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W4016

Sigma-Aldrich

Wedelolactone

≥98% (HPLC), powder

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C16H10O7
Número de CAS:
524-12-9
Peso molecular:
314.25
MDL number:
MFCD07778564
UNSPSC Code:
12352200
PubChem Substance ID:
24724667
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

powder

color

white to brown

solubility

DMSO: 10 mg/mL, clear

storage temp.

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

InChI key

XQDCKJKKMFWXGB-UHFFFAOYSA-N

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Biochem/physiol Actions

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

ppe

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

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Certificados de análisis (COA)

Lot/Batch Number
0000213803
047M4719V
035M4780V
120M4719V
110M4719V

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Sivalokanathan Sarveswaran et al.
International journal of oncology, 41(6), 2191-2199 (2012-10-19)
Emerging studies indicate that metabolism of arachidonic acid through the 5-lipoxygenase (5-Lox) pathway plays a critical role in the survival of prostate cancer cells raising the possibility that 5-Lox can be targeted for an effective therapy of prostate cancer. Wedelolactone
Chin-Hsien Tsai et al.
Clinical cancer research : an official journal of the American Association for Cancer Research, 15(17), 5435-5444 (2009-08-20)
Wedelia chinensis is a common ingredient of anti-inflammatory herbal medicines in Taiwan and southern China. Inflammation is involved in promoting tumor growth, invasion, and metastasis. This study aims to test the biological effects in vivo of W. chinensis extract on
Wei Zhang et al.
Toxicology letters, 209(2), 107-112 (2011-12-31)
The endothelin B2 (ET(B2)) receptors are induced in vascular smooth muscle cells (VSMCs) in cardiovascular diseases. We tested if in vitro short-term exposure to the pro-inflammatory cytokine tumor necrosis factor-α (TNF-α) could up-regulate ET(B2) receptors in rat mesenteric arteries, and
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
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