Bengamide B

Pricing Availability Delivery Time Qty
Cat.No. 5273 - Bengamide B | C32H58N2O8 | CAS No. 104947-69-5
Description: Potent inhibitor of NF-κB activation
Chemical Name: (6E)-6,7,8,9-Tetradeoxy-N-[(3S,6S)-hexahydro-1-methyl-2-oxo-6-[(1-oxotetradecyl)oxy]-1H-azepin-3-yl]-8-methyl-2-O-methyl-D-gulo-Non-6-enonamide
Purity: ≥97% (HPLC)
Datasheet
Citations
Literature
Pathways

Biological Activity

Potent inhibitor of NF-κB activation (IC50 = 85 nM); decreases IκBα phosphorylation. Attenuates LPS-induced nitric oxide production and expression of TNF-α, IL-6 and MCP. Suppresses proliferation of HeLa and HCT116 cells. Anti-inflammatory and antitumor.

Technical Data

M. Wt 598.81
Formula C32H58N2O8
Storage Store at -20°C
Purity ≥97% (HPLC)
CAS Number 104947-69-5
PubChem ID 6444128
InChI Key PFRKTXMXGDERHT-UCDUEDMDSA-N
Smiles O=C1N(C)C[C@@H](OC(CCCCCCCCCCCCC)=O)CC[C@@H]1NC([C@H](OC)[C@H](O)[C@@H](O)[C@H](O)/C=C/C(C)C)=O

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 1 2

Preparing Stock Solutions

The following data is based on the product molecular weight 598.81. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.67 mL 8.35 mL 16.7 mL
5 mM 0.33 mL 1.67 mL 3.34 mL
10 mM 0.17 mL 0.83 mL 1.67 mL
50 mM 0.03 mL 0.17 mL 0.33 mL

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Product Datasheets

Safety Datasheet

References

References are publications that support the products' biological activity.

Hu et al (2007) Regulation of c-Src nonreceptor tyrosine kinase activity by bengamide A through inhibition of methionine aminopeptidases. Chem.Biol. 14 764 PMID: 17656313

Johnson et al (2012) Myxobacteria versus sponge-derived alkaloids: the bengamide family identified as potent immune modulating agents by scrutiny of LC-MS/ELSD libraries. Bioorg.Med.Chem. 20 4348 PMID: 22705020

Kinder et al (2001) Synthesis and antitumor activity of ester-modified analogues of bengamide B. J.Med.Chem. 44 3692 PMID: 11606134


If you know of a relevant reference for Bengamide B, please let us know.

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View all NF-κB and IκB Inhibitors

Keywords: Methionyl aminopeptidase MetAP1 MetAP2 potent NF-κB inhibitors nuclear factor kappa B anti-inflammatory antitumor antitumour inhibits NF-kB/IkB

Citations for Bengamide B

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Literature in this Area

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Pathways for Bengamide B

NF-κB

NF-κB Signaling Pathway

NF-κB signaling plays an important role in inflammation, the innate and adaptive immune response and stress. Dysregulated signaling can occur in inflammatory and autoimmune diseases.

Protocols

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