Autogramin-2
187407 · Autogramin-2 · Autogramin-2, 10 mM in DMSO · Autogramin-2,Inhibitor,inhibit,Autogramin2,Autophagy,Autogramin 2 · tert-butyl 2-(4-isopropoxybenzamido)-6,7-dihydrothiazolo[5,4-c]pyridine-5(4H)-carboxylate · Thiazolo[5,4-c]pyridine-5(4H)-carboxylic acid, 6,7-dihydro-2-[[4-(1-methylethoxy)benzoyl]amino]-, 1,1-dimethylethyl ester
Identifiers & Physical Properties
| CAS No. | 2375541-45-8 |
|---|---|
| Molecular formula | C21H27N3O4S |
| Average molar mass | 417.5 g/mol |
| SMILES | CC(C)Oc1ccc(C(=O)Nc2nc3c(s2)CN(C(=O)OC(C)(C)C)CC3)cc1 |
| InChIKey | PNSFNXURLSDVRV-UHFFFAOYSA-N |
| ChEMBL | CHEMBL5589956 |
Chemical & Physical Properties
| XLogP | 3.7 |
|---|---|
| Topological polar surface area | 109 |
| Hydrogen bond donors | 1 |
| Hydrogen bond acceptors | 6 |
| Rotatable bonds | 6 |
| Heavy atoms | 29 |
| Formal charge | 0 |
| Complexity | 587 |
| Density | 1.252±0.06 g/cm3(Predicted) |
| Storage conditions | -20°C |
| Solubility | Soluble in DMSO (up t0 25 mg/ml) or in Ethanol (up to 25 mg/ml) |
| Physical state | solid |
| pKa (acidity coefficient) | 7.59±0.20(Predicted) |
| Color | Off-white |
| Stability | Stable for 1 year as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 1 month. |
| GHS pictogram | GHS07 |
| Signal word | Warning |
| GHS hazard statements | H302-H315-H319-H335 |
| GHS precautionary statements | P261-P280-P301+P312-P302+P352-P305+P351+P338 |
Safety & Regulations
| Signal word | Warning |
|---|---|
| GHS pictogram | GHS07 |
| GHS hazard statements | H302-H315-H319-H335 |
| GHS precautionary statements | P261-P280-P301+P312-P302+P352-P305+P351+P338 |
Applications & Uses
Description
Autogramin-2 (2375541-45-8) is an inhibitor of autophagy (autophagy induced by amino acid starvation IC50 = 270 nM; Rapamycin IC50 = 140 nM) acting via selective targeting of the cholesterol transfer protein GRAM domain-containing protein 1A (GRAMD1A). Autogramin-2 inhibition of GRAMD1A inhibits biogenesis of the autophagosome.
Uses
Autogramin-2 potently inhibits autophagy induced by either starvation (IC50=0.27 μM) or mTORC1 inhibition (Rapamycin; IC50=0.14 μM)[1].