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BAM 15

CAT: 0013-GTR19156861-05Size: 50 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19156861-05Size:50 mg
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Description
BAM 15 is an uncoupler of mitochondrial protonophore. BAM 15 is fully capable of increasing mitochondrial respiration in the presence of oligomycin and does so across a broader concentration range than FCCP in both myoblasts and hepatocytes and it is able to increase O2 consumption across a broad dosing range without increasing ROS. BAM 15 and FCCP are structurally unrelated. Which is observed that low doses of BAM 15 from 100 nM to 1 μM increase cellular O2 consumption rate (OCR) to a similar degree as FCCP, However higher concentrations from 1 μM to 50 μM reveal that BAM 15 is able to maintain uncoupled respiration at a high rate in a range of cell lines. BAM 15 induces mitochondrial swelling, demonstrating that BAM 15 is a protonophore. BAM15-treated cells are more viable than FCCP-treated cells when administered across a broad dosing range up to 50 μM.Compare to vehicle-treated mice, animals that receive BAM 15 are protected from kidney injury as indicated by lower plasma creatinine levels at 24 and 48 h post-ischemia, reduced tubular necrosis, less obstruction of proximal tubules, less depletion of brush border villi, and less immune cell infiltration.
CAS Number
210302-17-3
Purity
>98% (HPLC)
Solubility
DMSO:72 mg/mL (211.58mM; Need ultrasonic)
Smiles
Fc1ccccc1Nc1nc2nonc2nc1Nc1ccccc1F
Molecular Formula
C16H10F2N6O
Molecular Weight
340.29
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.

Chemical Information

Bam15

BAM15 is an organic heterobicyclic compound that is [1,2,5]oxadiazolo[3,4-b]pyrazine substituted by (2-fluorophenyl)amino groups at positions 5 and 6. It is a mitochondrial protonophore uncoupler that is a potential treatment for obesity and sepsis. It has a role as a geroprotector, a renoprotective agent, an antiparasitic agent, an antineoplastic agent, an anti-inflammatory agent, an apoptosis inducer and an anti-obesity agent. It is an organic heterobicyclic compound, a substituted aniline, a secondary amino compound and a member of monofluorobenzenes.

CAS Number210302-17-3
PubChem CID565708
IUPAC Name5-N,6-N-bis(2-fluorophenyl)-[1,2,5]oxadiazolo[3,4-b]pyrazine-5,6-diamine
Molecular FormulaC16H10F2N6O
Molecular Weight340.29
XLogP3.7
Topological Polar Surface Area88.8
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count9
Rotatable Bond Count4
Heavy Atom Count25
Formal Charge0
Complexity409
SMILES
C1=CC=C(C(=C1)NC2=NC3=NON=C3N=C2NC4=CC=CC=C4F)F
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
Chemical Structure
2D Structure
2D structure of Bam15
CAS: 210302-17-3
CID: 565708
Formula: C16H10F2N6O
MW: 340.29
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight340.29
XLogP33.7
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count9
Rotatable Bond Count4
Exact Mass340.08841529
Monoisotopic Mass340.08841529
Topological Polar Surface Area88.8 Ų
Heavy Atom Count25
Formal Charge0
Complexity409
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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