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Atractylochromene

CAS# 203443-33-8

Atractylochromene

Catalog No. BCN8749----Order now to get a substantial discount!

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Quality Control of Atractylochromene

Number of papers citing our products

Chemical structure

Atractylochromene

3D structure

Chemical Properties of Atractylochromene

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.
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.
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.

Source of Atractylochromene

The herbs of Atractylodes lancea

Biological Activity of Atractylochromene

DescriptionAtractylochromene 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.
TargetsWnt/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.
METHODS AND RESULTS:
In this study, we identified an inhibitor of β-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 β-catenin/T-cell factor transcriptional activity of HEK-293 reporter cells when they were stimulated by Wnt3a or inhibitor of glycogen synthase kinase-3β. AC down-regulated the nuclear level of β-catenin through the suppression of galectin-3 mediated nuclear translocation of β-catenin in SW-480 colon cancer cells. Furthermore, AC inhibits proliferation of colon cancer cell.
CONCLUSIONS:
Taken together, AC from A. macrocephala might be a potential chemotherapeutic agent for the prevention and treatment of human colon cancer.

Atractylochromene Dilution Calculator

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Atractylochromene Molarity Calculator

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Preparing Stock Solutions of Atractylochromene

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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References on Atractylochromene

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.

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