9-ING-41 - Moligand™, ≥98% , Glycogen synthase kinase-3 beta inhibitor, CAS No.1034895-42-5, Glycogen synthase kinase-3 beta inhibitor

CAS: 1034895-42-5 Cat. No.: I414423 Molecular Weight: 404.35

GRADE & PURITY Moligand™, ≥98%

Synonyms

3-(5-FLUORO-1-BENZOFURAN-3-YL)-4-(5-METHYL-5H- (1,3)DIOXOLO(4,5-F)INDOL-7-YL)-1H-PYRROLE-2,5-DIONE | WHO 11553 | 2-(hydroxymethyl)-isoindole-1,3-dione | ND1SOF0DLU | EX-A4074 | 3-(5-Fluoro-benzofuran-3-yl)-4-(5-methyl-5H-(1,3)dioxolo(4,5-F)indol-7-yl)-pyr

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Information

9-ing-41 9-ING-41 is a potent inhibitor of glycogen synthase kinase-3 (GSK-3) with antitumor activity. 9-ING-41 induces apoptosis and cell cycle arrest at prophase by targeting centrosomes and microtubule-bound GSK3β.

Targets

GSK-3

In vitro

9-ING-41, a clinically relevant small molecule GSK-3β inhibitor with broad spectrum pre-clinical antitumor activity, suppresses the growth of neuroblastoma cells. 9-ING-41 induces apoptosis and cell cycle arrest at prophase by targeting centrosomes and microtubule-bound GSK3β.

In vivo

9-ING-41 has single-agent antitumor activity in a mouse model of MCL. Mouse xenograft studies shows that the combination of clinically relevant doses of CPT-11 and 9-ING-41 lead to greater antitumor effect than is observed with either agent alone.

Cell Research(from reference)

Cell lines：Neuroblastoma cell lines SK-N-DZ, SK-N-BE 

Concentrations：0.1 μM–1 μM 

Incubation Time：48 h 

Specifications

Synonyms

3-(5-FLUORO-1-BENZOFURAN-3-YL)-4-(5-METHYL-5H- (1, 3)DIOXOLO(4, 5-F)INDOL-7-YL)-1H-PYRROLE-2, 5-DIONE | WHO 11553 | 2-(hydroxymethyl)-isoindole-1, 3-dione | ND1SOF0DLU | EX-A4074 | 3-(5-Fluoro-benzofuran-3-yl)-4-(5-methyl-5H-(1, 3)dioxolo(4, 5-F)indol-7-yl)-pyr

Specifications & Purity

Moligand™, ≥98%

Biochemical and Physiological Mechanisms

9-ING-41 is a potent inhibitor of glycogen synthase kinase-3 (GSK-3) with antitumor activity. 9-ING-41 induces apoptosis and cell cycle arrest at prophase by targeting centrosomes and microtubule-bound GSK3β.

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

INHIBITOR

Mechanism of action

Glycogen synthase kinase-3 beta inhibitor

Purity

≥98%

Product Properties

• ALogP: 3.339
• hba_count: 5
• HBD Count: 1
• Rotatable Bond: 2

Names and Identifiers

• Pubchem Sid: 488201012
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488201012
• Canonical Smiles: CN1C=C(C2=CC3=C(C=C21)OCO3)C4=C(C(=O)NC4=O)C5=COC6=C5C=C(C=C6)F
• IUPAC Name: 3-(5-fluoro-1-benzofuran-3-yl)-4-(5-methyl-[1,3]dioxolo[4,5-f]indol-7-yl)pyrrole-2,5-dione
• InChIKey: FARXPFGGGGLENU-UHFFFAOYSA-N
• INCHI: 1S/C22H13FN2O5/c1-25-7-13(11-5-17-18(6-15(11)25)30-9-29-17)19-20(22(27)24-21(19)26)14-8-28-16-3-2-10(23)4-12(14)16/h2-8H,9H2,1H3,(H,24,26,27)
• Isomeric SMILES: CN1C=C(C2=CC3=C(C=C21)OCO3)C4=C(C(=O)NC4=O)C5=COC6=C5C=C(C=C6)F
• Molecular Weight: 404.35
• Reaxy-Rn: 18405610
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=18405610&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Indoles and derivatives
      • Subclass N-alkylindoles

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Indoles and derivatives
• Subclass: N-alkylindoles
• Intermediate Tree Nodes: Not available
• Direct Parent: N-alkylindoles
• Alternative Parents: Indoles Benzodioxoles Benzofurans Maleimides Aryl fluorides Benzenoids N-methylpyrroles Pyrrolines N-unsubstituted carboxylic acid imides Heteroaromatic compounds Furans Dicarboximides Oxacyclic compounds Acetals Azacyclic compounds Carbonyl compounds Hydrocarbon derivatives Organic oxides Organofluorides Organonitrogen compounds Organopnictogen compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: N-alkylindole - Benzodioxole - Benzofuran - Indole - Maleimide - Aryl fluoride - Aryl halide - N-methylpyrrole - Substituted pyrrole - Benzenoid - Furan - Dicarboximide - Pyrroline - Pyrrole - Heteroaromatic compound - Carboxylic acid imide - Carboxylic acid imide, n-unsubstituted - Acetal - Carboxylic acid derivative - Oxacycle - Azacycle - Organic oxygen compound - Organic nitrogen compound - Hydrocarbon derivative - Carbonyl group - Organic oxide - Organopnictogen compound - Organooxygen compound - Organonitrogen compound - Organofluoride - Organohalogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as n-alkylindoles. These are compounds containing an indole moiety that carries an alkyl chain at the 1-position.
• 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

Associated Targets(Human)

GSK3B Tclin Glycogen synthase kinase-3 beta (0 Activities)

Discover Target: GSK3B

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

GSK3B Tclin Glycogen synthase kinase-3 beta (11785 Activities)

Discover Target: GSK3B

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

BXPC-3 (2997 Activities)

Explore this target

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

MIA PaCa-2 (5949 Activities)

Explore this target

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Solubility (25°C) In vitro DMSO: 81 mg/mL (200.32 mM); Water: Insoluble; Ethanol: Insoluble
• DMSO(mg / mL) Max Solubility: 81
• DMSO(mM) Max Solubility: 200.32150364783
• Water(mg / mL) Max Solubility: ＜1
• Molecular Weight: 404.300 g/mol
• XLogP3: 3.000
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 404.081 Da
• Monoisotopic Mass: 404.081 Da
• Topological Polar Surface Area: 82.700 Ų
• Heavy Atom Count: 30
• Formal Charge: 0
• Complexity: 802.000
• 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