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A9855

Sigma-Aldrich

3-Acetyl-11-keto-BETA-boswellic acid

from Boswellia serrata

Synonyme(s) :

AKBA

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About This Item

Formule empirique (notation de Hill):
C32H48O5
Numéro CAS:
67416-61-9
Poids moléculaire :
512.72
Code UNSPSC :
12352106
Nomenclature NACRES :
NA.25

Source biologique

Boswellia serrata

Niveau de qualité

200

Forme

powder

Application(s)

metabolomics
vitamins, nutraceuticals, and natural products

Température de stockage

−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

Clé InChI

HMMGKOVEOFBCAU-BCDBGHSCSA-N

Description générale

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

Actions biochimiques/physiologiques

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "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
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.
Mona Abdel-Tawab et al.
Clinical pharmacokinetics, 50(6), 349-369 (2011-05-11)
Non-steroidal anti-inflammatory drug (NSAID) intake is associated with high prevalence of gastrointestinal or cardiovascular adverse effects. All efforts to develop NSAIDs that spare the gastrointestinal tract and the cardiovasculature are still far from achieving a breakthrough. In the last two
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
Yi Ding et al.
Scientific reports, 4, 7002-7002 (2014-11-12)
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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