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SML0777 Sigma-Aldrich

Oltipraz metabolite M2

≥98% (HPLC)

Synonym: 7-Methyl-6,8-bis(methylthio)-pyrrolo[1,2-a]pyrazine

  • CAS Number 84201-40-1

  • Empirical Formula (Hill Notation) C10H12N2S2

  • Molecular Weight 224.35

  •  NACRES NA.77

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Properties

Related Categories Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology, Cell Signaling and Neuroscience, Cholesterol and Cholesterol Metabolism,
Quality Level   100
assay   ≥98% (HPLC)
form   powder
storage condition   protect from light
color   white to light brown
solubility   DMSO: 10 mg/mL, clear
storage temp.   2-8°C
InChI   1S/C10H12N2S2/c1-7-9(13-2)8-6-11-4-5-12(8)10(7)14-3/h4-6H,1-3H3
InChI key   MYLBTCQBKAKUTJ-UHFFFAOYSA-N

Description

Packaging

5, 25 mg in glass bottle

Biochem/physiol Actions

M2 is a metabolite of the chemopreventive agent oltipraz. Oltipraz metabolite M2 has been shown to inhibit liver steatosis by inhibiting lipogenesis and enhancing mitochondrial function, including fuel oxidation. Oltipraz metabolite M2 acts as a potent inhibitor of LXRa transcriptional activity, and also AMPK activator inducing the phosphorylation of AMPK.

Features and Benefits

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

This compound is featured on the AMPKs page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Other Notes

Light sensitive and air sensitive.

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
RIDADR 
NONH for all modes of transport
WGK Germany 
3

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

AMPKs

The AMP-activated protein kinase (AMPK) acts as a sensor of cellular energy status. AMPK exists as heterotrimeric complexes comprising a catalytic α subunit and regulatory β and γ subunits. In mammal...
Keywords: Atomic absorption spectroscopy, Catalysis, Diabetes, Gene expression, Myristoylations, Obesity, Oxidations, Phosphorylations, Poisons, Protein biosynthesis, Respiratory

Peer-Reviewed Papers
15

References

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