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A9855

Sigma-Aldrich

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
UNSPSC Code:
12352106
NACRES:
NA.25

biological source

Boswellia serrata

form

powder

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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Stroke is a complex disease involved oxidative stress-related pathways in its pathogenesis. The nuclear factor erythroid-2-related factor 2 (Nrf2)/heme oxygenase-1 (HO-1) pathway has been considered a potential target for neuroprotection in stroke. Acetyl-11-Keto-β-Boswellic Acid (AKBA) is an active triterpenoid compound
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