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3-acetyl-11-keto-β-Boswellic Acid

In stock
Catalog No.
C3055
5-lipoxygenase inhibitor
Grouped product items
SizePriceStock Qty
5mg
$157.00
In stock
10mg
$278.00
In stock

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Background

IC50: 1.5 μM

3-acetyl-11-keto-β-Boswellic Acid, as known as AKBA, is a pentacyclic triterpene that suppresses 5-lipoxygenase in a selective, nonredox, enzyme-directed, and noncompetitive manner. Also, AKBA inhibits topoisomeraseⅠ and NF-κB signaling. AKBA has been studied for potential use in the control of inflammatory diseases, including arthritis and cancer.

In vitro: AKBA exerted a time- and concentration -dependent cytotoxicity on androgen-independent prostate cancer cells. AKBA blocked proliferation and elicited apoptosis in the chemoresistant and androgen-independent human PC-3 prostate cancer cells by the release of mitochondrial cytochrome c and DNA fragmentation. Also, AKBA concentration-dependently inhibited NF-κB signaling, yet it did not directly affect the NF-κB binding to DNA. Additionally, AKBA suppressed inhibitor κB kinase and NF-κB-dependent antiapoptotic gene products in PC-3 cells [1].

In vivo: PC-3 xenotransplanted male NMRI/nu-nu mice were injected intraperitoneally at 100 μmol/kg daily for three weeks. AKBA dampened growth and proliferation of PC-3 xenografts in nude mice and elicited apoptosis. Moreover, compared with the control group, AKBA reduced the tumor volume and the invasiveness of the tumor into the surrounding tissues [1].

Reference:
[1].  Syrovets, T., Gschwend, J., Buchele, B., Laumonnier, Y., Zugmaier, W., Genze, F., & Simmet, T. Inhibition of IκB Kinase Activity by Acetyl-boswellic Acids Promotes Apoptosis in Androgen-independent PC-3 Prostate Cancer Cells in Vitro and in Vivo. Journal of Biological Chemistry. 2004; 280(7): 6170-6180.

Chemical Properties

Physical AppearanceA crystalline solid
StorageStore at -20°C
M.Wt512.7
Cas No.67416-61-9
FormulaC32H48O5
Synonyms3-O-acetyl-11-keto-β-Boswellic acid,AKBA
Solubility≤5mg/ml in ethanol;25mg/ml in DMSO;25mg/ml in dimethyl formamide
Chemical Name(3α,4β)-3-(acetyloxy)-11-oxo-urs-12-en-23-oic acid
SDFDownload SDF
Canonical SMILESO=C1C=C2[[email protected]](CC[[email protected]]3(C)[[email protected]@]2([H])[[email protected]@H](C)[[email protected]](C)CC3)(C)[[email protected]]4(C)CC[[email protected]@]5([H])[[email protected]@](C)(C(O)=O)[[email protected]](OC(C)=O)CC[[email protected]]5(C)[[email protected]]41[H]
Shipping ConditionEvaluation sample solution : ship with blue ice.All other available size: ship with RT , or blue ice upon request
General tipsFor obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.

Quality Control

Quality Control & MSDS

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Chemical structure

3-acetyl-11-keto-β-Boswellic Acid