Bam15
CS-2890 · BAM15 · BAM15 >=98% (HPLC) · BAM 15 pure powder · BAM 15, 10 mM in DMSO · inhibit,BAM-15,Inhibitor,BAM 15,BAM15,Mitochondrial Metabolism · N,N'-bis(2-fluorophenyl)[1,2,5]oxadiazolo[3,4-b]pyrazine-5,6-diamine · [1,2,5]Oxadiazolo[3,4-b]pyrazine-5,6-diamine, N5,N6-bis(2-fluorophenyl)-
Identifiers & Physical Properties
| CAS No. | 210302-17-3 |
|---|---|
| Molecular formula | C16H10F2N6O |
| Average molar mass | 340.29 g/mol |
| Monoisotopic mass | 340.08841529 g/mol |
| SMILES | Fc1ccccc1Nc1nc2nonc2nc1Nc1ccccc1F |
| InChIKey | OEGJBRZAJRPPHL-UHFFFAOYSA-N |
| PubChem CID | 565708 |
| ChEMBL | CHEMBL3627755 |
| ChEBI | CHEBI:233585 |
| EC No. | 998-894-9 |
Chemical & Physical Properties
| XLogP | 3.7 |
|---|---|
| Topological polar surface area | 88.8 |
| Hydrogen bond donors | 2 |
| Hydrogen bond acceptors | 9 |
| Rotatable bonds | 4 |
| Heavy atoms | 25 |
| Formal charge | 0 |
| Complexity | 409 |
| Boiling point | 421.7±55.0 °C(Predicted) |
| Density | 1.548±0.06 g/cm3(Predicted) |
| Storage conditions | -20°C |
| Solubility | Soluble in DMSO (35 mg/ml) |
| Physical state | powder |
| pKa (acidity coefficient) | -2.40±0.50(Predicted) |
| Color | white to beige |
| Stability | Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 1 month. |
| InChI | InChI=1S/C16H10F2N6O/c17-9-5-1-3-7-11(9)19-13-14(20-12-8-4-2-6-10(12)18)22-16-15(21-13)23-25-24-16/h1-8H,(H,19,21,23)(H,20,22,24) |
| InChIKey | OEGJBRZAJRPPHL-UHFFFAOYSA-N |
| SMILES | C12=NON=C1N=C(NC1=CC=CC=C1F)C(NC1=CC=CC=C1F)=N2 |
| UNSPSC Code | 12352200 |
| NACRES | NA.77 |
| GHS pictogram | GHS07,GHS08,GHS09 |
| Signal word | Danger |
| GHS hazard statements | H302-H361-H372-H410 |
| GHS precautionary statements | P201-P264-P280-P301+P330+P331-P312 |
| Water hazard class (WGK) | WGK 3 |
| Storage class | 11 - Combustible Solids |
| Hazard class | Aquatic Chronic 4 |
Safety & Regulations
| GHS classification | H413 (100%): May cause long lasting harmful effects to aquatic life [Hazardous to the aquatic environment, long-term hazard]P273, and P501 (click each P-code to see the statement)The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory. |
|---|---|
| Hazard Classes and Categories | Aquatic Chronic 4 (100%) |
| Water hazard class (WGK) | WGK 3 |
| Signal word | Danger |
| GHS pictogram | GHS07,GHS08,GHS09 |
| Storage class | 11 - Combustible Solids |
| GHS hazard statements | H302-H361-H372-H410 |
| Hazard class | Aquatic Chronic 4 |
| GHS precautionary statements | P201-P264-P280-P301+P330+P331-P312 |
Applications & Uses
Description
BAM15 (210302-17-3) is a mitochondrial protonophore uncoupler with fewer off-target effects (EC50 = 270 nM in L6 myoblast mitochondria.)1,2 Compared to FCCP, an uncoupler of equal potency, BAM15 stimulates a higher maximum rate of mitochondrial respiration and does not depolarize the plasma membrane.2 Stimulates energy expenditure, protects against obesity and improves glycemic control in rodent models.3 Reverses diet-induced obesity and insulin resistance in mice.4 Attenuates transportation-induced apoptosis in iPS-differentiated retinal tissue.5
Uses
BAM 15, is a mitochondrial protonophore uncoupler that does not depolarize the plasma membrane and protects mice from acute renal ischemic-reperfusion injury.