5.33872

miR-122 Inhibitor, NSC5476

• Synonym(s): miR-122 Inhibitor, NSC5476, 6-[(4a R,8a S)-(Octahydroquinolin-1(2H)-ylsulfonyl)-1,2,3,4-tetrahydroquinoline, NSC-5476, MLS000736518, microRNA-122 Inhibitor, 6-[(4a R,8a S)-(Octahydro-1(2H)-quinolinylsulfonyl)-1,2,3,4-tetrahydroquinoline, pri-miR-122 Tran, 6-[(4aR,8aS)-(Octahydroquinolin-1(2H)-ylsulfonyl)-1,2,3,4-tetrahydroquinoline, NSC-5476, MLS000736518, microRNA-122 Inhibitor, 6-[(4aR,8aS)-(Octahydro-1(2H)-quinolinylsulfonyl)-1,2,3,4-tetrahydroquinoline, pri-miR-122 Transcrip
• Empirical Formula (Hill Notation): C₁₈H₂₆N₂O₂S
• CAS Number: 5455-90-3
• Molecular Weight: 334.48
• UNSPSC Code: 12352200
• NACRES: NA.77

Properties

• assay: ≥98% (HPLC)
• Quality Level: 100
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze
• color: white
• solubility: DMSO: 50 mg/mL
• storage temp.: 2-8°C
• InChI: 1S/C18H26N2O2S/c21-23(22,16-9-10-17-15(13-16)6-3-11-19-17)20-12-4-7-14-5-1-2-8-18(14)20/h9-10,13-14,18-19H,1-8,11-12H2/t14-,18+/m1/s1
• InChI key: LECPJKATPJRAMB-KDOFPFPSSA-N

Description

General description

A cell-permeable trans-decahydroquinolinylsulfonamide compound that acts as a potent, selective, and reversible inhibitor of miR-122 (EC₅₀ = 600 nM in Huh7 cells transfected with psiCHECK-miR122 reporter plasmid). Induces a 1,250% increase in the relative luciferase signal that is indicative of strong miRNA-122 inhibition. Displays very little activity towards miR-21. Shown to down regulate the levels of mature miR-122 (by 72%) and the primary miR-122 (down to 3%). Shown to reduce hepatitis C virus (HCV) replication in Huh7 cells (47% reduction at 10 µM).

Please note that the molecular weight for this compound is batch-specific due to variable water content. Please refer to the vial label or the certificate of analysis for the batch-specific molecular weight. The molecular weight provided represents the baseline molecular weight without water.

A cell-permeable trans-decahydroquinolinylsulfonamide compound that downregulates the liver-specific microRNA miR-122 level and pri-miR-122 production in Huh7 cells (by 72% & 93%, respectively; 10 µM for 48 h) without interaction with pre-miR-123 or affecting cellular miR-21 level. Selectively prevents miR-122-, but not miR-21-, mediated reporter transcription blockage (10 µM for 48 h) and suppresses HCV replication (by 53%; 10 µM inhibitor added 4 h post H77c/H77c/QR/KR/FV/SI RNA transfection for 48 h) in Huh7 cultures without affecting Huh7 proliferation.

Biochem/physiol Actions

Cell permeable: yes

Primary Target
miR-122

Reversible: yes

Packaging

Packaged under inert gas

Warning

Toxicity: Standard Handling (A)

Reconstitution

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

Other Notes

Young, D.D., et al. 2010. J. Am. Chem. Soc.132, 7976.

Connelly, C.M., et al. 2012. J. Biomol. Screen.17, 822.

Legal Information

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

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable