SMER3
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Grundinformationen
- CAS
67200-34-4- Standard-SMILES
O=C1c2ccccc2-c2nc3nonc3nc21- InChIKey
SFSSAKVWCKFRHE-UHFFFAOYSA-N- Summenformel
- C11H4N4O2
- Durchschnittliche Molmasse
- 224,179 g/mol
- Monoisotopische Masse
- 224,03342537
Namen und Bezeichner
- Bevorzugter Name
- SMER3
- IUPAC
- 9H-Indeno[1,2-b][1,2,5]oxadiazolo[3,4-e]pyrazin-9-one
- Englischer Name
- SMER 3
- Summenformel
- C11H4N4O2
- Molmasse
- 224.18
Namen und Synonyme
SMER 3SMER3(SMER 3)SMER3, 10 mM in DMSO5-oxoinden[1,2-e]furazano[3,4-b]pyrazineSMER3, SCFMet30 ubiquitin E3 ligase inhibitor9H-indeno[2,1-b][1,2,5]oxadiazolo[3,4-e]pyrazin-9-one9H-Indeno[1,2-e][1,2,5]oxadiazolo[3,4-b]pyrazin-9-one9H-indeno[1,2-b][1,2,5]oxadiazolo[3,4-e]pyrazin-9-one NOC1181, 9H-indeno[1,2-b][1,2,5]oxadiazolo[3,4-e]pyrazin-9-oneUbiquitin activating enzyme,SMER-3,SCF,E1/E2/E3 Enzyme,SMER3,anticancer,MET,Skp1,E1 activating enzyme,ligase,Inhibitor,Cullin,E2 conjugating enzyme,ubiquitin,Ubiquitin conjugating enzyme,Ubiquitin ligase,E3 ligating enzyme,inhibit
Datenbank-Bezeichner
- CAS
67200-34-4- PubChem CID
- 568763
- DTXSID
DTXSID40340952- ChEMBL
CHEMBL3589013- ChEBI
CHEBI:131171- EC Number
- 684-731-6
- Nikkaji
- J2.859.504B
Eigenschaften
Physikochemische Eigenschaften
- Schmelzpunkt
- 283 · 283-284 °C(Solv: ethanol (64-17-5))
- Siedepunkt
- 437.2 · 437.2±55.0 °C(Predicted)
- Dichte
- 1.665 · 1.665±0.06 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C
- Löslichkeit
- 30 mg/mL · DMSO: ≥30mg/mL
- pka
- -8.15 · -8.15±0.20(Predicted)
- Aggregatzustand
- powder
- Farbe
- yellow
- Stabilität
- 2 years · Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 2 months.
- 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
- InChIKey
- SFSSAKVWCKFRHE-UHFFFAOYSA-N
- SMILES
- O=C1c2ccccc2-c3nc4nonc4nc13
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
Sicherheitsdaten
- wgk
- 1
- risk_code
- 22
- hazard_code
- Xn
- Speicherklasse
- 11 - Combustible Solids
Chemie und Industrie
Anwendungen
BeschreibungSMER3 is a selective inhibitor of Skp1-Cullin-F-box (SCF)MET30 ubiquitin ligase, an E3 ligase that regulates transcription, cell-cycle control, and immune response. It is a small molecule enhancer of rapamycin , in that it enhances yeast cell lethality in response to rapamycin. SMER3, at 5 μM, upregulates a set of methionine biosynthesis genes by altering the SCFMET30 complex, preventing ubiquitination of target proteins, including Met4. As ubiquitin E3 ligases are involved in tumorigenesis, SMER3 has potential applications in cancer research.
VerwendenSMER3 is used in biological studies to evaluate the pharmacological activity as it is discovered as an inhibitor. SMER3 inhibits mTOR (mammalian target of rapamycin) which plays a key role in the growth control in eukaryotic cells. SMER is the small-molecule enhancer of rapamycin.
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