FalcarinolCAS# 21852-80-2 |
- Panaxynol
Catalog No.:BCN3833
CAS No.:81203-57-8
Quality Control & MSDS
3D structure
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| Cas No. | 21852-80-2 | SDF | Download SDF |
| PubChem ID | 5281149 | Appearance | Oil |
| Formula | C17H24O | M.Wt | 244.4 |
| Type of Compound | Lipids | Storage | Desiccate at -20°C |
| Synonyms | Panaxynol | ||
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | (3R,9Z)-heptadeca-1,9-dien-4,6-diyn-3-ol | ||
| SMILES | CCCCCCCC=CCC#CC#CC(C=C)O | ||
| Standard InChIKey | UGJAEDFOKNAMQD-QXPKXGMISA-N | ||
| Standard InChI | InChI=1S/C17H24O/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17(18)4-2/h4,10-11,17-18H,2-3,5-9,12H2,1H3/b11-10-/t17-/m1/s1 | ||
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months. Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it. |
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| About Packaging | 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial. 2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial. 3. Try to avoid loss or contamination during the experiment. |
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| Shipping Condition | Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request. | ||
| Description | 1. Falcarinol has effects on CaCo-2 cells appear to be biphasic, inducing pro-proliferative and apoptotic characteristics at low and high concentrations of Falcarinol, respectively. 2. Falcarinol-associated dermatitis is due to antagonism of the CB(1) receptor in keratinocytes, leading to increased chemokine expression and aggravation of histamine action. |
| Targets | IL Receptor | TNF-α | Caspase |
Falcarinol Dilution Calculator
Falcarinol Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 4.0917 mL | 20.4583 mL | 40.9165 mL | 81.8331 mL | 102.2913 mL |
| 5 mM | 0.8183 mL | 4.0917 mL | 8.1833 mL | 16.3666 mL | 20.4583 mL |
| 10 mM | 0.4092 mL | 2.0458 mL | 4.0917 mL | 8.1833 mL | 10.2291 mL |
| 50 mM | 0.0818 mL | 0.4092 mL | 0.8183 mL | 1.6367 mL | 2.0458 mL |
| 100 mM | 0.0409 mL | 0.2046 mL | 0.4092 mL | 0.8183 mL | 1.0229 mL |
| * Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations. | |||||
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Falcarinol is a covalent cannabinoid CB1 receptor antagonist and induces pro-allergic effects in skin.[Pubmed:20206138]
Biochem Pharmacol. 2010 Jun 15;79(12):1815-26.
The skin irritant polyyne Falcarinol (panaxynol, carotatoxin) is found in carrots, parsley, celery, and in the medicinal plant Panax ginseng. In our ongoing search for new cannabinoid (CB) receptor ligands we have isolated Falcarinol from the endemic Sardinian plant Seseli praecox. We show that Falcarinol exhibits binding affinity to both human CB receptors but selectively alkylates the anandamide binding site in the CB(1) receptor (K(i)=594nM), acting as covalent inverse agonist in CB(1) receptor-transfected CHO cells. Given the inherent instability of purified Falcarinol we repeatedly isolated this compound for biological characterization and one new polyyne was characterized. In human HaCaT keratinocytes Falcarinol increased the expression of the pro-allergic chemokines IL-8 and CCL2/MCP-1 in a CB(1) receptor-dependent manner. Moreover, Falcarinol inhibited the effects of anandamide on TNF-alpha stimulated keratinocytes. In vivo, Falcarinol strongly aggravated histamine-induced oedema reactions in skin prick tests. Both effects were also obtained with the CB(1) receptor inverse agonist rimonabant, thus indicating the potential role of the CB(1) receptor in skin immunopharmacology. Our data suggest anti-allergic effects of anandamide and that Falcarinol-associated dermatitis is due to antagonism of the CB(1) receptor in keratinocytes, leading to increased chemokine expression and aggravation of histamine action.
Biphasic effect of falcarinol on caco-2 cell proliferation, DNA damage, and apoptosis.[Pubmed:17263451]
J Agric Food Chem. 2007 Feb 7;55(3):618-23.
The polyacetylene Falcarinol, isolated from carrots, has been shown to be protective against chemically induced colon cancer development in rats, but the mechanisms are not fully understood. In this study CaCo-2 cells were exposed to Falcarinol (0.5-100 microM) and the effects on proliferation, DNA damage, and apoptosis investigated. Low-dose Falcarinol exposure (0.5-10 microM) decreased expression of the apoptosis indicator caspase-3 concomitantly with decreased basal DNA strand breakage. Cell proliferation was increased (1-10 microM), whereas cellular attachment was unaffected by <10 microM Falcarinol. At concentrations above 20 microM Falcarinol, proliferation of CaCo-2 cells decreased and the number of cells expressing active caspase-3 increased simultaneously with increased cell detachment. Furthermore, DNA single-strand breakage was significantly increased at concentrations above 10 microM Falcarinol. Thus, the effects of Falcarinol on CaCo-2 cells appear to be biphasic, inducing pro-proliferative and apoptotic characteristics at low and high concentrations of Falcarinol, respectively.
