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MedKoo Cat#: 591796 | Name: Boswellic acid
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Boswellic acid promotes induction of apoptosis, cell cycle arrest, cell migration inhibition and inhibition of PI3K/AKT signalling pathway.

Chemical Structure

Boswellic acid
Boswellic acid
CAS#471-66-9

Theoretical Analysis

MedKoo Cat#: 591796

Name: Boswellic acid

CAS#: 471-66-9

Chemical Formula: C30H48O3

Exact Mass: 456.3603

Molecular Weight: 456.71

Elemental Analysis: C, 78.90; H, 10.59; O, 10.51

Price and Availability

Size Price Availability Quantity
5mg USD 450.00 2 Weeks
10mg USD 800.00 2 Weeks
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Synonym
Boswellic acid; α-Boswellic Acid; Alpha-Boswellic acid
IUPAC/Chemical Name
(3R,4R,4aR,6aR,6bS,8aR,12aR,14aR,14bR)-3-hydroxy-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicene-4-carboxylic acid
InChi Key
BZXULBWGROURAF-IKNLXHIFSA-N
InChi Code
InChI=1S/C30H48O3/c1-25(2)14-15-26(3)16-17-28(5)19(20(26)18-25)8-9-21-27(4)12-11-23(31)30(7,24(32)33)22(27)10-13-29(21,28)6/h8,20-23,31H,9-18H2,1-7H3,(H,32,33)/t20-,21+,22+,23+,26+,27+,28+,29+,30+/m0/s1
SMILES Code
O=C([C@@]1(C)[C@H](O)CC[C@]2(C)[C@@]3([H])CC=C4[C@]5([H])CC(C)(C)CC[C@]5(C)CC[C@@]4(C)[C@]3(C)CC[C@@]12[H])O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info
Product Data
Product Data
Instruction
View handling instruction
Biological target:
alpha-Boswellic acid (α-Boswellic acid) is a pentacyclic triterpene compound from extracts of Frankincense, has anticonvulsant and anti-cancer properties.
In vitro activity:
To determine the effect of βBA (Boswellic Acid) on osteoclast differentiation, bone marrow-derived macrophages (BMMs) were cultured with M-CSF (30 ng/mL) and RANKL (100 ng/mL) in the presence or absence of various concentrations of βBA (0, 5, 10, 20, and 30 μM) for 3 days. βBA treatment decreased the number and size of TRAP+ osteoclasts in a dose-dependent manner (Figure 1B,C). To explore whether βBA induces cytotoxicity during RANKL-induced osteoclast differentiation, BMMs were cultured with M-CSF (30 ng/mL) with various concentrations of βBA (0, 5, 10, 20, and 30 μM) for 3 days. The viability of cells treated with βBA had no toxic effects at any of the concentrations used in the present study (Figure 1A). Reference: Molecules. 2021 May 1;26(9):2665. https://pubmed.ncbi.nlm.nih.gov/34062884/
In vivo activity:
AKBA (boswellic acid) (5, 10 &15mg/kg) was administered for 28 days parallel with CUMS induction in rats. CUMS induction results in depressive state of the animals were confirmed by the sucrose preference test. The administration of AKBA significantly reduced the immobility time and improved the exploratory behavior. Plasma corticosterone and brain glutamate level was decreased and GABA level were increased significantly evident with GAD activation in AKBA treated animals, further confirmed with decreased GR expression improves architecture of prefrontal cortex region. Correlation study illustrates behavioral improvements undeviating the biochemical alteration and GR expression after AKBA treatment during depression. AKBA significantly reversed the CUMS induced glutamate/GABA abnormalities through the adaptation of central HPA axis regulation. Hence this study concludes that AKBA can be a better alternative to treat depressive disorders. Reference: Clin Exp Pharmacol Physiol. 2021 Aug 3. https://pubmed.ncbi.nlm.nih.gov/34343356/
Solvent mg/mL mM
Solubility
DMSO 20.0 43.79
DMSO:PBS (pH 7.2) (1:2) 0.3 0.66
DMF 25.0 54.74
Ethanol 5.0 10.95
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 456.71 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
1. Park GD, Cheon YH, Eun SY, Lee CH, Lee MS, Kim JY, Cho HJ. β-Boswellic Acid Inhibits RANKL-Induced Osteoclast Differentiation and Function by Attenuating NF-κB and Btk-PLCγ2 Signaling Pathways. Molecules. 2021 May 1;26(9):2665. doi: 10.3390/molecules26092665. PMID: 34062884; PMCID: PMC8125251. 2. Wang D, Song SGJBY. Boswellic acid exerts potent anticancer effects in HCT-116 human colon cancer cells mediated via the induction of apoptosis, cell cycle arrest, cell migration inhibition and inhibition of PI3K/AKT signalling pathway. J BUON. 2021 Jan-Feb;26(1):293. PMID: 33721478. 3. Gunasekaran V, Augustine A, Avarachan J, Khayum A, Arivukkarasu R. 3-O-Acetyl-11-keto-β-boswellic acid ameliorates Chronic Unpredictable Mild Stress induced HPA axis dysregulation in relation with Glutamate/GABA aberration in depressive Rats. Clin Exp Pharmacol Physiol. 2021 Aug 3. doi: 10.1111/1440-1681.13567. Epub ahead of print. PMID: 34343356. 4. Tohamy HG, El-Kazaz SE, Alotaibi SS, Ibrahiem HS, Shukry M, Dawood MAO. Ameliorative Effects of Boswellic Acid on Fipronil-Induced Toxicity: Antioxidant State, Apoptotic Markers, and Testicular Steroidogenic Expression in Male Rats. Animals (Basel). 2021 Apr 30;11(5):1302. doi: 10.3390/ani11051302. PMID: 33946602; PMCID: PMC8147226.
In vitro protocol:
1. Park GD, Cheon YH, Eun SY, Lee CH, Lee MS, Kim JY, Cho HJ. β-Boswellic Acid Inhibits RANKL-Induced Osteoclast Differentiation and Function by Attenuating NF-κB and Btk-PLCγ2 Signaling Pathways. Molecules. 2021 May 1;26(9):2665. doi: 10.3390/molecules26092665. PMID: 34062884; PMCID: PMC8125251. 2. Wang D, Song SGJBY. Boswellic acid exerts potent anticancer effects in HCT-116 human colon cancer cells mediated via the induction of apoptosis, cell cycle arrest, cell migration inhibition and inhibition of PI3K/AKT signalling pathway. J BUON. 2021 Jan-Feb;26(1):293. PMID: 33721478.
In vivo protocol:
1. Gunasekaran V, Augustine A, Avarachan J, Khayum A, Arivukkarasu R. 3-O-Acetyl-11-keto-β-boswellic acid ameliorates Chronic Unpredictable Mild Stress induced HPA axis dysregulation in relation with Glutamate/GABA aberration in depressive Rats. Clin Exp Pharmacol Physiol. 2021 Aug 3. doi: 10.1111/1440-1681.13567. Epub ahead of print. PMID: 34343356. 2. Tohamy HG, El-Kazaz SE, Alotaibi SS, Ibrahiem HS, Shukry M, Dawood MAO. Ameliorative Effects of Boswellic Acid on Fipronil-Induced Toxicity: Antioxidant State, Apoptotic Markers, and Testicular Steroidogenic Expression in Male Rats. Animals (Basel). 2021 Apr 30;11(5):1302. doi: 10.3390/ani11051302. PMID: 33946602; PMCID: PMC8147226.
1: Bai F, Chen X, Yang H, Xu HG. Acetyl-11-Keto-β-Boswellic Acid Promotes Osteoblast Differentiation by Inhibiting Tumor Necrosis Factor-α and Nuclear Factor-κB Activity. J Craniofac Surg. 2018 Jun 20. doi: 10.1097/SCS.0000000000004691. [Epub ahead of print] PubMed PMID: 29927820. 2: Wang MX, Zhao JX, Meng YJ, Di TT, Xu XL, Xie XJ, Lin Y, Zhang L, Wang N, Li P, Wang Y. Acetyl-11-keto-β-boswellic acid inhibits the secretion of cytokines by dendritic cells via the TLR7/8 pathway in an imiquimod-induced psoriasis mouse model and in vitro. Life Sci. 2018 May 30. pii: S0024-3205(18)30312-6. doi: 10.1016/j.lfs.2018.05.044. [Epub ahead of print] PubMed PMID: 29859222. 3: Xiong X, He YN, Feng B, Pan Y, Zhang HZ, Ke XM, Zhang Y, Yang M, Han L, Zhang DK. Screening for the anti-inflammation quality markers of Xiaojin Pills based on HPLC-MS/MS method, COX-2 inhibition test and protein interaction network. Sci Rep. 2018 May 10;8(1):7454. doi: 10.1038/s41598-018-25582-7. PubMed PMID: 29748583; PubMed Central PMCID: PMC5945850. 4: Wang D, Ge S, Bai J, Song Y. Boswellic acid exerts potent anticancer effects in HCT-116 human colon cancer cells mediated via induction of apoptosis, cell cycle arrest, cell migration inhibition and inhibition of PI3K/AKT signalling pathway. J BUON. 2018 Mar-Apr;23(2):340-345. PubMed PMID: 29745074. 5: Yoon JH, Kim JH, Ham SS, Gang BY, Lee SH, Choi G, Kim YS, Lee G, Ju YS. Optimal Processing Conditions of Boswellia carteri Birdw. Using Response Surface Methodology. Pharmacogn Mag. 2018 Apr-Jun;14(54):235-241. doi: 10.4103/pm.pm_140_17. Epub 2018 Apr 10. PubMed PMID: 29720838; PubMed Central PMCID: PMC5909322. 6: Jiang XW, Zhang BQ, Qiao L, Liu L, Wang XW, Yu WH. Acetyl-11-keto-β-boswellic acid extracted from Boswellia serrata promotes Schwann cell proliferation and sciatic nerve function recovery. Neural Regen Res. 2018 Mar;13(3):484-491. doi: 10.4103/1673-5374.228732. PubMed PMID: 29623934; PubMed Central PMCID: PMC5900512. 7: Belcaro G, Dugall M, Luzzi R, Hosoi M, Ledda A, Feragalli B, Hu S, Ganguly A, Eggenhoffner R, Corti A, Giacomelli L. Phytoproflex®: supplementary management of osteoarthrosis: a supplement registry. Minerva Med. 2018 Apr;109(2):88-94. doi: 10.23736/S0026-4806.17.05460-X. PubMed PMID: 29534559. 8: Sadeghnia HR, Arjmand F, Ghorbani A. NEUROPROTECTIVE EFFECT OF BOSWELLIA SERRATA AND ITS ACTIVE CONSTITUENT ACETYL 11-KETO-β-BOSWELLIC ACID AGAINST OXYGEN-GLUCOSE-SERUM DEPRIVATION-INDUCED CELL INJURY. Acta Pol Pharm. 2017 May;74(3):911-920. PubMed PMID: 29513961. 9: Koeberle A, Henkel A, Verhoff M, Tausch L, König S, Fischer D, Kather N, Seitz S, Paul M, Jauch J, Werz O. Triterpene Acids from Frankincense and Semi-Synthetic Derivatives That Inhibit 5-Lipoxygenase and Cathepsin G. Molecules. 2018 Feb 24;23(2). pii: E506. doi: 10.3390/molecules23020506. PubMed PMID: 29495286. 10: Haroyan A, Mukuchyan V, Mkrtchyan N, Minasyan N, Gasparyan S, Sargsyan A, Narimanyan M, Hovhannisyan A. Efficacy and safety of curcumin and its combination with boswellic acid in osteoarthritis: a comparative, randomized, double-blind, placebo-controlled study. BMC Complement Altern Med. 2018 Jan 9;18(1):7. doi: 10.1186/s12906-017-2062-z. PubMed PMID: 29316908; PubMed Central PMCID: PMC5761198. 11: Gupta S, Ahsan AU, Wani A, Khajuria V, Nazir LA, Sharma S, Bhagat A, Raj Sharma P, Bhardwaj S, Peerzada KJ, Ali Shah B, Ahmed Z. The amino analogue of β-boswellic acid efficiently attenuates the release of pro-inflammatory mediators than its parent compound through the suppression of NF-κB/IκBα signalling axis. Cytokine. 2018 Jul;107:93-104. doi: 10.1016/j.cyto.2017.12.004. Epub 2017 Dec 8. PubMed PMID: 29229421. 12: Rybakovsky E, Valenzano MC, Deis R, DiGuilio KM, Thomas S, Mullin JM. Improvement of Human-Oral-Epithelial-Barrier Function and of Tight Junctions by Micronutrients. J Agric Food Chem. 2017 Dec 20;65(50):10950-10958. doi: 10.1021/acs.jafc.7b04203. Epub 2017 Dec 7. PubMed PMID: 29172516. 13: Ranzato E, Martinotti S, Volante A, Tava A, Masini MA, Burlando B. The major Boswellia serrata active 3-acetyl-11-keto-β-boswellic acid strengthens interleukin-1α upregulation of matrix metalloproteinase-9 via JNK MAP kinase activation. Phytomedicine. 2017 Dec 1;36:176-182. doi: 10.1016/j.phymed.2017.09.010. Epub 2017 Sep 25. PubMed PMID: 29157812. 14: Mazzio EA, Lewis CA, Soliman KFA. Transcriptomic Profiling of MDA-MB-231 Cells Exposed to Boswellia Serrata and 3-O-Acetyl-B-Boswellic Acid; ER/UPR Mediated Programmed Cell Death. Cancer Genomics Proteomics. 2017 Nov-Dec;14(6):409-425. PubMed PMID: 29109091. 15: Sayed AS, Gomaa IEO, Bader M, El Sayed NSED. Role of 3-Acetyl-11-Keto-Beta-Boswellic Acid in Counteracting LPS-Induced Neuroinflammation via Modulation of miRNA-155. Mol Neurobiol. 2018 Jul;55(7):5798-5808. doi: 10.1007/s12035-017-0801-2. Epub 2017 Oct 27. PubMed PMID: 29079998. 16: Farzaei MH, Shahpiri Z, Bahramsoltani R, Nia MM, Najafi F, Rahimi R. Efficacy and Tolerability of Phytomedicines in Multiple Sclerosis Patients: A Review. CNS Drugs. 2017 Oct;31(10):867-889. doi: 10.1007/s40263-017-0466-4. Review. PubMed PMID: 28948486. 17: Passari AK, Mishra VK, Singh G, Singh P, Kumar B, Gupta VK, Sarma RK, Saikia R, Donovan AO, Singh BP. Insights into the functionality of endophytic actinobacteria with a focus on their biosynthetic potential and secondary metabolites production. Sci Rep. 2017 Sep 18;7(1):11809. doi: 10.1038/s41598-017-12235-4. Erratum in: Sci Rep. 2018 Mar 12;8(1):4650. PubMed PMID: 28924162; PubMed Central PMCID: PMC5603540. 18: Rehman NU, Ali L, Al-Harrasi A, Mabood F, Al-Broumi M, Khan AL, Hussain H, Hussain J, Csuk R. Quantification of AKBA in Boswellia sacra Using NIRS Coupled with PLSR as an Alternative Method and Cross-Validation by HPLC. Phytochem Anal. 2018 Mar;29(2):137-143. doi: 10.1002/pca.2721. Epub 2017 Sep 7. PubMed PMID: 28881407. 19: Shehata AM, Quintanilla-Fend L, Bettio S, Kamyabi-Moghaddam Z, Kohlhofer UA, Scherbaum WA, Ammon HPT. 11-Keto-β-Boswellic Acid Inhibits Lymphocyte (CD3) Infiltration Into Pancreatic Islets of Young None Obese Diabetic (NOD) Mice. Horm Metab Res. 2017 Sep;49(9):693-700. doi: 10.1055/s-0043-112761. Epub 2017 Jul 31. PubMed PMID: 28759942. 20: Greve HL, Kaiser M, Brun R, Schmidt TJ. Terpenoids from the Oleo-Gum-Resin of Boswellia serrata and Their Antiplasmodial Effects In Vitro. Planta Med. 2017 Oct;83(14-15):1214-1226. doi: 10.1055/s-0043-116943. Epub 2017 Jul 24. PubMed PMID: 28738439.

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