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W4016

Sigma-Aldrich

Wedelolacton

≥98% (HPLC), powder

Synonym(e):

1,8,9-Trihydroxy-3-methoxy-6H-benzofuro[3,2-c][1]benzopyran-6-on, 7-Methoxy-5,11,12-trihydroxy-cumestan

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About This Item

Empirische Formel (Hill-System):
C16H10O7
CAS-Nummer:
524-12-9
Molekulargewicht:
314.25
MDL-Nummer:
MFCD07778564
UNSPSC-Code:
12352200
PubChem Substanz-ID:
24724667
NACRES:
NA.77

Assay

≥98% (HPLC)

Form

powder

Farbe

white to brown

Löslichkeit

DMSO: 10 mg/mL, clear

Lagertemp.

2-8°C

SMILES String

COc1cc(O)c-2c(OC(=O)c3c-2oc4cc(O)c(O)cc34)c1

InChI

1S/C16H10O7/c1-21-6-2-10(19)14-12(3-6)23-16(20)13-7-4-8(17)9(18)5-11(7)22-15(13)14/h2-5,17-19H,1H3

InChIKey

XQDCKJKKMFWXGB-UHFFFAOYSA-N

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Biochem./physiol. Wirkung

Wedelolactone inhibits NF-κB-mediated gene transcription in cells by blocking the phosphorylation and degradation of IκBα. Irreversible inhibitor of IKKα and β kinase activity (IC50 < 10 μM). Wedelolactone has no effects on p38 MAP kinase or Akt.

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

H-Sätze

H302

Gefahreneinstufungen

Acute Tox. 4 Oral

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 1

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Analysenzertifikate (COA)

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Petr Benes et al.
Cancer letters, 303(1), 29-38 (2011-02-15)
The naturally occurring coumestan wedelolactone has been previously shown to reduce growth of various cancer cells. So far, the growth-suppressing effect of wedelolactone has been attributed to the inhibition of the NFκB transcription factor and/or androgen receptors. We found that
Kumiko Tanabe et al.
Journal of neuroinflammation, 7, 16-16 (2010-03-09)
Interleukin (IL)-6 plays a pivotal role in a variety of CNS functions such as the induction and modulation of reactive astrogliosis, pathological inflammatory responses and neuroprotection. Tumor necrosis factor (TNF)-alpha induces IL-6 release from rat C6 glioma cells through the
Zhimin Chen et al.
The Journal of biological chemistry, 288(20), 14417-14427 (2013-04-13)
Signal transducers and activators of transcription 1 (STAT1) transduces signals from cytokines and growth factors, particularly IFN-γ, and regulates expression of genes involved in cell survival/death, proliferation, and migration. STAT1 is activated through phosphorylation on its tyrosine 701 by JAKs
Qi-Mei Liu et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 50(11), 4016-4022 (2012-08-21)
Eclipta prostrata L., (Asteraceae), is used in China for both food and medicine purposes. This research is concerned with the isolation and purification of phytochemical constituents from the aerial parts of E. prostrata, using gradient solvent fractionation, macroporous resin, silica
Kumiko Tanabe et al.
Journal of neuroinflammation, 8, 68-68 (2011-06-21)
Peripheral-type benzodiazepine receptor (PBR) expression levels are low in normal human brain, but their levels increase in inflammation, brain injury, neurodegenerative states and gliomas. It has been reported that PBR functions as an immunomodulator. The mechanisms of action of midazolam
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