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Chemical Structure| 67416-61-9 Chemical Structure| 67416-61-9

Structure of AKBA
CAS No.: 67416-61-9

Chemical Structure| 67416-61-9

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AKBA (Acetyl-11-keto-β-boswellic acid) is an active compound extracted from frankincense and a novel activator of Nrf2. AKBA can be used in research on inflammatory diseases and cancer.

Synonyms: Acetyl-11-keto-β-boswellic acid; 3-O-acetyl-11-keto-β-Boswellic acid; Acetylketo-β-boswellic acid

4.5 *For Research Use Only !

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Product Details of AKBA

CAS No. :67416-61-9
Formula : C32H48O5
M.W : 512.72
SMILES Code : C[C@@]([C@@](C1=C2)(CC[C@@](C)(CC[C@H]3C)[C@@]1([H])[C@H]3C)C)(CC[C@@]4([H])[C@@]5(C)C(O)=O)[C@@](C2=O)([H])[C@]4(CC[C@H]5OC(C)=O)C
Synonyms :
Acetyl-11-keto-β-boswellic acid; 3-O-acetyl-11-keto-β-Boswellic acid; Acetylketo-β-boswellic acid
MDL No. :MFCD03788777
InChI Key :HMMGKOVEOFBCAU-BCDBGHSCSA-N
Pubchem ID :11168203

Safety of AKBA

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Isoform Comparison

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

1.95mL

0.39mL

0.20mL

9.75mL

1.95mL

0.98mL

19.50mL

3.90mL

1.95mL

References

[1]Rehman NU, Ali L, et al. Quantification of AKBA in Boswellia sacra Using NIRS Coupled with PLSR as an Alternative Method and Cross-Validation by HPLC. Phytochem Anal. 2017 Sep 7.

[2]Meka B, Ravada SR, et al. Synthesis of new analogs of AKBA and evaluation of their anti-inflammatory activities. Bioorg Med Chem. 2017 Feb 15;25(4):1374-1388.

[3]Takada Y, Ichikawa H, Badmaev V, Aggarwal BB. Acetyl-11-keto-beta-boswellic acid potentiates apoptosis, inhibits invasion, and abolishes osteoclastogenesis by suppressing NF-kappa B and NF-kappa B-regulated gene expression. J Immunol. 2006 Mar 1;176(5):3127-40. doi: 10.4049/jimmunol.176.5.3127. PMID: 16493072.

[4]Park YS, Lee JH, Harwalkar JA, Bondar J, Safayhi H, Golubic M. Acetyl-11-keto-beta-boswellic acid (AKBA) is cytotoxic for meningioma cells and inhibits phosphorylation of the extracellular-signal regulated kinase 1 and 2. Adv Exp Med Biol. 2002;507:387-93. doi: 10.1007/978-1-4615-0193-0_60. PMID: 12664615.

[5]Hoernlein RF, Orlikowsky T, Zehrer C, Niethammer D, Sailer ER, Simmet T, Dannecker GE, Ammon HP. Acetyl-11-keto-beta-boswellic acid induces apoptosis in HL-60 and CCRF-CEM cells and inhibits topoisomerase I. J Pharmacol Exp Ther. 1999 Feb;288(2):613-9. PMID: 9918566.

[6]Pang X, Yi Z, Zhang X, Sung B, Qu W, Lian X, Aggarwal BB, Liu M. Acetyl-11-keto-beta-boswellic acid inhibits prostate tumor growth by suppressing vascular endothelial growth factor receptor 2-mediated angiogenesis. Cancer Res. 2009 Jul 15;69(14):5893-900. doi: 10.1158/0008-5472.CAN-09-0755. Epub 2009 Jun 30. PMID: 19567671; PMCID: PMC2724674.

[7]Park YS, Lee JH, Bondar J, Harwalkar JA, Safayhi H, Golubic M. Cytotoxic action of acetyl-11-keto-beta-boswellic acid (AKBA) on meningioma cells. Planta Med. 2002 May;68(5):397-401. doi: 10.1055/s-2002-32090. PMID: 12058313.

 

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