5.33756

Ac-CoA Synthase Inhibitor

• Sinónimos: Ac-CoA Synthase Inhibitor, 1-(2,3-di(Thiophen-2-yl)quinoxalin-6-yl)-3-(2-methoxyethyl)urea, N-(2,3-di-2-Thienyl-6-quinoxalinyl)-Nʹ-(2-methoxyethyl)urea, Acyl-CoA Synthetase 2 short-chain Inhibitor; short-chain Acetyl-CoA Synthetase 2 Inhibitor, ACSS2 Inhibitor
• Fórmula empírica (notación de Hill): C₂₀H₁₈N₄O₂S₂
• Número CAS: 508186-14-9
• Peso molecular: 410.51
• MDL number: MFCD03232237
• UNSPSC Code: 51111800
• NACRES: NA.77
• Assay: ≥98% (HPLC)
• Form: solid
• Storage condition: OK to freeze, protect from light

Propiedades

• assay: ≥98% (HPLC)
• Quality Segment: 100
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze, protect from light
• color: yellow
• solubility: DMSO: 50 mg/mL
• storage temp.: 2-8°C
• SMILES string: [s]1c(ccc1)c2nc3c(nc2c4[s]ccc4)ccc(c3)NC(=O)NCCOC
• InChI: 1S/C20H18N4O2S2/c1-26-9-8-21-20(25)22-13-6-7-14-15(12-13)24-19(17-5-3-11-28-17)18(23-14)16-4-2-10-27-16/h2-7,10-12H,8-9H2,1H3,(H2,21,22,25)
• InChI key: CTPVNWVUAGMHEJ-UHFFFAOYSA-N

Descripción

General description

A cell-permeable quinoxaline based compound that acts as a potent, reversible inhibitor of acetyl CoA synthetase (ACSS2; IC₅₀ ~ 600 nM in a luciferase based assay). Exhibits selectivity over ACSF2 and ACSL5 acyl-CoA synthetases. Efficiently blocks the uptake of ¹⁴C tracer carbons from acetate into lipids (IC₅₀ = 6.8 µM) and for histone acetylation (IC₅₀ = 5.5 µM) in HepG2 cells.

Biochem/physiol Actions

Primary Target
ACSS2

Reversible: yes

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Comerford, S.A., et al. 2014. Cell.159, 1591.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)

Información de seguridad

• Clase de almacenamiento: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable