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Key Documents

S7826

Sigma-Aldrich

SMER3

≥98% (HPLC)

Synonym(s):

9H-Indeno-[1,2-e]-[1,2,5]-oxadiazolo-[3,4-b]-pyrazin-9-one

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About This Item

Empirical Formula (Hill Notation):
C11H4N4O2
CAS Number:
Molecular Weight:
224.18
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

color

yellow

solubility

DMSO: ≥30 mg/mL

storage temp.

2-8°C

SMILES string

O=C1c2ccccc2-c3nc4nonc4nc13

InChI

1S/C11H4N4O2/c16-9-6-4-2-1-3-5(6)7-8(9)13-11-10(12-7)14-17-15-11/h1-4H

InChI key

SFSSAKVWCKFRHE-UHFFFAOYSA-N

Application

SMER3 may be used in cell signaling studies.

Biochem/physiol Actions

Inhibition of SCFMet30 by SMER3 blocks the ubiquitination of Met4 and activates the Met4-containing transcription complex. The induction of MET-genes results in cell cycle arrest and reduced cell proliferation.1
Small molecule enhancer of rapamycin (SMER); specific inhibitor of Ubiquitin E3 ligase.

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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Mariam Aghajan et al.
Nature biotechnology, 28(7), 738-742 (2010-06-29)
The target of rapamycin (TOR) plays a central role in eukaryotic cell growth control. With prevalent hyperactivation of the mammalian TOR (mTOR) pathway in human cancers, strategies to enhance TOR pathway inhibition are needed. We used a yeast-based screen to

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