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5.33872

miR-122 Inhibitor, NSC5476

Name: miR-122 Inhibitor, NSC5476
Brand: MM

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

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About This Item

Empirical Formula (Hill Notation):

C₁₈H₂₆N₂O₂S

CAS Number:

5455-90-3

Molecular Weight:

334.48

MDL number:

MFCD30559255

UNSPSC Code:

12352200

NACRES:

NA.77

Assay:

≥98% (HPLC)

Form:

solid

Storage condition:

OK to freeze

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Properties

assay

≥98% (HPLC)

Quality Segment

100

form

solid

manufacturer/tradename

Calbiochem^®

storage condition

OK to freeze

color

white

solubility

DMSO: 50 mg/mL

storage temp.

2-8°C

SMILES string

[S](=O)(=O)(N3[C@@H]4[C@@H](CCC3)CCCC4)c1cc2c(cc1)NCCC2

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.

Biochem/physiol Actions

Cell permeable: yes

Primary Target
miR-122

Reversible: yes

Packaging

Packaged under inert gas

Preparation Note

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

Disclaimer

Toxicity: Standard Handling (A)

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c