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Key Documents

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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About This Item

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

Quality Level

100

assay

≥90% (HPLC)

form

powder

storage condition

protect from light

color

white to beige

solubility

DMSO: 10 mg/mL, clear

storage temp.

2-8°C

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

InChI key

IMEYGBIXGJLUIS-UHFFFAOYSA-N

Biochem/physiol Actions

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.

Features and Benefits

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificados de análisis (COA)

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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
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 Yoshimoto et al.
Biochemical and biophysical research communications, 116(2), 612-618 (1983-10-31)
Various flavonoids were found to be relatively selective inhibitors of arachidonate 5-lipoxygenase which initiates the biosynthesis of leukotrienes with the activity of slow reacting substance of anaphylaxis. Cirsiliol (3',4',5-trihydroxy-6,7-dimethoxyflavone) was most potent, and the enzyme partially purified from rat basophilic
S Yamamoto et al.
The Journal of allergy and clinical immunology, 74(3 Pt 2), 349-352 (1984-09-01)
The 5-lipoxygenases of guinea pig peritoneal polymorphonuclear leukocytes and of rat basophilic leukemia cells have been solubilized, purified partially by affinity chromatography, and shown to convert arachidonic acid principally to 5-hydroperoxy-6,8,11,14- eicosatetraenoic acid. The activity of both 5-lipoxygenases is calcium
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Discover Bioactive Small Molecules for Apoptosis

Apoptosis, or programmed cell death (PCD), is a selective process for the removal of unnecessary, infected or transformed cells in various biological systems. As it plays a role in the homeostasis of multicellular organisms, apoptosis is tightly regulated through two principal pathways by a number of regulatory and effector molecules.

Discover Bioactive Small Molecules for Cell Cycle Research

n proliferating cells, the cell cycle consists of four phases. Gap 1 (G1) is the interval between mitosis and DNA replication that is characterized by cell growth. Replication of DNA occurs during the synthesis (S) phase, which is followed by a second gap phase (G2) during which growth and preparation for cell division occurs. Together, these three stages comprise the interphase phase of the cell cycle. Interphase is followed by the mitotic (M) phase.

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