BTZO-1

Protein target name:

MIF

Mechanism of action:

ARE Activator

Recommended Concentration for use in cells:

up to 1 uM

Probe Availability

MedChemExpress

TOCRIS

Probe Information

Target and Probe Information

Target Details

Target class:

GIF; GLIF; MMIF

Probe Details

Chemical Probes Portal ID:

CPP1849

Probe alias:

TP-010

PubChem CID:

9837640

SMILES string:

c1ccc2c(c1)C(N=C(c1ccccn1)S2)=O

InChi Key:

GBAKVEWPYUIGHN-UHFFFAOYSA-N

Control compound:

BTZO-3BTZO-4

Physico-chemical properties

Solubility - preferred solvent:

DMSO

Solubility - concentration:

10 mM

NMR:

1H NMR (300 MHz, CDCl3): δ 7.53-7.68 (m, 4H), 7.90 (m, 1H), 8.52-8.55 (m, 2H), 8.73 (m, 1H); analysis (calcd., found for C13H8N2OS): C (64.98, 65.03), H (3.36, 3.20), N (11.66, 11.79).

Validation in Cells and Model Organisms

In vitro validation

On target activity

Potency:

68.6 nM (h) 147 nM (r)

Potency assay:

SPA binding assay

PDB ID for probe-target interaction (3D structure):

5B4O

In cell validation

On target activity in cells

Potency in cells:

MEC1.5, MEC2.0

16 nM, 820 nM

Potency assay (cells):

ARE-Luc Reporter Assay (Activation of ARE (antioxidant response element)-mediated cytoprotective gene expression): MEC2.0: Necessary concentration to double luciferase activity in pGL3-ARE-Luc reporter plasmid-transfected H9c2 cells; MEC1.5: Necessary concentration to give a 50% increase in the viability of rat cardiocytes

Primary Reference

Reference (doi):

10.1016/j.chembiol.2010.10.011

Reference (PMID):

21168764

External Resources

Available data:

SGC additional analysis

Under Review

This probe is in the process of SAB review. Please continue to check back for new reviews and commentary.

Part of the Donated Chemical Probes initiative from SGC.

SAB Rating

Rating for use in Cells

2 review(s)

Rating for use in Model Organisms

2 review(s)

SAB Members

SAB Comments

This compound was discovered using a cellular assay in rat cardiomyocytes and characterized in rat H9c2 cells, so it is appropriate as a cellular probe in this context. Binding studies were done with both rat and human proteins, establishing the Kd for each, but cellular effects in the original study were limited to rat. Importantly, this compound and its analogues did not substantially inhibit the tautomerase activity of its listed direct target, MIF, even at concentrations much higher than those required to observe substantial (presumably downstream) cellular effects, such as ARE activation and protection from induced apoptosis, suggesting that its ability to modulate the MIF interactome requires further investigation.

Oct 18 2020 - 11:49am

BTZO-1

Probe Availability

Probe Information

Target Details

GIF; GLIF; MMIF

Probe Details

Physico-chemical properties

In vitro validation

In cell validation

Primary Reference

External Resources

Supporting Organizations

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BTZO-1

Probe Availability

Probe Information

Target Details

GIF; GLIF; MMIF

Probe Details

Physico-chemical properties

In vitro validation

In cell validation

Primary Reference

External Resources

Supporting Organizations

Interested in supporting the portal?