Cirsilineol

CAS# 41365-32-6

Cirsilineol

2D Structure

Catalog No. BCN2560----Order now to get a substantial discount!

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Quality Control of Cirsilineol

3D structure

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Cirsilineol

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Chemical Properties of Cirsilineol

Cas No. 41365-32-6 SDF Download SDF
PubChem ID 162464 Appearance Yellow powder
Formula C18H16O7 M.Wt 344.32
Type of Compound Flavonoids Storage Desiccate at -20°C
Synonyms Anisomelin; 4',5-Dihydroxy 3',6,7-trimethoxyflavone; Eupatrin; Fastigenin; 6-Methoxyluteolin 3',7-dimethyl ether
Solubility Soluble in DMSO, ethanol and water; insoluble in water
Chemical Name 5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-6,7-dimethoxychromen-4-one
SMILES COC1=C(C=CC(=C1)C2=CC(=O)C3=C(C(=C(C=C3O2)OC)OC)O)O
Standard InChIKey VKOSQMWSWLZQPA-UHFFFAOYSA-N
Standard InChI InChI=1S/C18H16O7/c1-22-13-6-9(4-5-10(13)19)12-7-11(20)16-14(25-12)8-15(23-2)18(24-3)17(16)21/h4-8,19,21H,1-3H3
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 Cirsilineol

1 Centaurea sp. 2 Cirsium sp. 3 Lantana sp. 4 Ocimum sp. 5 Origanum sp. 6 Salvia sp. 7 Satureja sp. 8 Tanacetum sp. 9 Teucrium sp. 10 Thymus sp.

Biological Activity of Cirsilineol

Description1. Cirsilineol might be potentially useful for treating T-cell-mediated human inflammatory bowel diseases. 2. Cirsilineol has anti-proliferative activity against cancer cells by the induction of apoptosis via the mitochondrial pathway.
TargetsIFN-γ | IL Receptor | gp120/CD4 | STAT | TGF-β/Smad | JAK | PARP | Caspase | P450 (e.g. CYP17)

Cirsilineol Dilution Calculator

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Cirsilineol Molarity Calculator

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Preparing Stock Solutions of Cirsilineol

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.9043 mL 14.5214 mL 29.0428 mL 58.0855 mL 72.6069 mL
5 mM 0.5809 mL 2.9043 mL 5.8086 mL 11.6171 mL 14.5214 mL
10 mM 0.2904 mL 1.4521 mL 2.9043 mL 5.8086 mL 7.2607 mL
50 mM 0.0581 mL 0.2904 mL 0.5809 mL 1.1617 mL 1.4521 mL
100 mM 0.029 mL 0.1452 mL 0.2904 mL 0.5809 mL 0.7261 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 Cirsilineol

Novel immunomodulatory properties of cirsilineol through selective inhibition of IFN-gamma signaling in a murine model of inflammatory bowel disease.[Pubmed:19698701]

Biochem Pharmacol. 2010 Jan 15;79(2):229-38.

Regulation of signal transducer and activator of transcription (STAT) 1 signaling is being explored as a new approach to the treatment of inflammatory bowel diseases. However, few chemicals have been reported to inhibit IFN-gamma/STAT1 signaling for Crohn's disease therapy. In the present study, we found that Cirsilineol, a small natural compound isolated from Artemisia vestita, significantly ameliorated trinitro-benzene sulfonic acid (TNBS)-induced T-cell-mediated experimental colitis in mice, which was closely associated with reduced autoreactive T-cell proliferation and activation. Moreover, the regulatory action of pro-inflammatory and anti-inflammatory cytokine by Cirsilineol treatment was found to decrease the activity of effector Th1 cells but increase the activity of regulatory T cells as characterized by down-regulation of IFN-gamma and corresponding up-regulation of IL-10 and TGF-beta. The therapeutic effect of Cirsilineol was attributable to a novel regulatory mechanism with selective inhibiting IFN-gamma signaling in colonic lamina propria CD4(+) T cells, which was mediated through down-regulating STAT1 activation and T-bet expression. Furthermore, Cirsilineol was found to down-regulate the activation of JAK2, a critical kinase for IFN-gamma/STAT1 signaling, and abrogate the expression of T-bet, resulting in markedly decreased proliferation and activation of T cells in vitro. Importantly, the inhibition of IFN-gamma/STAT1 signaling by Cirsilineol was reversible in the presence of high level of IFN-gamma. These results strongly suggest that Cirsilineol might be potentially useful for treating T-cell-mediated human inflammatory bowel diseases.

Cirsilineol inhibits proliferation of cancer cells by inducing apoptosis via mitochondrial pathway.[Pubmed:18957174]

J Pharm Pharmacol. 2008 Nov;60(11):1523-9.

Cirsilineol (4',5-dihydroxy-3',6,7-trimethoxyflavone) is a compound isolated from the herb of Artemisia vestita Wall (Compositae). In this study, we aimed at examining the anti-proliferative activity of Cirsilineol against multiple types of cancer cells and the underlying mechanisms. Cirsilineol significantly inhibited proliferation of Caov-3, Skov-3, PC3 and Hela cells in a concentration-dependent manner. The compound also dose-dependently induced apoptosis in Caov-3 cells, as determined by annexin V/propidium iodide staining. Besides, Cirsilineol induced a remarkable change in mitochondrial membrane potential and caused release of cytochrome c to cytosol. Furthermore, the compound caused a marked activation of capase-3, caspase-9 and poly (ADP-ribose) polymerase (PARP). These results suggested that the induction of apoptosis via the mitochondrial pathway was involved in the anti-proliferative activity of Cirsilineol against cancer cells.

Keywords:

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