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3-acetyl-11-keto-β-Boswellic Acid (Synonyms: 3-O-acetyl-11-keto-β-Boswellic acid,AKBA)

Catalog No.GC14282

3-acetyl-11-keto-β-Boswellic Acid (Acetyl-11-keto-β-boswellic acid) is an active triterpenoid compound from the extract of Boswellia serrate and a novel Nrf2 activator.

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3-acetyl-11-keto-β-Boswellic Acid Chemical Structure

Cas No.: 67416-61-9

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5mg
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10mg
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Sample solution is provided at 25 µL, 10mM.

Product Documents

Quality Control & SDS

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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

Cas No. 67416-61-9 SDF
Synonyms 3-O-acetyl-11-keto-β-Boswellic acid,AKBA
Chemical Name (3α,4β)-3-(acetyloxy)-11-oxo-urs-12-en-23-oic acid
Canonical SMILES O=C1C=C2[C@](CC[C@]3(C)[C@@]2([H])[C@@H](C)[C@H](C)CC3)(C)[C@]4(C)CC[C@@]5([H])[C@@](C)(C(O)=O)[C@H](OC(C)=O)CC[C@]5(C)[C@]41[H]
Formula C32H48O5 M.Wt 512.7
Solubility ≤5mg/ml in ethanol;25mg/ml in DMSO;25mg/ml in dimethyl formamide Storage Store at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table

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1 mg 5 mg 10 mg
1 mM 1.9505 mL 9.7523 mL 19.5046 mL
5 mM 0.3901 mL 1.9505 mL 3.9009 mL
10 mM 0.195 mL 0.9752 mL 1.9505 mL
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