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Merck

W4016

Sigma-Aldrich

Wedelolactone

≥98% (HPLC), powder

Synonym(s):

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

Empirical Formula (Hill Notation):
C16H10O7
CAS Number:
Molecular Weight:
314.25
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Pricing and availability is not currently available.

Quality Level

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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Show Differences

1 of 4

This Item
M0691M8064M5187
biological source

rabbit

biological source

mouse

biological source

rabbit

biological source

rabbit

conjugate

unconjugated

conjugate

unconjugated

conjugate

unconjugated

conjugate

unconjugated

Gene Information

human ... MYO1C(4641)
mouse ... Myo1c(17913)
rat ... Myo1c(65261)

Gene Information

human ... MYO6(4646)
mouse ... Myo6(17920)
rat ... Myo6(315840)

Gene Information

human ... MYH9(4627)
rat ... Myh9(25745)

Gene Information

human ... MYO6(4646)

UniProt accession no.

O00159

UniProt accession no.

Q9UM54

UniProt accession no.

P35579

UniProt accession no.

-

technique(s)

indirect immunofluorescence: 1:50 using mouse NIH3T3 cells, western blot: 1:1,000 using extract of human HeLa cells nuclei and dog MDCK cells, microarray: suitable

technique(s)

immunohistochemistry: suitable, immunoprecipitation (IP): suitable, indirect ELISA: suitable, microarray: suitable, western blot: 2 μg/mL using A431 total cell extract

technique(s)

indirect immunofluorescence: 1:100 using cultured rat NRK cells, microarray: suitable, western blot: 1:1,000 using whole cell extracts of cultured dog MDCK kidney cells and cultured human Jurkat cells

technique(s)

indirect immunofluorescence: 1:75 using cultured rat NRK cells, microarray: suitable, western blot: 1:1,000 using a whole extract of cultured dog MDCK cells

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

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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
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
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
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
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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