| Field | Specification |
|---|---|
| Target | |
| Alternative names | 7-Bromoindirubin-3-Oxime |
| CAS no. | |
| Applications | |
| Molecular weight | |
| Molecular formula | C16H10BrN3O2 |
| Purity | |
| SMILES | |
| Form | Solid |
| Storage | |
| Shipping | |
| Catalog no. (Mfr.) | |
| Main SKU |
Compound Overview
7BIO, also known as 7-Bromoindirubin-3-Oxime, is a derivative of indirubin. It inhibits cyclin-dependent kinase-5 (CDK5) and glycogen synthase kinase-3β (GSK3β), and in mice it inhibits Aβ oligomer-induced neuroinflammation, synaptic impairments, tau hyperphosphorylation, and activation of astrocytes and microglia, while attenuating Aβ oligomer-induced cognitive impairments[1]. It is supplied as a brown to reddish brown solid (C16H10BrN3O2, MW 356.17) at 99.20% purity.
Physical & Chemical Properties
| CAS Number | 916440-85-2 |
|---|---|
| Molecular Formula | C16H10BrN3O2 |
| Molecular Weight | 356.17 g/mol |
| Purity | 99.20% |
| Appearance | Solid |
| Color | Brown to reddish brown |
| SMILES | O/N=C1C2=CC=CC=C2NC\1=C3C(NC4=C(C=CC=C4/3)Br)=O |
| Target | CDK5, GSK3β |
| Signaling Pathway | Cell Cycle/DNA Damage; Stem Cell/Wnt; PI3K/Akt/mTOR |
| Solubility | In Vitro: DMSO: 250 mg/mL (701.91 mM; Requires sonication; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO) Ethanol: 50 mg/mL (140.38 mM; Requires sonication) |
| Storage | 4°C, protect from light. In solvent: -80°C, 6 months; -20°C, 1 month (protect from light). |
| Shipping | Room temperature in continental US; may vary elsewhere. |
Literature Cited
Sources cited in this description and in the In Vitro & In Vivo Data tab. Peer-reviewed publications that used this product are listed under References.
Safety
For Research Use Only. Not for use in diagnostic or therapeutic procedures, and not for human or veterinary use. Handle in accordance with the Safety Data Sheet and your institution's chemical hygiene plan.
In Vitro
| Solvent | Solubility | Notes |
|---|---|---|
| DMSO | 250 mg/mL (701.91 mM) | requires sonication; use freshly opened DMSO (absorbed moisture lowers solubility) |
| Ethanol | 50 mg/mL (140.38 mM) | requires sonication |
Aliquot the stock solution and store it at -80°C (up to 6 months) or -20°C (up to 1 month); protect from light; avoid repeated freeze-thaw cycles.
In Vivo
Choose the formulation that suits the animal model and route of administration; percentages are volume ratios of the final working solution. Start from a clear DMSO stock (see In Vitro above), add the co-solvents one at a time in the order listed, mixing after each addition, and prepare the working solution fresh on the day of dosing. If precipitation or phase separation occurs, gentle warming or sonication can help.
Protocol 1
| Composition | 10% EtOH + 40% PEG300 + 5% Tween-80 + 45% saline |
|---|---|
| Result | ≥ 2.5 mg/mL (7.02 mM); clear solution |
| How to prepare | Gives a clear solution at ≥ 2.5 mg/mL (saturation not determined). For 1 mL of working solution: add 100 μL EtOH stock (25.0 mg/mL) to 400 μL PEG300; then 50 μL Tween-80; then 450 μL saline to bring the volume to 1 mL. Saline: dissolve 0.9 g sodium chloride in ddH2O and make up to 100 mL. |
Protocol 2
| Composition | 10% DMSO + 40% PEG300 + 5% Tween-80 + 45% saline |
|---|---|
| Result | ≥ 2.08 mg/mL (5.84 mM); clear solution |
| How to prepare | Gives a clear solution at ≥ 2.08 mg/mL (saturation not determined). For 1 mL of working solution: add 100 μL DMSO stock (20.8 mg/mL) to 400 μL PEG300; then 50 μL Tween-80; then 450 μL saline to bring the volume to 1 mL. Saline: dissolve 0.9 g sodium chloride in ddH2O and make up to 100 mL. |
Data provided by the manufacturer.
In Vitro
In SH-SY5Y cells, 7BIO (1 and 10 μM; 24 hours) is neuroprotective, and can prevent but cannot rescue cell death induced by Aβ1 42 oligomer[1].
Cell Viability Assay[1]
| Cell Line | SH-SY5Y cells |
|---|---|
| Concentration | 1 and 10 μM |
| Incubation Time | 24 hours |
| Result | Inhibit Aβ oligomer-induced neuronal death. 7BIO prevented, but did not rescue Aβ1−42 oligomer-induced cell death in SH-SY5Y cells. |
In Vivo
In mice, impairment of recognition, spatial learning and memory induced by Aβ oligomers is significantly attenuated by 7Bio (2.3, 7.0, and 23.3 μg/kg; bilateral ventricle injection)[1]. 7Bio (2.3, 7.0, and 23.3 μg/kg; bilateral ventricle injection) decreases the Aβ oligomer-induced increase in TNF-α and IL-6 production within the brain, along with synapsin-1 and PSD-95 expression in the mouse hippocampal region[1]. In the brains of mice, 7Bio (2.3, 7.0, and 23.3 μg/kg; bilateral ventricle injection) attenuates the increased expression of pTau, microglial activation and astrogliosis that Aβ oligomers induce[1]. Decreased expression of pSer9-GSK3β is prevented by 7Bio (2.3, 7.0, and 23.3 μg/kg; bilateral ventricle injection), which has no significant effects on the Tau protein level[1].
| Animal Model | 8 weeks mice (30 g)[1] |
|---|---|
| Dosage | 2.3, 7.0, and 23.3 μg/kg |
| Administration | bilateral ventricle injection |
| Result | Attenuates Aβ oligomer-induced impairment of recognition, spatial learning and memory in mice. |
Data provided by the manufacturer. Numbered citations refer to the Literature Cited list in the product description.
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