A9855

3-Acetyl-11-keto-β-boswellic acid

from Boswellia serrata

• Synonym(s): AKBA
• Empirical Formula (Hill Notation): C₃₂H₄₈O₅
• CAS Number: 67416-61-9
• Molecular Weight: 512.72
• MDL number: MFCD03788777
• UNSPSC Code: 12352106
• NACRES: NA.25

Properties

• biological source: Boswellia serrata
• Quality Level: 200
• form: powder
• application(s): metabolomics; vitamins, nutraceuticals, and natural products
• storage temp.: −20°C
• SMILES string: O([C@H]1[C@]([C@H]2[C@@]([C@@H]3[C@]([C@@]4(CC[C@@]5([C@@H]([C@H]([C@@H](CC5)C)C)C4=CC3=O)C)C)(CC2)C)(CC1)C)(C)C(=O)O)C(=O)C
• InChI: 1S/C32H48O5/c1-18-9-12-28(4)15-16-30(6)21(25(28)19(18)2)17-22(34)26-29(5)13-11-24(37-20(3)33)32(8,27(35)36)23(29)10-14-31(26,30)7/h17-19,23-26H,9-16H2,1-8H3,(H,35,36)/t18-,19+,23-,24-,25+,26-,28-,29+,30-,31-,32-/m1/s1
• InChI key: HMMGKOVEOFBCAU-BCDBGHSCSA-N

Description

General description

Acetyl-11-keto-β-boswellic acid (AKBA) is extracted from the resin of Boswellia serrata.

Application

3-Acetyl-11-keto-β-boswellic acid (AKBA) has been used:

• to test its effects as an anti-proliferating agent on hepatic stellate cells (HSCs) proliferation and synergism in combination with imatinib in in vitro models
• to study its anti-osteoporotic activity on ovariectomy-induced osteoporosis in female Sprague Dawley rats
• in a comparative study with aspirin to test its effects as an anti-inflammatory drug to prevent intestinal adenomatous polyposis in APC^Min/+ mice

Biochem/physiol Actions

Acetyl-11-keto-β-boswellic acid (AKBA) displays antibacterial and anti-biofilm activities against Staphylococcus epidermidis and S. aureus, respectively. It is an activator of nuclear factor erythroid-2-related factor 2 (Nrf2) and exerts neuroprotective properties against ischemic injury in both in vitro and in vivo studies.

Acetyl-11-keto-beta-boswellic acid is a pentacyclic triterpene that inhibits 5-lipoxygenase in a selective, enzyme-directed, nonredox, and noncompetitive manner. It has also been shown to inhibit topoisomerase I and NF-κB signaling.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable