AtractylochromeneCAS# 203443-33-8 |
Quality Control & MSDS
3D structure
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| Cas No. | 203443-33-8 | SDF | Download SDF |
| PubChem ID | 10244247 | Appearance | Oil |
| Formula | C17H22O2 | M.Wt | 258.4 |
| Type of Compound | Phenols | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | 2,8-dimethyl-2-(4-methylpent-3-enyl)chromen-6-ol | ||
| SMILES | CC1=CC(=CC2=C1OC(C=C2)(C)CCC=C(C)C)O | ||
| Standard InChIKey | OBBCGWKGCBJQIW-UHFFFAOYSA-N | ||
| Standard InChI | InChI=1S/C17H22O2/c1-12(2)6-5-8-17(4)9-7-14-11-15(18)10-13(3)16(14)19-17/h6-7,9-11,18H,5,8H2,1-4H3 | ||
| 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 | Atractylochromene is an inhibitor of β-catenin dependent Wnt pathway, it may be a potential chemotherapeutic agent for the prevention and treatment of human colon cancer. |
| Targets | Wnt/β-catenin |
| In vitro | Atractylochromene Is a Repressor of Wnt/β-Catenin Signaling in Colon Cancer Cells.[Pubmed: 25593640]Biomol Ther (Seoul). 2015 Jan; 23(1): 26–30.Wnt/β-catenin signaling pathway was mutated in about 90% of the sporadic and hereditary colorectal cancers. The abnormally activated β-catenin increases the cancer cell proliferation, differentiation and metastasis through increasing the expression of its oncogenic target genes. |
Atractylochromene Dilution Calculator
Atractylochromene Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 3.87 mL | 19.3498 mL | 38.6997 mL | 77.3994 mL | 96.7492 mL |
| 5 mM | 0.774 mL | 3.87 mL | 7.7399 mL | 15.4799 mL | 19.3498 mL |
| 10 mM | 0.387 mL | 1.935 mL | 3.87 mL | 7.7399 mL | 9.6749 mL |
| 50 mM | 0.0774 mL | 0.387 mL | 0.774 mL | 1.548 mL | 1.935 mL |
| 100 mM | 0.0387 mL | 0.1935 mL | 0.387 mL | 0.774 mL | 0.9675 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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Atractylochromene Is a Repressor of Wnt/beta-Catenin Signaling in Colon Cancer Cells.[Pubmed:25593640]
Biomol Ther (Seoul). 2015 Jan;23(1):26-30.
Wnt/beta-catenin signaling pathway was mutated in about 90% of the sporadic and hereditary colorectal cancers. The abnormally activated beta-catenin increases the cancer cell proliferation, differentiation and metastasis through increasing the expression of its oncogenic target genes. In this study, we identified an inhibitor of beta-catenin dependent Wnt pathway from rhizomes of Atractylodes macrocephala Koidzumi (Compositae). The active compound was purified by activity-guided purification and the structure was identified as 2,8-dimethyl-6-hydroxy-2-(4-methyl-3-pentenyl)-2H-chromene (Atractylochromene, AC). AC suppressed beta-catenin/T-cell factor transcriptional activity of HEK-293 reporter cells when they were stimulated by Wnt3a or inhibitor of glycogen synthase kinase-3beta. AC down-regulated the nuclear level of beta-catenin through the suppression of galectin-3 mediated nuclear translocation of beta-catenin in SW-480 colon cancer cells. Furthermore, AC inhibits proliferation of colon cancer cell. Taken together, AC from A. macrocephala might be a potential chemotherapeutic agent for the prevention and treatment of human colon cancer.
5-Lipoxygenase and cyclooxygenase-1 inhibitory active compounds from Atractylodes lancea.[Pubmed:9544564]
J Nat Prod. 1998 Mar;61(3):347-50.
Lipophilic extracts of Atractylodes lancea rhizomes exhibited potent inhibitory activities in 5-lipoxygenase [IC50 (5-LOX) = 2.9 micrograms/mL (n-hexane extract)] and cyclooxygenase-1 [IC50 (COX-1) = 30.5 micrograms/mL (n-hexane extract)] enzymatic assays. Bioactivity-guided fractionation of the n-hexane extract led to the isolation of a new compound Atractylochromene (1), a potent inhibitor in both test systems [IC50 (5-LOX) = 0.6 microM, IC50 (COX-1) = 3.3 microM]. Also obtained was 2-[(2E)-3,7-dimethyl-2,6-octadienyl]-6-methyl-2,5-cyclohexadiene-1 ,4-dione (2), which showed a selective inhibitory activity against 5-LOX [IC50 (5-LOX) 0.2 microM, IC50 (COX-1) 64.3 microM]. The sesquiterpene atractylon (3) and the coumarin osthol (4) turned out to be moderate but selective 5-lipoxygenase inhibitors. Atractylenolides I (5), II (6), and III (7) showed no significant inhibitory effects for either enzyme. Structures were established by spectral data interpretation.
