| Size | Price | Stock | Qty |
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| 50mg |
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| 100mg |
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| 500mg |
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| 1g |
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| Other Sizes |
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Purity: ≥98%
| Targets |
Natural Sesquiterpene
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|---|---|
| ln Vitro |
β-Bisabolene demonstrates specific cytotoxic action on mouse cells, exhibiting IC50 values of >200 µg/ml, 65.49 µg/ml, and 48.99 µg/ml against normal Eph4, MG1361, and 4T1 cells, respectively. With IC50 values of 114.3 µg/mL, 66.91 µg/mL, 98.39 µg/mL, 70.62 µg/mL, and 74.3 µg/mL, respectively, against normal MCF-10A, MCF-7, MDA-MB-231, SKBR3, and BT474 cells[1].
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| ln Vivo |
β-Bisabolene is successful in stopping the in vivo growth of transplanted 4T1 mammary tumors (37.5% reduction in volume by endpoint)[1].
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| Enzyme Assay |
Gas chromatography-mass spectrometry (GC-MS) analysis[1]
Opoponax extracts were analysed using a Finnegan GC 8000 gas chromatograph equipped with a MD 800 mass selective detector and an AS800 Finnegan autosampler. For the capillary column, a DB-5 fused silica column was used with the following dimensions: 30 × 0.32 mm id and 0.25-µm film thickness. The temperature of the oven was programmed from 50 to 240 °C at a rate of 3 °C/min and maintained at this final temperature for 2 min. The helium carrier gas was set at a flow rate set of 1 ml/min, maintained under constant pressure, while the injector and source temperatures were both set at 260 °C. The mass detector was used in the positive electron impact ionization mode (EI+) using an ionization voltage of 70 eV. A scan range of 35 to 450 mass units in 0.45 s was used for acquiring mass spectra with an interscan time of 0.08 s. |
| Cell Assay |
Cell viability assay[1]
For viability assays, murine cells were plated at a density of 10 000 cells/well and human cells were plated at 20 000 cells/well into a 96-well plate. Cells were treated 24 h after seeding with respective agents prepared in the media. The viability of cells in each well was then quantified using Cell Titer Blue according to the manufacturer's instructions 24 h after treatment. Apoptosis assays[1] Cell lysates after specified treatments were analysed with Caspase Glo 3/7 Assay Kit according to the manufacturer's instructions. Annexin-V/propidium iodide (PI) analysis was performed using Dead Cell Apoptosis Kit according to the manufacturer's instructions, and stained cells were analysed using a BD FACSCanto flow cytometer. |
| Animal Protocol |
In vivo administration of β-bisabolene[1]
Of the oily compound β-bisabolene, solubilized in corn oil, 1.12 g/kg was administered intraperitoneally, two times a week, for 2 weeks, did not result in any signs of distress in all animals. Upon necropsy, the histology of liver, kidney, spleen and lung of these mice appeared normal (data not shown). When a dose of 2.24 g/kg was administered, mice showed signs of morbidity after single treatment. Hence, we used a maximum non-lethal dose of 1.12 g/kg β-bisabolene in our tumour growth studies. The treatment regime consisted of intraperitoneal (i.p.) injections twice weekly, once palpable tumour was detected (at 2 weeks) and until mice have reached the endpoint of the experiment or showed signs of morbidity. Orthotopic cell transplants and tumour measurements[1] All animal experiments were conducted in accordance with the UK Animals Act 1986, under Home Office licence 30/2849. 4T1 cells were trypsinized and dissociated into single-cell suspensions before transplantation into the abdominal mammary fat pads of wild-type BALB/C mice that were between 8 and 12 weeks old. Mice were then checked for palpable tumours, and the resulting tumours were measured using calipers three times weekly. At appropriate experimental endpoints, tumour, mammary gland, lung and liver tissues were harvested. Tissue samples were then fixed in 4% formaldehyde at 4 °C overnight before processing for histological analysis. Immunohistology[1] Fixed tissues were embedded in paraffin, sectioned into 5-µm slices, mounted onto poly-L-lysine-coated slides and stained with haematoxylin and eosin. Antibodies for cleaved caspase-3 and Ki-67 (Vector Labs) were used for immunohistology according to the manufacturer's instructions. |
| References | |
| Additional Infomation |
The essential oils from Commiphora species have for centuries been recognized to possess medicinal properties. Here, we performed gas chromatography-mass spectrometry on the essential oil from opoponax (Commiphora guidotti) and identified bisabolene isomers as the main constituents of this essential oil. Opoponax essential oil, a chemical component; β-bisabolene and an alcoholic analogue, α-bisabolol, were tested for their ability to selectively kill breast cancer cells. Only β-bisabolene, a sesquiterpene constituting 5% of the essential oil, exhibited selective cytotoxic activity for mouse cells (IC50 in normal Eph4: >200 µg/ml, MG1361: 65.49 µg/ml, 4T1: 48.99 µg/ml) and human breast cancer cells (IC50 in normal MCF-10A: 114.3 µg/ml, MCF-7: 66.91 µg/ml, MDA-MB-231: 98.39 µg/ml, SKBR3: 70.62 µg/ml and BT474: 74.3 µg/ml). This loss of viability was because of the induction of apoptosis as shown by Annexin V-propidium iodide and caspase-3/7 activity assay. β-bisabolene was also effective in reducing the growth of transplanted 4T1 mammary tumours in vivo (37.5% reduction in volume by endpoint). In summary, we have identified an anti-cancer agent from the essential oil of opoponax that exhibits specific cytotoxicity to both human and murine mammary tumour cells in vitro and in vivo, and this warrants further investigation into the use of β-bisabolene in the treatment of breast cancers.[1]
(S)-beta-bisabolene is a beta-bisabolene which has (1S)-configuration. It is an enantiomer of a (R)-beta-bisabolene. beta-Bisabolene is a natural product found in Magnolia officinalis, Cymbopogon martinii, and other organisms with data available. |
| Molecular Formula |
C15H24
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|---|---|
| Molecular Weight |
204.35
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| Exact Mass |
204.187800766
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| CAS # |
495-61-4
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| PubChem CID |
10104370
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| Appearance |
Colorless to light yellow liquid
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| Density |
0.854g/cm3
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| Boiling Point |
275.441ºC at 760 mmHg
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| Flash Point |
109.79ºC
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| Vapour Pressure |
0.009mmHg at 25°C
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| Index of Refraction |
1.484
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| LogP |
5.04
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| tPSA |
204.188
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| SMILES |
CC1=CC[C@H](CC1)C(=C)CCC=C(C)C
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| InChi Key |
XZRVRYFILCSYSP-OAHLLOKOSA-N
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| InChi Code |
InChI=1S/C15H24/c1-12(2)6-5-7-14(4)15-10-8-13(3)9-11-15/h6,8,15H,4-5,7,9-11H2,1-3H3/t15-/m1/s1
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| Chemical Name |
(4S)-1-methyl-4-(6-methylhepta-1,5-dien-2-yl)cyclohexene
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| Synonyms |
β-Bisabolene
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| HS Tariff Code |
2934.99.9001
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| Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: Please store this product in a sealed and protected environment, avoid exposure to moisture. |
| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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| Solubility (In Vitro) |
DMSO: 100 mg/mL (489.36 mM)
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|---|---|
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (12.23 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.5 mg/mL (12.23 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly. (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 4.8936 mL | 24.4678 mL | 48.9356 mL | |
| 5 mM | 0.9787 mL | 4.8936 mL | 9.7871 mL | |
| 10 mM | 0.4894 mL | 2.4468 mL | 4.8936 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration： mg/mL；
Method for preparing DMSO stock solution： mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation:：Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O，mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.
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