A9855
3-Acetyl-11-keto-β-boswellic acid
from Boswellia serrata
Synonym(s):
AKBA
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About This Item
Empirical Formula (Hill Notation):
C32H48O5
CAS Number:
Molecular Weight:
512.72
MDL number:
UNSPSC Code:
12352106
NACRES:
NA.25
biological source
Boswellia serrata
Quality Segment
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
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 APCMin/+ 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.
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Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Alsaba F Raja et al.
BMC microbiology, 11, 54-54 (2011-03-17)
Boswellic acids are pentacyclic triterpenes, which are produced in plants belonging to the genus Boswellia. Boswellic acids appear in the resin exudates of the plant and it makes up 25-35% of the resin. β-boswellic acid, 11-keto-β-boswellic acid and acetyl-11-keto-β-boswellic acid
Ruiqi Wang et al.
Drug discoveries & therapeutics, 8(1), 25-32 (2014-03-22)
Acetyl-11-keto-beta-BA (AKBA), a component of the gum resin of Boswellia serrata, has been recognized as a promising agent for the prevention of intestinal tumorigenesis. Aspirin, a non-steroidal anti-inflammatory drug (NSAID), has also been considered to have the activity against intestinal
Elena Tibaldi et al.
Biochimica et biophysica acta, 1843(2), 288-298 (2013-10-22)
The dimerization and auto-transphosphorylation of platelet-derived growth factor receptor (PDGFR) upon engagement by platelet-derived growth factor (PDGF) activates signals promoting the mitogenic response of hepatic stellate cells (HSCs) due to liver injury, thus contributing to the development of hepatic fibrosis.
Global Trade Item Number
| SKU | GTIN |
|---|---|
| A9855-5MG | 04061832860831 |