CAS 34334-69-5|Cirsiliol
| Common Name | Cirsiliol | ||
|---|---|---|---|
| CAS Number | 34334-69-5 | Molecular Weight | 330.289 |
| Density | 1.5±0.1 g/cm3 | Boiling Point | 616.1±55.0 °C at 760 mmHg |
| Molecular Formula | C17H14O7 | Melting Point | 280-281.5℃ (methanol ) |
| MSDS | ChineseUSA | Flash Point | 230.8±25.0 °C |
| Symbol | GHS07 | Signal Word | Warning |
Names
| Name | cirsiliol |
|---|---|
| Synonym | More Synonyms |
Cirsiliol BiologicalActivity
| Description | Cirsiliol is a potent and selective 5-lipoxygenase inhibitor and a competitive low affinity benzodiazepine receptor ligand. |
|---|---|
| Related Catalog | Signaling Pathways >>Metabolic Enzyme/Protease >>5-LipoxygenaseResearch Areas >>Neurological DiseaseNatural Products >>Flavonoids |
| Target | Target: 5-lipoxygenase[1] |
| In Vitro | In concentrations from 0.01 to 300 μM, cirsiliol causes concentration-dependent relaxation of rat isolated ileum. Cirsiliol may inhibit Ca2+ influx but stimulates Ca2+ release from intracellular stores[1]. Treatment with rhamnetin or cirsiliol reduces the proliferation of NSCLC cells through the suppression of radiation-induced Notch-1 expression[2]. |
| In Vivo | In xenograft mouse model, tumor volume is significantly reduced by combinational treatment with irradiation and rhamnetin or cirsiliol compared with irradiation alone[2]. |
| Cell Assay | NSCLC, NCI-H1299, NCI-H460, WI-26 VA4 and MRC-5 cell lines are exposed to a single dose of γ-rays. Cells are then treated with rhamnetin and cirsiliol (5, 10, 15, 20, 25 μM) dissolved in DMSO for 4 h[2]. |
| Animal Admin | Mice[1] BALB/c athymic nude mice are injected with 2×106 NCI-H1299 cells. When the tumor has acquired a minimal volume of 200 mm3, DMSO or Cirsiliol (200 μg/kg body weight) is administered intraperitoneally every day for 25 days. The animals are also irradiated with 10 Gy once a week for 3 weeks. On day 25, the tumors are excised and subjected to further analyses[1]. |
| References | [1]. Mustafa EH, et al. Effects of cirsiliol, a flavone isolated from Achillea fragrantissima, on rat isolated ileum. Gen Pharmacol. 1992 May;23(3):555-60. [2]. Kang J, et al. Rhamnetin and cirsiliol induce radiosensitization and inhibition of epithelial-mesenchymal transition (EMT) by miR-34a-mediated suppression of Notch-1 expression in non-small cell lung cancer cell lines. J Biol Chem. 2013 Sep 20;288(38):27343-57. |
Chemical & Physical Properties
| Density | 1.5±0.1 g/cm3 |
|---|---|
| Boiling Point | 616.1±55.0 °C at 760 mmHg |
| Melting Point | 280-281.5℃ (methanol ) |
| Molecular Formula | C17H14O7 |
| Molecular Weight | 330.289 |
| Flash Point | 230.8±25.0 °C |
| Exact Mass | 330.073944 |
| PSA | 109.36000 |
| LogP | 2.27 |
| Vapour Pressure | 0.0±1.8 mmHg at 25°C |
| Index of Refraction | 1.671 |
| InChIKey | IMEYGBIXGJLUIS-UHFFFAOYSA-N |
| SMILES | COc1cc2oc(-c3ccc(O)c(O)c3)cc(=O)c2c(O)c1OC |
| Storage condition | 2-8℃ |
Safety Information
| Symbol | GHS07 |
|---|---|
| Signal Word | Warning |
| Hazard Statements | H302 |
| Hazard Codes | Xi |
| RIDADR | NONH for all modes of transport |
| RTECS | DJ3011100 |
| HS Code | 2914509090 |
Customs
| HS Code | 2914509090 |
|---|---|
| Summary | HS:2914509090 other ketones with other oxygen function VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:5.5% General tariff:30.0% |
Articles12
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| [Determination of flavonoids in buds of Herba Artemisiae Scopariae by HPLC]. Zhongguo Zhong Yao Za Zhi 30(8) , 591-4, (2005) To develop a quantitative method for the determination of four flavonoids in buds of Herba Artemisiae Scopariae.The sample was extracted by ultrasonic with ethyl acetate for 30 minutes and separated o... | |
| Potent and selective 5-lipoxygenase inhibitors: cirsiliol and AA-861. Adv. Prostaglandin. Thromboxane. Leukot. Res. 15 , 217-9, (1985) |
Synonyms
| 5,3',4'-Trihydroxy-6,7-dimethoxyflavone |
| 2-(3,4-dihydroxyphenyl)-5-hydroxy-6,7-dimethoxychromen-4-one |
| 6,7-dimethoxy-5,3',4'-trihydroxyflavone |
| 4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-5-hydroxy-6,7-dimethoxy- |
| 3',4',5-Trihydoxy-6,7-dimethoxyflavone |
| 2-(3,4-Dihydroxyphenyl)-5-hydroxy-6,7-dimethoxy-4H-chromen-4-one |
| 6-Hydroxyluteolin-6,7-dimethyl ether |
| 3',4',5-Trihydroxy-6,7-dimethoxyflavone |
| Cirsiliol |
