W4016

Wedelolactone

Name: Wedelolactone
Brand: SIGMA
Price: 156.4 USD
Availability: InStock

≥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:

524-12-9

Molecular Weight:

314.25

MDL number:

MFCD07778564

UNSPSC Code:

12352200

PubChem Substance ID:

24724667

NACRES:

NA.77

Key Documents

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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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Bioactive Small Molecule Inhibitors

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Show Differences

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This Item	SML3082	SML0230	SML1791
Sigma-Aldrich W4016 Wedelolactone	Sigma-Aldrich SML3082 Demethylwedelolactone	Sigma-Aldrich SML0230 GW-803430	Sigma-Aldrich SML1791 Urolithin A
assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥97% (HPLC)
form powder	form powder	form powder	form powder
Quality Level 100	Quality Level 100	Quality Level 100	Quality Level 100
storage temp. 2-8°C	storage temp. −20°C	storage temp. 2-8°C	storage temp. 2-8°C
solubility DMSO: 10 mg/mL, clear	solubility DMSO: 2 mg/mL, clear	solubility DMSO: ≥4 mg/mL at warmed to 60 °C	solubility DMSO: 20 mg/mL, clear
color white to brown	color white to green	color white to beige	color white to beige

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

GHS07

signalword

Warning

hcodes

H302

pcodes

P264 - P270 - P301 + P312 - P501

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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Activation of nuclear factor-κB pathway is responsible for tumor necrosis factor-α-induced up-regulation of endothelin B2 receptor expression in vascular smooth muscle cells in vitro.

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

Wedelolactone, a medicinal plant-derived coumestan, induces caspase-dependent apoptosis in prostate cancer cells via downregulation of PKCε without inhibiting Akt.

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

Herbal extract of Wedelia chinensis attenuates androgen receptor activity and orthotopic growth of prostate cancer in nude mice.

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

Hair growth promoting activity of Eclipta alba in male albino rats.

R K Roy et al.

Archives of dermatological research, 300(7), 357-364 (2008-05-15)

Alopecia is a dermatological disorder with psychosocial implications on patients with hair loss. Eclipta alba Hassk. is a well-known Ayurvedic herb with purported claims of hair growth promotion. In the reported work attempts were undertaken to evaluate petroleum ether and

Inhibition of snake venoms and phospholipases A(2) by extracts from native and genetically modified Eclipta alba: isolation of active coumestans.

Luciana C Diogo et al.

Basic & clinical pharmacology & toxicology, 104(4), 293-299 (2009-03-27)

We genetically modified Eclipta alba using Agrobacterium rhizogenes LBA 9402, with the aim of producing secondary metabolites with pharmacological properties against phospholipase A(2) and the myotoxic activities of snake venom. Extracts from in natura aerial parts and roots, both native

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