ChemicalBook--->CAS DataBase List--->34334-69-5

34334-69-5

34334-69-5 Structure

34334-69-5 Structure
IdentificationBack Directory
[Name]

6,7-DIMETHOXY-3',4',5-TRIHYDROXYFLAVONE
[CAS]

34334-69-5
[Synonyms]

CIRSILIOL
Crisiliol
Cirsiliol >=95% (HPLC)
3'-Hydroxy-6-methoxygenkwanin
6-Methoxyluteolin 7-methyl ether
3',4',5-Trihydroxy-6,7-dimethoxy
6-Hydroxyluteolin-6,7-dimethyl ether
6,7-DIMETHOXY-3',4',5-TRIHYDROXYFLAVONE
6,7-DIMETHOXY-5,3',4'-TRIHYDROXYFLAVONE
6,7-DIMETHOXY-3,4'',5-TRIHYDROXYFLAVONE 95+%
[Molecular Formula]

C17H14O7
[MDL Number]

MFCD00210577
[MOL File]

34334-69-5.mol
[Molecular Weight]

330.29
Chemical PropertiesBack Directory
[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 DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302
[Precautionary statements ]

P280-P305+P351+P338
[WGK Germany ]

3
[RTECS ]

DJ3011100
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Hazard InformationBack Directory
[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-inflammatoryanti-oxidantanti-proliferativeand 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-34awhich 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
[storage]

Store at -20°C
[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
Spectrum DetailBack Directory
[Spectrum Detail]

6,7-DIMETHOXY-3',4',5-TRIHYDROXYFLAVONE(34334-69-5)1HNMR
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