Merck
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SML2953

Sigma-Aldrich

MGR1

≥98% (HPLC)

Synonym(s):
2,2-Dimethylpropanoic acid [(1,4,4a,9,9a,10-hexahydro-9,10-dioxo-1,4-ethanoanthracen-5-yl)oxy]methyl ester, JCHD precursor
Empirical Formula (Hill Notation):
C22H24O5
CAS Number:
Molecular Weight:
368.42

Quality Level

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

O=C1C2C(C(C3=C1C=CC=C3OCOC(C(C)(C)C)=O)=O)C4C=CC2CC4

Biochem/physiol Actions

MGR1 is an effective reactive oxygen species (ROS) generator in live cells (dosing range 2-100 μM). MGR1 is activated by intracellular esterases to form JCHD (5-hydroxy-1,4,4a,9a-tetrahydro-1,4-ethanoanthracene-9,10-dione), which in turn, facilitated by a proximal H-bonding hydroxyl group, undergoes keto-enol tautomerism for enhanced superoxide (O2•-) generation upon reacting with molecular oxygen (O2). MGR1, but not its inactive analog MGR2, upregulates cellular ROS, resulting in cell death when used at high concentrations (>5 μM; RAW264.7, THP1, HeLa, MCF7, A549).

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

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Certificate of Origin

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