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| Product Name: | SMER 3 | | Synonyms: | SMER 3;9H-Indeno[1,2-e][1,2,5]oxadiazolo[3,4-b]pyrazin-9-one;9H-indeno[2,1-b][1,2,5]oxadiazolo[3,4-e]pyrazin-9-one;OC1181, 9H-indeno[1,2-b][1,2,5]oxadiazolo[3,4-e]pyrazin-9-one;SMER3(SMER 3);9H-indeno[1,2-b][1,2,5]oxadiazolo[3,4-e]pyrazin-9-one N;5-oxoinden[1,2-e]furazano[3,4-b]pyrazine;Ubiquitin 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 | | CAS: | 67200-34-4 | | MF: | C11H4N4O2 | | MW: | 224.18 | | EINECS: | | | Product Categories: | | | Mol File: | 67200-34-4.mol |  |
| | SMER 3 Chemical Properties |
| Melting point | 283-284 °C(Solv: ethanol (64-17-5)) | | Boiling point | 437.2±55.0 °C(Predicted) | | density | 1.665±0.06 g/cm3(Predicted) | | storage temp. | 2-8°C | | solubility | DMSO: ≥30mg/mL | | pka | -8.15±0.20(Predicted) | | form | powder | | color | yellow | | Stability: | Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 2 months. |
| Hazard Codes | Xn | | Risk Statements | 22 | | WGK Germany | 1 |
| | SMER 3 Usage And Synthesis |
| Description | SMER3 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. | | Uses | SMER3 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. | | Definition | ChEBI: LSM-42773 is an aromatic ketone. | | storage | Store at +4°C | | References | 1) Aghajanyy et al. (2010), Chemical genetics of TOR identifies an SCF family E3 ubiquitin ligase inhibitor; Nat. Biotechnol., 28 738 |
| | SMER 3 Preparation Products And Raw materials |
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