| Field | Specification |
|---|---|
| Target | |
| CAS no. | |
| Applications | |
| Source | Marine — Sponge Jaspis digonoxea |
| Molecular weight | |
| Molecular formula | C32H58N2O8 |
| SMILES | |
| Storage | |
| Shipping | |
| Catalog no. (Mfr.) | |
| Main SKU |
Compound Overview
Bengamide B is an alkaloid with anti-tumor and anti-inflammatory activities. It reduces the phosphorylation level of IκBα, thereby blocking NF-κB activation, and it inhibits proliferation of tumor cells, and can be used in research on inflammatory diseases and cancers[1][2].
It has the molecular formula C32H58N2O8 and a molecular weight of 598.81 g/mol.
Physical & Chemical Properties
| CAS Number | 104947-69-5 |
|---|---|
| Molecular Formula | C32H58N2O8 |
| Molecular Weight | 598.81 g/mol |
| Structure Classification | Alkaloids Other Alkaloids |
| SMILES | CC(C)/C=C/[C@@H](O)[C@H](O)[C@@H](O)[C@@H](OC)C(N[C@H]1CC[C@H](OC(CCCCCCCCCCCCC)=O)CN(C)C1=O)=O |
| Target | IL-6 |
| Signaling Pathway | NF-κB; Immunology/Inflammation |
| Initial Source | Marine — Sponge Jaspis digonoxea |
| Storage | Please store the product under the recommended conditions in the Certificate of Analysis. |
| 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 your institution's chemical hygiene plan.
In Vitro
In RAW264.7 cells, Bengamide B (18 h) potently inhibits NF-κB activity (IC50 of 0.085 μM) and is not cytotoxic at concentrations up to 50 μM, and it strongly inhibits HCT-116 cell growth as well (IC50 of 0.002 μM)[1]. Bengamide B (0-10 μM; 4 h) inhibits LPS-induced IκBα phosphorylation in RAW264.7 cells in a dose-dependent manner[1]. LPS-induced expression of TNFα, IL-6 and MCP-1 in RAW264.7 cells is inhibited dose-dependently by Bengamide B (0.01-10 μM)[1]. In vitro, Bengamide B (3 days) potently inhibits proliferation of MDA-MB-435 human breast cancer cells, with an IC50 value of 0.0024 μM[2].
Western Blot Analysis[1]
| Cell Line | murine RAW264.7 macrophage cells |
|---|---|
| Concentration | 0, 0.01, 0.1, 1, 10 μM |
| Incubation Time | 4 h |
| Result | Dose-dependently reduced the level of phosphorylated IκBα, with greater inhibitory activity observed at higher concentrations. Maintained consistent total IκBα and β-actin levels across concentrations. |
In Vivo
Intravenous Bengamide B (10-33 μmol/kg; three times per week; for 3 consecutive weeks) inhibits the growth of MDA-MB-435 breast cancer xenografts in athymic nude mice in a statistically significant, dose-dependent manner[2].
| Animal Model | Athymic (nu/nu) nude mice treated MDA-MB-435 cells[2] |
|---|---|
| Dosage | 10 μmol/kg; 33 μmol/kg (20 mg/kg) |
| Administration | i.v.; three times per week; 3 weeks |
| Result | Produced a 45% T/C value, with a 0.5% change in average body weight and 0/8 mice dead at 10 μmol/kg. Produced a 31% T/C value, with a -2.3% change in average body weight and 0/8 mice dead at 33 μmol/kg. Induced statistically significant tumor growth inhibition at both doses. |
Data provided by the manufacturer. Numbered citations refer to the Literature Cited list in the product description.
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