methyl-1H-pyrazolo[4,3-c]pyridine-3,6-dione
• InChIKey: RGYQPQARIQKJKH-UHFFFAOYSA-N
• INCHI: 1S/C21H19ClN4O2/c1-24(2)14-8-6-7-13(11-14)20-19-16(12-18(27)25(20)3)23-26(21(19)28)17-10-5-4-9-15(17)22/h4-12,23H,1-3H3
• Isómeros SMILES: CN1C(=O)C=C2C(=C1C3=CC(=CC=C3)N(C)C)C(=O)N(N2)C4=CC=CC=C4Cl
• CAS alternativo: 1218942-37-0
• PubChem CID: 58496428
• Términos de entrada MeSH: 2-(2-chlorophenyl)-4-(3-(dimethylamino)phenyl)-5-methyl-1H-pyrazolo(4,3-c)pyridine-3,6(2H,5H)-dione;GKT-137831;GKT-831;GKT137831;setanaxib
• Peso molecular: 394.85

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Clase Pyridines and derivatives
      • Subclass Phenylpyridines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Clase: Pyridines and derivatives
• Subclass: Phenylpyridines
• Intermediate Tree Nodes: Not available
• Direct Parent: Phenylpyridines
• Alternative Parents: Phenylpyrazoles Dialkylarylamines Aniline and substituted anilines Pyridinones Chlorobenzenes Pyrazolones Aryl chlorides Vinylogous amides Heteroaromatic compounds Lactams Azacyclic compounds Organooxygen compounds Organochlorides Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 2-phenylpyridine - Phenylpyrazole - Tertiary aliphatic/aromatic amine - Dialkylarylamine - Aniline or substituted anilines - Chlorobenzene - Halobenzene - Pyridinone - Aryl halide - Monocyclic benzene moiety - Pyrazolinone - Aryl chloride - Benzenoid - Vinylogous amide - Pyrazole - Azole - Heteroaromatic compound - Tertiary amine - Lactam - Azacycle - Organohalogen compound - Organonitrogen compound - Amine - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Organic nitrogen compound - Organic oxygen compound - Organochloride - Aromatic heteropolycyclic compound
• Descripción: This compound belongs to the class of organic compounds known as phenylpyridines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyridine ring through a CC or CN bond.
• External Descriptors: Not available

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)

CYBB Tchem Cytochrome b-245 heavy chain (1 Activities)

Discover Target: CYBB

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

NOX1 Tchem NADPH oxidase 1 (1 Activities)

Discover Target: NOX1

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

NOX4 Tchem NADPH oxidase 4 (1 Activities)

Discover Target: NOX4

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

NOX5 Tchem NADPH oxidase 5 (1 Activities)

Discover Target: NOX5

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

Objetivos asociados (no humanos)

Hdac6 Histone deacetylase 6 (222 Activities)

Discover Target: Hdac6

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SARS-CoV-2 (38078 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mecanismos de acción

Propiedades químicas y físicas

• Solubilidad: Solubility (25°C) In vitro DMSO: 78 mg/mL warmed with 50ºC Water: bath (197.54 mM); Water: Insoluble; Ethanol: Insoluble
• DMSO (mg/ml) Solubilidad máxima: 78
• DMSO (mM) Solubilidad máxima: 197.5433709
• Agua (mg/ml) Solubilidad máxima: ＜1
• Peso molecular: 394.900 g/mol
• XLogP3: 3.200
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 394.12 Da
• Monoisotopic Mass: 394.12 Da
• Topological Polar Surface Area: 55.900 Ų
• Heavy Atom Count: 28
• Formal Charge: 0
• Complexity: 732.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• 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. Xiaoyong Huang, Qianqian Li, Shaobo Yun, Xiaomin Ren, Sijie Wu, Jia Cheng.  (2025)  Psoralea corylifolia seed extract bakuchiol hijacks bacterial metabolism to induce oxygen-dependent membrane lipid peroxidation in methicillin-resistant Staphylococcus aureus.  BIOORGANIC CHEMISTRY,      [PMID:41151326] [10.1016/j.bioorg.2025.109154]