Information
IM156 IM156 (HL156A), a metformin derivative, is a potent activator of AMPK that increases AMPK phosphorylation. IM156 blocks oxidative phosphorylation (OXPHOS) through the inhibition of complex I and increases apoptosis . IM156 ameliorates various types of fibrosis and inhibits tumors.
Targets
AMPK ; OXPHOS
In vitro
IM156 (HL156A) treatment of RPMCs inhibits HG-induced myofibroblast transdifferentiation and markers of epithelial-mesenchymal transition (EMT). Moreover, IM156 (HL156A) ameliorates HG-induced transforming growth factor-β1, Smad3, Snail, and fibronectin expression in the RPMCs via AMPK upregulation. IM156 treatment decreases complex I-dependent NADH oxidation in a significant, dose-dependent manner.
In vivo
In vivo treatment of IM156 exacerbated the memory differentiation of virus-specific CD8+ T cells results in an increase in short-lived effector cells but decrease in memory precursor effector cells. Thus, IM156 treatment impaires the function of virus-specific memory CD8+ T cells, indicating that excessive AMPK activation weakens memory T cell differentiation, thereby suppressing recall immune responses.
Cell Research(from reference)
Cell lines：Rat peritoneal mesothelial cells (RPMCs)
Concentrations：10 μM, 30 μM, 50 μM
Incubation Time：24 h
| ALogP | 3.622 |
|---|---|
| Recuento HBD | 2 |
| Enlace rotable | 7 |
| Sonrisas canónicas | C1CCN(C1)C(=NC(=NC2=CC=C(C=C2)OC(F)(F)F)N)N |
|---|---|
| IUPAC Name | N'-[N'-[4-(trifluoromethoxy)phenyl]carbamimidoyl]pyrrolidine-1-carboximidamide |
| InChIKey | NGFUHJWVBKTNOE-UHFFFAOYSA-N |
| INCHI | 1S/C13H16F3N5O/c14-13(15,16)22-10-5-3-9(4-6-10)19-11(17)20-12(18)21-7-1-2-8-21/h3-6H,1-2,7-8H2,(H4,17,18,19,20) |
| Isómeros SMILES | C1CCN(C1)/C(=N/C(=NC2=CC=C(C=C2)OC(F)(F)F)N)/N |
| PubChem CID | 71512108 |
| Peso molecular | 315.29 |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Benzenoids |
| Clase | Phenol ethers |
| Subclass | Not available |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Phenol ethers |
| Alternative Parents | Phenoxy compounds Biguanides Pyrrolidines Trihalomethanes Propargyl-type 1,3-dipolar organic compounds Carboximidamides Azacyclic compounds Organooxygen compounds Organofluorides Imines Hydrocarbon derivatives Alkyl fluorides |
| Molecular Framework | Aromatic heteromonocyclic compounds |
| Substituents | Phenoxy compound - Phenol ether - Biguanide - Monocyclic benzene moiety - Pyrrolidine - Trihalomethane - Guanidine - Azacycle - Organoheterocyclic compound - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Carboximidamide - Alkyl fluoride - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Organofluoride - Organohalogen compound - Imine - Halomethane - Organic oxygen compound - Organic nitrogen compound - Alkyl halide - Aromatic heteromonocyclic compound |
| Descripción | This compound belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring. |
| External Descriptors | Not available |
| DMSO (mg/ml) Solubilidad máxima | 63 |
|---|---|
| DMSO (mM) Solubilidad máxima | 199.816042373688 |
| Agua (mg/ml) Solubilidad máxima | ＜1 |
| Peso molecular | 315.290 g/mol |
| XLogP3 | 2.100 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 4 |
| Exact Mass | 315.131 Da |
| Monoisotopic Mass | 315.131 Da |
| Topological Polar Surface Area | 89.200 Ų |
| Heavy Atom Count | 22 |
| Formal Charge | 0 |
| Complexity | 424.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 1 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 1 |
| Covalently-Bonded Unit Count | 1 |
