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ChemicalBook--->CAS DataBase List--->104947-69-5

104947-69-5

104947-69-5 Structure

104947-69-5 Structure
IdentificationBack Directory
[Name]

bengamide B
[CAS]

104947-69-5
[Synonyms]

bengamide B
Bengamide B DISCONTINUED
6-O-Tetradecanoylbengamide Z
(2R,3R,4S,5R,6E)-N-[(3S,6S)-6-(Tetradecanoyloxy)-1-methyl-2-oxohexahydro-1H-azepine-3-yl]-3,4,5-trihydroxy-2-methoxy-8-methyl-6-noneneamide
(2R,3R,4S,5R,6E)-3,4,5-Trihydroxy-2-methoxy-8-methyl-N-[[(3S)-hexahydro-1-methyl-2-oxo-6α-(tetradecanoyloxy)-1H-azepine]-3β-yl]-6-nonenamide
(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
D-gulo-Non-6-enonamide, 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-, (6E)-
[Molecular Formula]

C32H58N2O8
[MDL Number]

MFCD05861147
[MOL File]

104947-69-5.mol
[Molecular Weight]

598.81
Chemical PropertiesBack Directory
[Boiling point ]

774.0±60.0 °C(Predicted)
[density ]

1.11±0.1 g/cm3(Predicted)
[storage temp. ]

Store at -20°C
[solubility ]

Soluble in DMSO
[pka]

12.56±0.40(Predicted)
Hazard InformationBack Directory
[Uses]

Bengamide B is an inhibitor for NF-κB with an IC50 of 85 nM. Bengamide B inhibits LPS (HY-D1056)-induced expression of TNF-α, IL-6 and MCP-1, exhibits anti-inflammatory activity. Bengamide B exhibits antitumor efficacy (IC50 for HCT-116 is 2 nM)[1].
[storage]

Store at -20°C
[References]

[1] Johnson TA, et al., Myxobacteria versus sponge-derived alkaloids: the bengamide family identified as potent immune modulating agents by scrutiny of LC-MS/ELSD libraries. Bioorg Med Chem. 2012 Jul 15;20(14):4348-55. DOI:10.1016/j.bmc.2012.05.043
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