AyaninCAS# 572-32-7 |
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
Cas No. | 572-32-7 | SDF | Download SDF |
PubChem ID | 5280682 | Appearance | Powder |
Formula | C18H16O7 | M.Wt | 344.3 |
Type of Compound | Flavonoids | Storage | Desiccate at -20°C |
Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
Chemical Name | 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,7-dimethoxychromen-4-one | ||
SMILES | COC1=C(C=C(C=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)OC)O)OC)O | ||
Standard InChIKey | KPCRYSMUMBNTCK-UHFFFAOYSA-N | ||
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. Ayanin has vasorelaxant activity. 2. Ayanin may have the potential for use in treating allergic asthma. 3. The IC(50) value of Ayanin (quercetin-3,7,4'-O-trimethylether) is 2.2microM for inhibiting interleukin (IL)-4 production from purified basophils. |
Targets | P450 (e.g. CYP17) | PARP | IL Receptor | TNF-α | IFN-γ | Potassium Channel |
Ayanin Dilution Calculator
Ayanin Molarity Calculator
1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
1 mM | 2.9044 mL | 14.5222 mL | 29.0444 mL | 58.0889 mL | 72.6111 mL |
5 mM | 0.5809 mL | 2.9044 mL | 5.8089 mL | 11.6178 mL | 14.5222 mL |
10 mM | 0.2904 mL | 1.4522 mL | 2.9044 mL | 5.8089 mL | 7.2611 mL |
50 mM | 0.0581 mL | 0.2904 mL | 0.5809 mL | 1.1618 mL | 1.4522 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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Ayanin diacetate-induced cell death is amplified by TRAIL in human leukemia cells.[Pubmed:23063980]
Biochem Biophys Res Commun. 2012 Nov 9;428(1):116-20.
Here we demonstrate that the semi-synthetic flavonoid Ayanin diacetate induces cell death selectively in leukemia cells without affecting the proliferation of normal lymphocytes. Incubation of human leukemia cells with Ayanin diacetate induced G(2)-M phase cell cycle arrest and apoptosis which was prevented by the non-specific caspase inhibitor z-VAD-fmk and reduced by the overexpression of Bcl-x(L). Ayanin diacetate-induced cell death was found to be associated with: (i) loss of inner mitochondrial membrane potential, (ii) the release of cytochrome c, (iii) the activation of multiple caspases, (iv) cleavage of poly(ADP-ribose) polymerase and (v) the up-regulation of death receptors for TRAIL, DR4 and DR5. Moreover, the combined treatment with Ayanin diacetate and TRAIL amplified cell death, compared to single treatments. These results provide a basis for further exploring the potential applications of this combination for the treatment of cancer.
Ayanin, a non-selective phosphodiesterase 1-4 inhibitor, effectively suppresses ovalbumin-induced airway hyperresponsiveness without affecting xylazine/ketamine-induced anesthesia.[Pubmed:20307524]
Eur J Pharmacol. 2010 Jun 10;635(1-3):198-203.
In recent in vitro reports, the IC(50) value of Ayanin (quercetin-3,7,4'-O-trimethylether) was 2.2microM for inhibiting interleukin (IL)-4 production from purified basophils, and its therapeutic ratio was >19. Therefore, we were interested in investigating the effects on ovalbumin induced airway hyperresponsiveness in vivo, and to clarify its potential for treating asthma. Ayanin (30-100micromol/kg, orally (p.o.)) dose-dependently and significantly attenuated the enhanced pause (P(enh)) value induced by methacholine in sensitized and challenged mice. It also significantly suppressed the increases in total inflammatory cells, macrophages, lymphocytes, neutrophils, and eosinophils, and levels of cytokines, including IL-2, IL-4, IL-5, and tumor necrosis factor (TNF)-alpha in bronchoalveolar lavage fluid of these mice. However, at 100micromol/kg, it significantly enhanced the level of interferon (IFN)-gamma. In addition, Ayanin (30-100micromol/kg, p.o.) dose-dependently and significantly suppressed total and OVA-specific immunoglobulin (Ig)E levels in the serum and bronchoalveolar lavage fluid, and enhanced the IgG(2a) level in serum of these mice. In the present results, Ayanin did not affect xylazine/ketamine-induced anesthesia, suggesting that Ayanin has few or no adverse effects, such as nausea, vomiting, and gastric hypersecretion. In conclusion, the above results suggest that Ayanin may have the potential for use in treating allergic asthma.
Vasorelaxant effect of new neo-clerodane diterpenoids isolated from Croton schiedeanus.[Pubmed:15261981]
J Ethnopharmacol. 2004 Sep;94(1):185-9.
The vasorelaxant effect of two new neo-clerodane diterpenoids, (12R)-12-hydroxycascarillone and 5beta-hydroxy-cis-dehydrocrotonin, in addition to the known cis-dehydrocrotonin and trans-dehydrocrotonin, all them previously isolated by us from Croton schiedeanus Schlecht, was studied in isolated aorta rings contracted by high K+ (80 mM) or phenylephrine (1 microM). According to their IC50 values to KCl induced contraction, the potency order was (12R)-12-hydroxycascarillone > cis-dehydrocrotonin > 5beta-hydroxy-cis-dehydrocrotonin > trans-dehydrocrotonin (0.3, 1.5, 96 and >100 mM, respectively). The possible cooperativity between diterpenoid compounds and the predominant flavonoid (Ayanin) was studied. The vasorelaxant activity of cis-dehydrocrotonin and Ayanin was increased when both compounds were incorporated simultaneously to the aortic rings precontracted with phenylephrine. These results suggest that Croton schiedeanus induces its effects via the synergistic actions of several vasodilator substances, among which neo-clerodane diterpenoids play an important role.