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Bengamide B

Cat. No. 5273 Submit a Review Datasheet / COA / SDS

Discontinued Product

5273 has been discontinued.

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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
Reviews
Pathways (1)
Biological Activity Technical Data Datasheets References

Biological Activity for Bengamide B

Bengamide B is a 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 for Bengamide B

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.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Product Datasheets for Bengamide B

Certificate of Analysis / Product Datasheet
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Safety Datasheet

References for Bengamide B

References are publications that support the biological activity of the product.

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

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Keywords: Bengamide B, Bengamide B supplier, Methionyl, aminopeptidase, MetAP1, MetAP2, potent, NF-κB, inhibitors, nuclear, factor, kappa, B, anti-inflammatory, antitumor, antitumour, inhibits, NF-kB/IkB, 5273, Tocris Bioscience

Citations for Bengamide B

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Pathways for Bengamide B

NF-κB Signaling Pathway

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.