β-Boswellic Acid Chemical Properties

Melting point:

130-135°C

alpha 

D +107° (c = 0.75 in CHCl3)

Boiling point:

556.0±50.0 °C(Predicted)

Density 

1.09±0.1 g/cm3(Predicted)

storage temp. 

Sealed in dry,2-8°C

solubility 

Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)

pka

4.50±0.70(Predicted)

color 

Off-White

Water Solubility 

practically insoluble in water

InChIKey

NBGQZFQREPIKMG-AKOQEMLPSA-N

LogP

9.105 (est)

CAS DataBase Reference

631-69-6

Safety Information

WGK Germany 

3

β-Boswellic Acid Usage And Synthesis

Description

β-Boswellic acid is a pentacyclic triterpene originally isolated from Boswellia that has diverse bioactivities. It inhibits 5-lipoxygenase (5-LO) with an IC₅₀ value of approximately 5 μM but is less potent than its derivative 3-acetyl-11-keto-β-boswellic acid . It inhibits cell proliferation in HL-60 cells with IC₅₀ values of 3.7, 7.1, and 6.3 μM for DNA, RNA, and protein synthesis, respectively. In human umbilical vein endothelial cells (HUVECs) transiently deprived of oxygen and glucose, β-boswellic acid increases nitric oxide and increases phosphorylation of enzyme nitric oxide synthase (eNOS). It also increases calcium mobilization in platelets at concentrations ≥3 μM and induces platelet aggregation (EC₅₀ = 8 μM).

Chemical Properties

BETA-BOSWELLIC ACID is Off-White Solid

Uses

The principal constitutents of frankincense (olibanum). A specific, nonredox inhibitor of 5-lipoxygenase used to treat inflammation.

Definition

ChEBI: Boswellic acid is a triterpenoid.

Anticancer Research

It is a natural pentacyclic triterpenediol and occurs in Boswellia serrata plants as anisomeric blend of 3α, 24-dihydroxyolean-12-ene and 3α, 24-dihydroxyurs-12-ene.It induces apoptosis in various cancer cells. The events involved in this process areexcessive reactive oxygen species (ROS), nitric oxide (NO) formation, DNA ladderformation, and increased sub-G0 phase in cell cycle. This ultimately results incleavage of Bcl-2 and translocation of Bax to mitochondria, which lead to the lossof mitochondrial potential and release of cyt-c and other factors into cytosol. All these events are linked with reduced expression of survivin and inhibitor of caspase-activatedDNases (ICAD) that leads to the activation of poly(ADP-ribose) polymerase(PARP). The triterpene upregulates the expression of cell death receptor-4(DR-4) and tumor necrosis factor receptor-1 (TNF-R1), where both lead to activationof caspase-8 (Huang et al. 2000; Desai et al. 2008; Lu et al. 2008).

β-Boswellic Acid(631-69-6)Related Product Information

• Carbenoxolone
• OLIBANUM GUM
• β-Elemonic Acid
• (3alpha,4beta)-3-(Acetyloxy)olean-12-en-23-oic acid
• BOSWELLIC ACID, B-(P)
• ACETYL-B-BOSWELLIC ACID, 3-(P)
• ACETYL-A-BOSWELLIC ACID, 3-(P)
• ALPHA-BOSWELLIC ACID
• 11-KETO-BETA-BOSWELLIC ACID
• 3-ACETYL-11-KETO-BETA-BOSWELLIC ACID,3-O-ACETYL-11-KETO-BETA-BOSWELLIC ACID,ACETYL-11-KETO-BETA-BOSWELLIC ACID
• BETA-BOSWELLIC ACID
• BRASSIDIC ACID
• 3-ACETYL-BETA-BOSWELLIC ACID
• URS-12(13)-ENE
• Erucic Acid