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Merck
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SML0953

Sigma-Aldrich

Cirsiliol

≥90% (HPLC)

Sinónimos:

2-(3,4-Dihydroxyphenyl)-5-hydroxy-6,7-dimethoxy-4H-1-benzopyran-4-one, 3′,4′,5-Trihydroxy-6,7-dimethoxy-flavone, 5,3′,4′-Trihydroxy-6,7-dimethoxyflavone, 6,7-Dimethoxy-5,3′,4′-trihydroxyflavone, 6-Hydroxyluteolin-6,7-dimethyl ether, 6-Methoxyluteolin 7-methyl ether, Crisiliol

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5 MG
MXP 2,093.00
25 MG
MXP 8,479.00

MXP 2,093.00

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5 MG
MXP 2,093.00
25 MG
MXP 8,479.00

About This Item

Fórmula empírica (notación de Hill):
C17H14O7
Número de CAS:
34334-69-5
Peso molecular:
330.29
Código UNSPSC:
12352200
NACRES:
NA.77

MXP 2,093.00

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Ensayo

≥90% (HPLC)

Formulario

powder

condiciones de almacenamiento

protect from light

color

white to beige

solubilidad

DMSO: 10 mg/mL, clear

temp. de almacenamiento

2-8°C

cadena SMILES

[o]1c2c([c](cc1c3cc(c(cc3)O)O)=O)c(c(c(c2)OC)OC)O

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

Clave InChI

IMEYGBIXGJLUIS-UHFFFAOYSA-N

Acciones bioquímicas o fisiológicas

Cirsiliol is a flavonoid that displays anti-inflammatory, anti-oxidant, anti-proliferative, and anti-bacterial activities.
Cirsiliol is a flavonoid that 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.

Características y beneficios

This compound is a featured product for Apoptosis research. Click here to discover more featured Apoptosis products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Pictogramas

Exclamation mark
GHS07

Palabra de señalización

Warning

Frases de peligro

H302

Clasificaciones de peligro

Acute Tox. 4 Oral

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

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Certificados de análisis (COA)

Lot/Batch Number
0000138101
0000138100
0000138100
0000138101
0000130749

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T Horie et al.
Journal of medicinal chemistry, 29(11), 2256-2262 (1986-11-01)
Arachidonate 5-lipoxygenase plays a pivotal role in the biosynthesis of leukotrienes. Cirsiliol (3',4',5-trihydroxy-6,7-dimethoxyflavone), a selective inhibitor of the enzyme, was derivatized by introducing alkyl groups of various chain lengths at positions 5, 6, 7, and 8 of the A ring
Potent and selective 5-lipoxygenase inhibitors: cirsiliol and AA-861.
S W Kohno et al.
Advances in prostaglandin, thromboxane, and leukotriene research, 15, 217-219 (1985-01-01)
H Blomgren et al.
Anticancer research, 12(3), 981-986 (1992-05-01)
In an attempt to find new methods for the treatment of malignant gliomas a number of tests have been performed to learn whether growth of such cells in vitro may be affected by agents which interfere with the biosynthesis of
E H Mustafa et al.
General pharmacology, 23(3), 555-560 (1992-05-01)
1. In concentrations from 10(-8) M to 3 x 10(-4) M, cirsiliol caused concentration-dependent relaxation of rat isolated ileum. 2. Phentolamine (10(-6) M) or phentolamine and propranolol (10(-6) M) had no significant effects on the concentration-effect curves or on the
T Tsukada et al.
Biochemical and biophysical research communications, 140(3), 832-836 (1986-11-14)
Cirsiliol and AA861, specific arachidonate 5-lipoxygenase inhibitors, showed potent antiproliferative effects on human leukemic cell lines K562, Molt4B and HL60. On the other hand, HeLa cells were not affected by these drugs. In the inhibitor treated and growth retarded leukemia
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