A pentacyclic triterpene with diverse bioactivities
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β-Boswellic Acid

Item No. 11693

Technical Information
Formal Name
(3α,4β)-3-hydroxy-urs-12-en-23-oic acid
CAS Number
631-69-6
Molecular Formula
C30H48O3
Formula Weight
Purity
≥95%
A crystalline solid
DMF: 25 mg/mlDMSO: 25 mg/mlDMSO:PBS (pH 7.2) (1:2): 0.3 mg/mlEthanol: 5 mg/ml
SMILES
O[C@@H]1CC[C@@]2(C)[C@](CC[C@]3(C)[C@]2([H])CC=C4[C@@]3(C)CC[C@]5(C)[C@@]4([H])[C@@H](C)[C@H](C)CC5)([H])[C@]1(C(O)=O)C
InChi Code
InChI=1S/C30H48O3/c1-18-10-13-26(3)16-17-28(5)20(24(26)19(18)2)8-9-21-27(4)14-12-23(31)30(7,25(32)33)22(27)11-15-29(21,28)6/h8,18-19,21-24,31H,9-17H2,1-7H3,(H,32,33)/t18-,19+,21-,22-,23-,24+,26-,27-,28-,29-,30?/m1/s1
InChi Key
NBGQZFQREPIKMG-KPQZNPKPSA-N
Origin
Plant/Boswellia serrata
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    β-Boswellic acid is a pentacyclic triterpene originally isolated from Boswellia that has diverse bioactivities.1 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 (Item No. 11672).2 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.3 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).4 It also increases calcium mobilization in platelets at concentrations ≥3 µM and induces platelet aggregation (EC50 = 8 µM).5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ammon, H.P., Safayhi, H., Mack, T., et alMechanism of antiinflammatory actions of curcumine and boswellic acids. J. Ethnopharmacol. 38(2-3), 113-119 (1993).

    2. Safayhi, H., Mack, T., Sabieraj, J., et alBoswellic acids: Novel, specific, nonredox inhibitors of 5-lipoxygenase. J. Pharmacol. Exp. Ther. 261(3), 1143-1146 (1992).

    3. Shao, Y., Ho, C.-T., Chin, C.-K., et alInhibitory activity of boswellic acids from Boswellia serrata against human leukemia HL-60 cells in culture. Planta Med. 64(4), 328-331 (1998).

    4. Wang, M., Chen, M., Ding, Y., et alPretreatment with β-boswellic acid improves blood stasis induced endothelial dysfunction: Role of eNOS activation. Sci. Rep. 5:15357, (2015).

    5. Siemoneit, U., Tausch, L., Poeckel, D., et alDefined structure-activity relationships of boswellic acids determine modulation of Ca2+ mobilization and aggregation of human platelets by Boswellia serrata extracts. Planta Med. 83(12-13), 1020-1027 (2017).