Introduction：Basic information about 6,7-DIMETHOXY-3',4',5-TRIHYDROXYFLAVONE CAS 34334-69-5, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Table of Contents
- 1. 6,7-DIMETHOXY-3',4',5-TRIHYDROXYFLAVONE Basic information
- 2. 6,7-DIMETHOXY-3',4',5-TRIHYDROXYFLAVONE Chemical Properties
- 3. Safety Information
- 4. 6,7-DIMETHOXY-3',4',5-TRIHYDROXYFLAVONE Usage And Synthesis
- 5. 6,7-DIMETHOXY-3',4',5-TRIHYDROXYFLAVONE Preparation Products And Raw materials
6,7-DIMETHOXY-3',4',5-TRIHYDROXYFLAVONE Basic information
| Product Name: | 6,7-DIMETHOXY-3',4',5-TRIHYDROXYFLAVONE |
| Synonyms: | CIRSILIOL;6,7-DIMETHOXY-3,4'',5-TRIHYDROXYFLAVONE 95+%;3'-Hydroxy-6-methoxygenkwanin;6-Hydroxyluteolin-6,7-dimethyl ether;6-Methoxyluteolin 7-methyl ether;Crisiliol;6,7-DIMETHOXY-3',4',5-TRIHYDROXYFLAVONE;6,7-DIMETHOXY-5,3',4'-TRIHYDROXYFLAVONE |
| CAS: | 34334-69-5 |
| MF: | C17H14O7 |
| MW: | 330.29 |
| EINECS: | |
| Product Categories: | Flavones |
| Mol File: | 34334-69-5.mol |
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6,7-DIMETHOXY-3',4',5-TRIHYDROXYFLAVONE Chemical Properties
| Melting point | 280-281.5℃ (methanol ) |
| Boiling point | 616.1±55.0 °C(Predicted) |
| density | 1.483±0.06 g/cm3(Predicted) |
| storage temp. | 2-8°C |
| solubility | Acetone: soluble; Chloroform: soluble; DMSO: soluble |
| form | powder |
| pka | 6.31±0.40(Predicted) |
| color | white to beige |
| InChI | 1S/C17H14O7/c1-22-14-7-13-15(16(21)17(14)23-2)11(20)6-12(24-13)8-3-4-9(18)10(19)5-8/h3-7,18-19,21H,1-2H3 |
| InChIKey | IMEYGBIXGJLUIS-UHFFFAOYSA-N |
| SMILES | [o]1c2c([c](cc1c3cc(c(cc3)O)O)=O)c(c(c(c2)OC)OC)O |
Safety Information
| WGK Germany | 3 |
| RTECS | DJ3011100 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Acute Tox. 4 Oral |
6,7-DIMETHOXY-3',4',5-TRIHYDROXYFLAVONE Usage And Synthesis
| Uses | Cirsiliol is a potent and selective 5-lipoxygenase inhibitor and a competitive low affinity benzodiazepine receptor ligand. |
| Definition | ChEBI: A dimethoxyflavone that is flavone substituted by methoxy groups at positions 6 and 7 and hydroxy groups at positions 5, 3' and 4' respectively. |
| Biological Activity | Cirsiliol is a flavonoid th at displays anti-inflammatory, anti-oxidant, anti-proliferative, and anti-bacterial activities. Cirsiliol sensitizes non-small cell lung cancer cell lines (NSCLC) to radiation therapy. Cirsiliol inhibits epithelial-mesenchymal transition likely by induction of tumor-suppressive miR-34a, which suppresses Notch-1 expression NSCLC. |
| 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]. |
| IC 50 | 5-Lipoxygenase |
| 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. DOI:10.1016/0306-3623(92)90127-6
[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. DOI:10.1074/jbc.M113.490482 |
6,7-DIMETHOXY-3',4',5-TRIHYDROXYFLAVONE Preparation Products And Raw materials
| Raw materials | 4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-5,6,7-trimethoxy--->3,6-DIHYDROXY-2,4-DIMETHOXYACETOPHENONE-->3,4-BIS(BENZYLOXY)BENZOYL CHLORIDE-->2,3,4-TRIMETHOXY-6-HYDROXYACETOPHENONE |
| Preparation Products | cirsilineol |
