Phen-DC3 Trifluoromethanesulfonate - ≥98% , CAS No.929895-45-4

CAS: 929895-45-4 Cat. No.: P651078 Molecular Weight: 848.75 EC Number: 988-691-3 PubChem CID: 131704505

GRADE & PURITY ≥98%

Storage

Store at 2-8°C,Desiccated

Shipped In

Wet ice

Overview

Phen-DC3 Trifluoromethanesulfonate is a G-quadruplex (G4) specific ligand which can inhibit FANCJ and DinG helicases with IC 50 s of 65±6 and 50±10 nM, respectively.

In Vitro

In WT cells, a CEB1-WT array is rather stable but undergoes frequent rearrangements upon addition of 10 μM Phen-DC3 Trifluoromethanesulfonate (Phen-DC3). It is found that the c-Myc allele exhibits significant destabilization upon Phen-DC3 Trifluoromethanesulfonate treatment and PIF1 deletion. The CEB25-L111(T) array is stable in WT cells, it becomes unstable upon addition of Phen-DC3 Trifluoromethanesulfonate or deletion of PIF1. It is also highly destabilized in the presence of Phen-DC3 Trifluoromethanesulfonate or in the absence of PIF1. The CEB1-loop CEB25 allele remaines fully stable in both PIF1-treated and WT cells. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Cell Assay

Briefly, untreated WT cells and pif1 Δ cells from a fresh patch of cells get from a single colony bearing the parental allele size are diluted in 5 mL of YPD (2×10 5 cells/mL), grown for 8 generations at 30°C with shaking, and spreaded as single colony on YPD plates. To measure minisatellite instability upon Phen-DC3 Trifluoromethanesulfonate treatment, WT cells from a fresh patch on YPD are grown for 8 generations at 30°C in liquid SC containing Phen-DC3 Trifluoromethanesulfonate at 10 μM. Isolated colonies or pools of colonies are analyzed by Southern blot using the EcoRI digestion that cuts at each side of the minisatellite. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Form:Solid

IC50& Target:IC50: 65±6 nM (G4 substrate, FANCJ helicase), 50±10 nM (G4 substrate, DinG helicases)

Specifications

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Phen-DC3 Trifluoromethanesulfonate is a G-quadruplex (G4) specific ligand which can inhibit FANCJ and DinG helicases with IC 50 s of 65±6 and 50±10 nM, respectively.

Storage

Store at 2-8°C, Desiccated

Shipped In

Wet ice

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

Action Type

INHIBITOR

Purity

≥98%

Names and Identifiers

• Canonical Smiles: C[N+]1=CC(=CC2=CC=CC=C21)NC(=O)C3=NC4=C(C=CC5=C4N=C(C=C5)C(=O)NC6=CC7=CC=CC=C7[N+](=C6)C)C=C3.C(F)(F)(F)S(=O)(=O)[O-].C(F)(F)(F)S(=O)(=O)[O-]
• IUPAC Name: 2-N,9-N-bis(1-methylquinolin-1-ium-3-yl)-1,10-phenanthroline-2,9-dicarboxamide;trifluoromethanesulfonate
• InChIKey: PYJCATLYPXPYHF-UHFFFAOYSA-N
• INCHI: 1S/C34H24N6O2.2CHF3O3S/c1-39-19-25(17-23-7-3-5-9-29(23)39)35-33(41)27-15-13-21-11-12-22-14-16-28(38-32(22)31(21)37-27)34(42)36-26-18-24-8-4-6-10-30(24)40(2)20-26;2*2-1(3,4)8(5,6)7/h3-20H,1-2H3;2*(H,5,6,7)
• Isomeric SMILES: C[N+]1=CC(=CC2=CC=CC=C21)NC(=O)C3=NC4=C(C=CC5=C4N=C(C=C5)C(=O)NC6=CC7=CC=CC=C7[N+](=C6)C)C=C3.C(F)(F)(F)S(=O)(=O)[O-].C(F)(F)(F)S(=O)(=O)[O-]
• PubChem CID: 131704505
• Molecular Weight: 848.75

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Phenanthrolines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Phenanthrolines
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Phenanthrolines
• Alternative Parents: Quinoline carboxamides Pyridinecarboxylic acids and derivatives Trifluoromethanesulfonates 2-heteroaryl carboxamides Pyridinium derivatives Benzenoids Sulfonyls Organosulfonic acids Methanesulfonates Heteroaromatic compounds Trihalomethanes Secondary carboxylic acid amides Azacyclic compounds Organopnictogen compounds Organooxygen compounds Organonitrogen compounds Organofluorides Organic salts Organic oxides Hydrocarbon derivatives Alkyl fluorides
• Molecular Framework: Not available
• Substituents: 1,10-phenanthroline - Quinoline-2-carboxamide - Quinoline - Pyridine carboxylic acid or derivatives - 2-heteroaryl carboxamide - Trifluoromethanesulfonate - Benzenoid - Pyridinium - Pyridine - Heteroaromatic compound - Alkanesulfonic acid - Sulfonyl - Organosulfonic acid - Organosulfonic acid or derivatives - Organic sulfonic acid or derivatives - Methanesulfonate - Trihalomethane - Secondary carboxylic acid amide - Carboxamide group - Azacycle - Carboxylic acid derivative - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Halomethane - Hydrocarbon derivative - Organic salt - Organosulfur compound - Organooxygen compound - Organonitrogen compound - Organofluoride - Organohalogen compound - Alkyl halide - Alkyl fluoride - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as phenanthrolines. These are aromatic polycyclic compounds containing the phenanthroline skeleton, which is a derivative of phenanthrene, and consists of two pyridine rings non-linearly joined by a benzene ring.
• 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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: DMSO : ≥ 34 mg/mL (40.06 mM)
• Molecular Weight: 848.800 g/mol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 16
• Rotatable Bond Count: 4
• Exact Mass: 848.116 Da
• Monoisotopic Mass: 848.116 Da
• Topological Polar Surface Area: 223.000 Ų
• Heavy Atom Count: 58
• Formal Charge: 0
• Complexity: 1050.000
• 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: 3

XLogP3