| Identification | Back Directory | [Name]
11-KETO-BETA-BOSWELLIC ACID | [CAS]
17019-92-0 | [Synonyms]
11-Oxo-β-boswellic Acid
β-Boswellic acid,11-keto
11-keto-β-Boswellic Acid
Boswellic Acid Impurity 2
Beta-boswellic acid,11-keto
11-KETO-BETA-BOSWELLIC ACID
KETO-B-BOSWELLIC ACID, 11-(SH)
3-Hydroxy-11-oxo-12-ursen-24-oic acid
11-KETO-BETA-BOSWELLIC ACID USP/EP/BP
3α-Hydroxy-11-oxours-12-en-24-oic Acid
(3α,4β)-3-Hydroxy-11-oxours-12-en-23-oic Acid
Urs-12-en-23-oic acid,3-hydroxy-11-oxo-, (3a,4b)-
Urs-12-en-23-oic acid, 3-hydroxy-11-oxo-, (3α,4β)-
11-Keto-β-boswellic acid, 98%, from Boswellia carterii Birdw | [Molecular Formula]
C30H46O4 | [MDL Number]
MFCD00880624 | [MOL File]
17019-92-0.mol | [Molecular Weight]
470.68 |
| Chemical Properties | Back Directory | [Melting point ]
190～192℃ | [Boiling point ]
591.8±50.0 °C(Predicted) | [density ]
1.14±0.1 g/cm3(Predicted) | [storage temp. ]
4°C, protect from light | [solubility ]
≤5mg/ml in ethanol;25mg/ml in DMSO;25mg/ml in dimethyl formamide | [form ]
neat | [pka]
4.46±0.70(Predicted) | [color ]
White | [Water Solubility ]
insoluble in water | [InChIKey]
YIMHGPSYDOGBPI-IQQSWPBXSA-N | [LogP]
7.100 (est) |
| Hazard Information | Back Directory | [Uses]
A constitutent of frankincense (olibanum) with anti-inflammatory properties. It has been shown to trigger apoptosis via a pathway dependent on caspase-8 activation but independent on Fas/Fas ligand interaction in colon cancer HT-29 cells. | [Biological Activity]
37.9 μm: blocks a2780 (cis-platin resistant ovarian cancer cells) [1].11-keto-β-boswellic acid, known as kba, is a naturally occurring pentacyclic triterpene isolated from the gum resin of the tree boswellia serrata. kba is non-redox, specific leukotriene synthesis inhibitors through the inhibition of 5-lipoxygenase (5-lox) which has anti-arthritic and anti-inflammatory activities. 5-lox catalyzes essential fatty acids substrates into leukotrienes and a variety of other biologically active products. kba is a novel activator of nuclear factor erythroid-2-related factor 2 (nrf2), which protects against cerebral ischemic injury. | [in vitro]
kba, concentration dependently, decreased the formation of leukotriene b4 and the synthesis of all 5-lox products from endogenous arachidonic acid in rat peritoneal neutrophils. in contrast, kba exerted no remarkable effects on the 12-lipoxygenase and cyclooxygenase activities. [2]. | [in vivo]
adult male sprague–dawley rats were injected kab intraperitoneally at a dose of 25 mg/kg for 48 hours. kab remarkably decreased infarct volumes as well as apoptotic cells at 1 h, and then increased neurologic scores when applied 48 h. moreover, posttreatment with kba induced the decrease of malondialdehyde levels and the increase of protein nrf2 and heme oxygenase-1 expression in brain tissues, indicating that the nrf2/ho-1 pathway was involved in the neuroprotection of kba against oxidative stress-induced ischemic injury [3]. | [IC 50]
35.8 μm: inhibits mcf-7 (human breast adenocarcinoma) [1]. | [storage]
4°C, protect from light | [References]
[1]. csuk, r., barthel-niesen, a., barthel, a., schffer, r., & al-harrasi, a. 11-keto-boswellic acid derived amides and monodesmosidic saponins induce apoptosis in breast and cervical cancers cells. european journal of medicinal chemistry. 2015; 100: 98-105.
[2]. safayhi, h., mack, t. h. o. m. a. s., sabieraj, j. o. a. c. h. i. m., anazodo, m. i., subramanian, l. r., & ammon, h. p. boswellic acids: novel, specific, nonredox inhibitors of 5-lipoxygenase. journal of pharmacology and experimental therapeutics. 1992; 261(3):1143-1146.
[3]. ding, y., chen, m., wang, m., li, y., & wen, a. posttreatment with 11-keto-β-boswellic acid ameliorates cerebral ischemia–reperfusion injury: nrf2/ho-1 pathway as a potential mechanism. molecular neurobiology. 2014; 52(3): 1430-1439. |
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